The Geographical Cure

2 Weeks In Italy Itinerary, The Ultimate Italy Road Trip

Planning a trip to Italy for 2 weeks? You are at the right spot! I’ve been exploring Italy for decades. So I have all the hands on experience and tips to give you the best 2 weeks in Italy itinerary. 

Italy is located in the middle of the Mediterranean Sea and is home to some of the most beautiful towns, cities, and experiences on offer in Europe.

Italy is probably my favorite country to travel in. You’re engulfed in history, can admire some of the world’s best art, and eat some of the world’s best food. What could be better?

Pinterest pin for 2 weeks in Italy itinerary

Overview Of 2 Weeks In Italy Itinerary

This 2 week Italy road trip itinerary starts in Venice and ends in Naples. It’s a perfect itinerary for first time visitors to Italy.

Venice’s airport is terrific and typically inexpensive to fly into. The city’s Santa Lucia and Mestre train stations connect to just about everything south with high speed service. 

You can pick up your car leaving Venice or leaving Bologna. Alternatively, you can also do the entire 2 weeks in Italy by train.

With this Italy itinerary, you’ll have 5 bases: (1) Venice; (2) Bologna; (3) Florence; (4) Rome; and (5) Naples.

cute lane in Sorrento

If you need a break from the city, instead of staying in Naples, you can base yourself on the Amalfi coast for 3 days and day trip from there.

The cliff top town of Sorrento makes a perfect springboard for visiting the Amalfi Coast. From there, you can day trip to Pompeii, Positano, Capri, and even Naples.

  • Day 1 : Venice
  • Day 2 : Venice
  • Day 3 : Bologna
  • Day 4 : Bologna, day trip to Parma or Modena
  • Day 5 : Florence
  • Day 6 : Florence
  • Day 7 : Florence, day trip to Siena
  • Day 8 : Rome
  • Day 9 : Rome
  • Day 10 : Rome, Vatican City
  • Day 11 : Rome, day trip to Orvieto
  • Day 12 : Naples
  • Day 13 : Naples, day trip to Pompeii
  • Day 14 : Naples, day trip to Amalfi Coast

view from the Palazzo Manfredi in Rome

Where To Stay With 2 Weeks In Italy

Here are my hotel recommendations for the cities listed as bases.

Venice : Gritti Palace , Hotel Danieli , St. Regis , Aman Venice (my favorite), Bauer Palazzo

Bologna : Grand Hotel Majestic Gia Baglioni (my pick) Il Portici , Art Hotel Orologio

Florence : Il Touranbouni ,  Hotel Brunelleschi , Portrait Firenze , Palazzo Vecchietti , Villa Cora (my favorite in the Oltrarno)

Rome : Li b ert y Boutique Hotel ,  H o t el  M aalat ,  De co  Ro ma ,  Hotel H a s s ler Roma , Pa lazzo Man fr edi  (my favorite)

Naples : Grand Hotel Vesuvio , Romeo Hotel , Hotel San Francesco al Monte (my pick)

typical street in Venice, which is a must visit city on your 2 weeks in Italy itinerary

2 Weeks In Italy Itinerary: 14 Days Of Exploring

Ok, let’s dive right into this 2 week Italy itinerary. If you’re landing in Venice, the easiest way to get to the city is via a private water taxi transfer .

Day 1: Venice

Kick off your 2 weeks in Italy in the magical floating city of Venice. Even though Venice is very touristy, there’s a reason for its popularity.

Venice is a natural film set. It’s like no other city in the world.

Start your day in Piazza San Marco. Visit the pink marble Doge’s Palace, which is the very symbol of Venice.

You can traipse up the famed Scala d’Oro, the world’s fanciest staircase, admire the Doge’s apartments, and see the world’s largest painting by Titian.

Click   here  to book a skip the line ticket to avoid a long queue. I also loved the Secret Itineraries Tour , which take you to secret spots in the palace you can’t see on a regular tour.

St. Mark's Basilica

Then, move on to one of the world’s most unique and stunning churches, St. Mark’s Basilica. It’s absolutely essential to book a skip the queue ticket . You can also purchase an  after hours ticket  for fewer crowds and to get access to some places you can’t see during the day.

The basilica is famous for its almost blinding golden mosaics from the 5th century B.C. They blanket the walls, covering 90,000 square feet.

Then, take a ride along the Grand Canal. It’s one of the most iconic things to do in Venice. You can also hop on and off the Vaporetto yourself.

Along the way, you can check out Ca’Rezzonico, Ca’ Foscari, and Ca’ d’Oro. In addition to housing some great art, the palaces offer up great views of Venice.

You can book a  1 hour guided boat tour . You can also book a  3 hour guided tour   of the St. Mark’s area that comes with a boat cruise.

a gondola ride is a must do with 2 weeks in Italy

Day 2: Venice

On day 2 in Venice, take a stroll through the Rialto neighborhood. Snap a classic shot on the Rialto Bridge, check out the Fish Market, and myriad shops. You can also take a  lunchtime tour of the Rialto Market and other foodie hot spots .

Next, head to the Dorsoduro neighborhood. Stroll around the pretty streets, check out the shops and eateries, and then go to one of the neighborhood museums.

The two I love are the Peggy Guggenheim Collection and the Galleria Accademia .

The Guggenheim is for people who want to see some of the greatest works of modern art from the 20th century. It’s a star studded lineup compiled by the eccentric American heiress, who helped launch Jackson Pollock’s career.

This museum will be packed. Click  here  to purchase a skip the line ticket. Click  here  to book a private guided tour of this extraordinary collection of art.

The Galleria Academia is for travelers who love old masters. It houses the world’s best collection of pre-19th century Venetian painting. You’ll find works by luminaries such as Veronese, Titian, Tintoretto, Tiepolo, Bellini, Canaletto, and Giorgione. 

Galleria Accademia

The museum is not usually crowded, so you won’t have to worry about buying tickets in advance. But, if you’re a fan of Renaissance art, you may want to book a 2 hour  guided tour of the museum .

If you want to see the “Sistine Chapel of Venice,” head to the San Polo district to the Scuola Grande di San Rocco. It’s decorated wall to walk with dramatic paintings by Titian.

Then, spend some time in the Cannaregio district. you can escape the crowds, poke in and out of cute lanes, and grab some cicchetti , Venice’s version of tapas.

Cannaregio is an excellent neighborhood to sign up for a   f ood and  wine  tour . You can also book an  evening food tour and gondola ride .

For more information, you can check out my 2 days in Venice itinerary . It has detailed information on gondola rides, how to use the vaporetto, and how to get to the other Venetian islands in the lagoon.

Piazza del Nettuno in Bologna

Day 3: Bologna

On day 3, head to beautiful Bologna. This food-loving city is underrated and absolutely deserving of a spot on your 2 weeks in Italy itinerary. It’s sandwiched between 3 major cities — Venice, Florence, and Milan — and is often skipped.

Don’t skip it! To me, Bologna just oozes old world medieval charm.

It has all of the charm of Italy with none of the tourists! Bologna is filled with striking architecture, beautiful piazzas, endlessly photogenic streets, porticos, and a swathe of palaces and towers.

Most of the must see attractions are clustered in or around the city’s main square, Piazza Maggiore. On one end of the piazza is the massive Basilica of San Petronio, honoring Bologna’s patron saint. On the other is the swishy Palazzo dei Rei Enzo.

Piazza Maggiore in Bologna, a must visit city with 2 weeks in Italy

You can also climb Bologna’s leaning tower, Asinelli Tower, for views. Since it’s a rickety 500 steps to the top, you’ll deserve a gelato afterward.

Be sure to meander through shops in Bologna’s medieval Quadrilatero neighborhood. You can also visit FICO Eataly World . It’s part farm and part theme park, with 20 acres of food and livestock stalls, restaurants, grocery stores, and food labs.

There are lots of fun tours to take in Bologna. Naturally, most of them food related:

  • classic food tour
  • 3 hour FICO Eataly food and wine tour
  • food tour with factory visits and a gourmet lunch
  • history tour and learn food secrets
  • e-bike tour with cheese and wine

pretty street in Parma

Day 4: Bologna, Day Trip To Parma & Modena

On day 4, take a day trip from Bologna to either Parma or Modena. Both are foodie towns that are pretty and un-touristy.

Underrated Parma is just too cute for words. It’s one of Italy’s most beautiful cities , a foodie haven, and home to the greatest works of the famed Renaissance artist Correggio.

Parma has a gorgeous Romanesque cathedral and pretty pink octagonal Baptistery. The entire town is dotted with red, pink, and yellow walls. Purple flowers decorate the Ponte Verdi.

Parma is tailor made for art lovers. The town was home to Correggio, the opera composer Giuseppe Verdi, and the conductor Toscanini. In 2022, Parma was chosen as Italy’s Capital of Culture.

Correggio frescos in Parma Cathedral

Precious frescos by Correggio literally blanket the city. There are art-filled palaces, a famous opera house, and a world class museum.

Parma will also appeal to traveling foodies. It’s home to some of Italy’s best known culinary products — parmesan cheese, prosciutto, fresh pasta, and other delicacies. All this goodness has led the town to be dubbed the heart of the “Italian Food Valley.”

You can easily spend one day in Parma just popping in and out of food shops, taking a food tour, and having some memorable meals. Check out these cool food tours in Parma:

  • 5 hour prosciutto and parmesan tour
  • 7 hour cheese, ham, and balsamic tour
  • 3.5 hour traditional food tour
  • 2 hour tour of parmesan cheese factory
  • 2 hour tour of dairy and prosciutto factory

main square of Modena

Modena is a hidden gem in Italy , an elegant little city that’s well worth a visit.

If you’ve heard of Modena, it’s probably because of its food. Modena is a foodie haven. It’s famous for hams, cheeses, and barrel aged balsamic vinegar. You can sample the dark elixir in shops around the town. 

But Modena isn’t just about food. Modena is beautiful and immaculate.

Piazza Grande is its eye catching main square. It’s home to several monuments, including a Duomo, town hall, a picturesque 15th century clock tower, and medieval relics.

beautiful street in Modena

The 12th century Duomo is one of the finest examples of Romanesque architecture. It comes complete with a slightly leaning bell tower called the “Ghirlandina.”

Modena was also the birthplace of Luciano Pavarotti. His titular museum,  Luciano Pavarotti Museum ,  is located about 20 minutes from city center on the estate where the famous tenor lived.

Since Modena is for foodies, you may want to book a  guided food tour , do a  balsamic vinegar tasting , or  tour Italy’s most famous cheese factory .

Modena is just a 45 minute drive from Bologna. You can also visit on an 8 hour guided day tour from Bologna.

street in the old town of Florence near the Duomo

Day 5: Florence

Ah Florence . It may be Italy’s most beloved city, even over Venice. The “Cradle of the Renaissance” is beautiful from every angle.

You can content yourself with just absorbing the beauty and street life. But there are so many amazing attractions in Florence, you won’t be able to resist them.

Start your day at one of Florence’s hotspots, the Galleria Academia . It’s home to the world’s most famous statue, Michelangelo’s David , and his prisoners.

The lines are epic here, so you should definitely pre-book a  skip the line timed entry ticket .You can also opt for a  1.5 hour guided tour with fast track ticket .

Princes Chapel in the Medici Chapels

For even more Michelangelo, head to the Medici Chapels. Inside, you’ll see the over-the-top Prince’s Chapel and the New Sacristy with 7 Michelangelo sculptures.

You’ll need to  pre-book a ticket  with a time slot reservation. These fill up fast, so don’t delay. You can also book a  guided tour of the chapels . This isn’t a bad idea because there’s not much explanatory signage.

After lunch, it’s time to tackle the Florence Cathedral complex . This consists of 5 separate sites: Florence Cathedral, Brunelleschi’s dome, the Baptistery, the Duomo Museum, and the Giotto Bell Tower. 

If you buy the  Brunelleschi ticket , you have entry to all the sites. You can only enter each attraction once, but you have 3 days to use the pass. I suggest you visit them all this afternoon. 

There’s a lot to absorb at these wonderful attractions. You may want to  book a guided tour  to get the full scoop.

view from Brunelleschi's dome

Go the Duomo Museum first. It’s the best cathedral museum I’ve ever visited. It’s chock full of stunning statues by Donatello and will give you a primer on how Brunelleschi built the iconic dome of the cathedral.

I would climb either Brunelleschi’s dome or the Giotto bell tower. It might be a bit much to do both in one day.

Giotto’s bell tower might offer slightly better views. But, if you climb Brunelleschi’s dome, you can admire the Giorgio Vasari frescos on the way up.

In the evening, take a stroll through Piazza della Signoria and admire the statues in the piazza.

If you want, you can visit the Palazzo Vecchio (right in the square) in the evening because it’s open late. Inside, you’ll find Medici apartments, a Michelangelo sculpture, and room after room of Vasari frescos.

>>> Click here to book a skip the line ticket for Palazzo Vecchio

interior of Sant Croce Basilica, a must visit attraction with 2 weeks in Italy

Day 6: Florence

On day 6 of you 2 weeks in Italy itinerary, begin with a visit to the Basilica of Santa Croce . It’s Florence’s most stunning church and a mausoleum for its most famous citizens.

The basilica opens at 9:30. You should arrive with a pre-purchased  skip the line ticket . You’ll have to dress modestly with knees and shoulders covered or you won’t be let in. They’re very strict on this score.

Click  here  to book a skip the line ticket for the basilica. You’ll need one in high season unless you can brave the lines. There’s so much to see that you may want to  book a guided tour of Santa Croce .

After Santa Croce, head to the  Uffizi Gallery . The gallery is Florence’s premiere museum and one of the best museums in the world. This is where you come to admire Botticelli, Leonardo da Vinci, and Michelangelo.

Botticelli's Birth of Venus

The museum is huge and just stuffed with world famous masterpieces. You could spend hours there. The most popular rooms are the two Botticelli Rooms and the Raphael and Michelangelo Room.

You won’t be able to visit the Uffizi, almost in any season, without pre-booking a  skip the line timed entry ticket . Once inside, keep the ticket with you because they ask for it at several checkpoints.

You may want to book a guided tour of the museum. The last time I was there, I booked a  2+ hour private guided tour . My husband, who’s not an art lover necessarily, loved it!

Piazza della Repubblica

After admiring the fine art, take a stroll through the Piazza della Repubblica and stroll over the iconic Ponte Vecchio. The bridge takes you to the Oltrarno neighborhood , which is a more authentic and less touristy part of Florence.

The main attraction here is the Pitti Palace . It’s another Medici palace stuffed with world class art. You’ll need to book a skip the line ticket in high season.

You should also hit one of Florence’s viewpoints for panoramic views of the city — Piazzale Michelangelo (or 10 minutes further uphill) San Miniato al Monte . I would opt for San Miniato. It’s less crowded and one of Florence’s most ancient buildings.

Have apertivo and dinner in the Oltrarno. I thought this neighborhood had some of Florence’s best restaurants. Check out my one day in Oltrarno itinerary for more details and restaurant ideas.

beautiful orange toned buildings in Siena

Day 7: Florence, Day Trip To Siena

It’s tough to leave Florence, I know, but Siena is also fabulous. It’s one of the most beautiful medieval cities in Italy and is effectively an open air museum.

Plus, Siena is full of first rate art and stunning architecture. It central square, Il Campo , is one of the most beautiful squares in Italy. This is where the annual Palio horse race is held.

You can admire the city’s art-laden  Siena Cathedral , gaze at a famous fresco cycle in the  Palazzo Pubblico , and stroll the vibrant streets full of artisan shops and boutiques.

horses racing past Palazzo Pubblico during the Palio

You should  book a ticket to the Siena Cathedral complex . Then, I would add on a  ticket to the Palazzo Pubblico . It’s worth it just to see the stunning  Allegory of Good and Bad Government  frescos.

If you can, try to stay for dinner in the evening. The day trippers will be gone and you can stroll the pretty lanes in peace.

Siena is just a one hour drive from Florence. You can also  book a guided day tour   to save you the hassle of arranging transportation. This tour also takes you to the gorgeous medieval town of San Gimignano .

Colosseum

Day 8: Rome

From Florence, it’s time to move on to Rome, the Eternal City, where you’ll stay for 4 nights. I’ve been to Rome many times and written dozens of articles on the city, which you can check out on my Rome page .

On your first day, I would tour the imperial ruins. That includes the Colosseum , the Roman Forum , and Palatine Hill . I’ve linked my article on each place, which describe everything you can see at each stop.

You can’t really visit these sites without a skip the line ticket . You’ll also need to make a separate timed entry reservation for the Colosseum. There are plenty of tour options as well.

  • 3 hour guided tour and entry to all 3 sites
  • tickets & tour of all 3 sites + underground Colosseum access
  • 4 hour private day tour of Ancient Rome
  • skip the line private guided tour with an art historian
  • skip the line private tour of all 3 sites + the underground Colosseum

ancient street in Monti

When you’re done touring the ruins, head to the nearby Monti neighborhood for a stroll and lunch. You can also pop into the beautiful Basilica of Santa Maria Maggiore .

Then, head to Piazza Venetia. You can admire the Vittorio Emanuele Monument and take an elevator up for views.

Don’t miss the Capitoline Museums . It’s surely one of Rome’s ancient art museums . It boasts a vast repository of ancient sculpture that’s just incredible.

>>> Click here to book a ticket to the Capitoline Museums

In the evening take a stroll in Trastevere, Rome’s most beautiful neighborhood. You can admire the ochre colored buildings and ivy clad facades. This is also a great place to book a food and wine tour .

Church of Sant Agnese in Piazza Navona

Day 9: Rome

On you next day in Rome, take a classic  walk through central Rome . You might consider booking a  3 hour walking tour  or  private walking tour to get the full historical backdrop on all the sites.

Start at Campo de’ Fiori and end at the Spanish steps. Along the way, you can stop to admire some of Rome’s most iconic monuments — Piazza Navona, the Pantheon, Piazza Colonna, and the Trevi Fountain.

Grab some lunch and then head to Rome’s best museums, the Borghese Gallery. It’s one of the world’s greatest small museums. You’ll find the most famous sculptures of the Baroque artist Bernini and paintings by Caravaggio, Raphael, Titian, and Correggio.

Caravaggion's David with the Head of Golia

Here’s my  complete guide  to the Borghese Gallery . You’ve got to  pre-book a timed entry skip the line ticket  to visit this magnificent museum.

When you’re done admiring the art, I recommend heading over to the west side of the Borghese Gardens, towards the Piazza del Popolo. The view from the Pincio Terrace is quite beautiful, particularly at sunset.

Consider ending your day with a food tour. There are a bunch of great options:

  • a  food tour of the trendy Testaccio district
  • a  food tour in the off the beaten path Pratti district
  • a   food tour in the beautiful Trastevere district
  • a  market food tour and pizza class
  • a   food and wine tour in the historic center

St. Peter's Basilica in Vatican City

Day 10: Rome, Vatican City

On day 10 of 2 weeks in Italy, it’s time to explore Vatican City. I’ve written a detailed one day in Vatican City itinerary . So won’t repeat myself too much here.

St. Peter’s Basilica and the Vatican Museums are heart and headquarters of the Roman Catholic Church.

St. Peter’s Basilica is the most famous church in Christendom. Designed by Bramante, Raphael and Michelangelo, it’s a true Renaissance masterpiece.

The basilica is the burial place of St. Peter and past popes. It houses the famous Bernini Baldachine altar, scads of sculptures, and Michelangelo’s tragically beautiful  Pieta .

iew of St. Peter's Square from the dome

For a panoramic view of St. Peter’s Square and Rome, you should climb the dome. Here’s my complete  guide to St. Peter’s Basilica , with tips for visiting. You can take a  guided tour  of St. Peters. You can only visit the  underground grottos on a guided tour .

The Vatican Museums hold one of the world’s greatest art collections. Some of the most famous art works on the planet are there, including Michelangelo’s frescos in the Sistine Chapel .

You absolutely must pre-book a  skip the line ticket  for the Vatican. Or else you’ll be stuck in line for hours unless it’s the dead of winter.

Here are some sample Vatican tours you might consider taking:

  • a  2.5 hour overview on a skip the line small group guided tour
  • a  3 hour no  w ait tour that also includes the Raphael Rooms
  • a  3.5 hour tour Vatican visit with a guided tour of St. Peter’s Basilica
  • a  3 hour Friday night tour of the Vatican
  • a  Vatican tour that includes a climb of the dome of St. Peter’s Basilica

street in Orvieto

Day 11: Rome, Day Trip To Orvieto

Day 11 sees you day tripping to Orvieto, a hill town in southern Umbria . I personally just loved Orvieto and you can check out my one day in Orvieto itinerary for the full scoop.

Orvieto’s most famous attraction is its glamorous Duomo, Orvieto Cathedral . It has one of the most colorful and art-filled facades of any church in Italy. Inside, you’ll find one of the most famous fresco cycles in Italy by Luca Signorelli.

You’ll also want to take a stroll through Piazza della Repubblica and climb the Torre del Morro.

But part of the charm of Orvieto is just aimless strolling. Wherever you look in Orvieto, there’s a picturesque lane, quaint shop, or terrific displays of flowers.

the beautiful Orvieto Cathedral

Every once in awhile the medieval lanes part and you can glimpse a brilliant slice of the Umbrian countryside.

Last time I was in Orvieto, I booked a  2.5 hour guided private walking tour . My guide was Emma and she was excellent, making the cathedral and its beautiful art works come to life. 

You can also book a  3 hour small group walking tour  that includes the cathedral, the old town, and Orvieto’s underground.

view of Naples from Castel Sant'Elmo

Day 12: Naples

From Rome, venture on to Naples. It’s about 2.5 hours by car or 1:10 by train.

This Mediterranean capital is lorded over by the still-kicking Vesuvius volcano. Naples is unpretentious with chaotic streets, Baroque excess, and layers upon layers of history.

The historic center is brimming with striking architecture, fascinating museums, and lively piazzas.

Naples Cathedral has a 13th century Gothic church with Baroque frescos. The Santa Chiara Cloisters are simply gorgeous, with hand-painted Majorca tiles covering benches and columns. The Basilica of San Lorenzo Maggiore is chock full of Greco-Roman ruins.

Art lovers will want to take the shuttle to the Capodimonte Museum , which is one of Italy’s best museum s . It features works by Caravaggio, Correggio, Masaccio, Titian, Raphael, El Greco, Bruegel, and Sebastiano del Piombo.

obelisk in Piazza Cardinale Sisto Riario Sforza

History buffs should head to the Museo Archeologico Nazionale , which is truly one of the world’s best archaeological museums. 

You can see original mosaics and frescoes from Pompeii and Herculaneum. The most famous piece is the  Farnese Bull , which once decorated Rome’s Baths of Caracalla . In high season, you’ll definitely need a skip the line ticket .

Naples is famous for its cafe culture and as the inventor of pizza. One of the most exquisite cafes is Caffe Gambrinus. For pizza, the two most famous spots are Gino Sorbillo and Antica Pizzeria da Michele.

Naturally, in Naples, you can go on a street food tour , take a walking tour of the street markets , or take a pizza making class .

As an alternative to basing yourself in Naples, you could stay in the Amalfi Coast instead and day trip into Naples to see the museums and sample the pizza.

READ : One Day In Naples Itinerary

frescos in the Villa of Mysteries

Day 13: Naples, Day Trip To Pompeii

On day 13 of your 2 weeks in Italy, head to Pompeii. The site is Italy’s most famous archaeological treasure. It’s a 2,000 year old living museum.

In 79 A.D., Mount Vesuvius erupted and buried the city in 60 feet of ash. The city was entombed and preserved for many centuries. Beginning in 1748, archaeologists began painstakingly excavating the ruins.

Today, you can see dazzling frescos in ancient abodes. The House of the Vet just opened to the public in January 2023 and the frescos in the Villa of Mysteries are newly restored.

It’s definitely easiest to visit Pompeii on guided day tour from Naples . I recommend this  guided walking tour with an archaeologist  to learn everything abut Pompeii. But if you can do it yourself, you’ll at least need to book a skip the line ticket .

I advise getting the longest and best tour possible so that you can see everything at Pompeii (the new frescos) and not just walk down the main drag, as some tours do.

For the complete scoop, here’s my complete guide to visiting Pompeii .

Positano

Day 14: Naples, Day Trip To Amalfi Coast

On your last day of 2 weeks in Italy, head to the Amalfi Coast. It’s a stunning 30 mile stretch of the Italian coast where cliffs tower above pebbly coves and villages cling to steep slopes.

One day isn’t much time to explore this area. And it isn’t easy to get to. You will drive down a precarious road and take ferries and buses.

With one day, if you take a guided day tour from Naples, you can more efficiently get a quick peak at Positano, Amalfi, and or Ravello.

Positano comes complete with sherbet colored cliffside homes, stunning beaches, and tiny cobbled lanes. It’s considered Amalfi’s most picturesque town, cut into a cliff with views galore.

view from the Wagner Terrace of Villa Rufolo

Called the “mountain pearl,” Ravello is suspended between the sky and sea. Ravello is known for its stunning views. You can get them at the town’s two stunning medieval villas Villa Cimbrone and Villa Rufolo.

Amalfi town is a lively port city. It’s known for the stunning Amalfi Cathedral , which is one of the most beautiful churches in Italy. You can visit the cloister, church, and the Diocesan Museum.

Positano and Sorrento are the most touristy towns. If you’d like to avoid crowds, you can try the towns of Ravello, Praiano, Maiori, or Minori.

view of the Faraglioni rocks in Capri

Alternatively, you could visit the island of Capri from Naples. Capri is one of the most dazzling and seductive islands in the Mediterranean.

Capri is known for its soaring cliffs, shimmering emerald water, whitewashed towns, and historic landmarks. It’s a great place to hike. And it’s known for its natural wonder, the Blue Grotto.

You can take the ferry or get to Capri on a guided day tour from Naples .

cozy cafe in Rome

Alternative 2 Weeks In Italy Itinerary

For a slightly different spin, here’s an alternative two weeks in Italy itinerary. This itinerary drops Bologna and gives you more time in southern Italy.

  • Day 3 : Florence
  • Day 4 : Florence
  • Day 5 : Florence, day trip to Siena & San Gimignano
  • Day 6 : Rome
  • Day 7 : Rome
  • Day 8 : Vatican City
  • Day 9 : Rome, day trip to Orvieto & Civita di Bagnoregio
  • Day 10 : Naples
  • Day 11 : Naples, day trip to Pompeii
  • Day 12 : Amalfi Coast
  • Day 13 : Amalfi Coast, day trip to Capri
  • Day 14 : Matera

Marina Grande in Capri

Tips For Spending 2 Weeks In Italy

If you need tips for visiting Italy, you should check out some of my relevant articles:

  • 40 tips for visiting Italy
  • Tips for visiting Rome
  • Tips for visiting Florence
  • Tips for visiting Venice
  • Tips for renting and driving a car in Europe

I hope you’ve enjoyed my 2 weeks in Italy itinerary. You may enjoy these other Italy travel guides and resources.

  • 12 Ways To Spend 1 Week in Italy
  • 5 Ways To Spend 1 Week In Sicily
  • 10 Days in Southern Italy Itinerary
  • 10 Day Tuscany Itinerary
  • Tips For Visiting Italy
  • 7 Day Road Trip From Venice To Milan
  • 130+ Bucket List Experiences in Italy
  • Historic Landmarks in Italy
  • Most Beautiful Towns in Italy
  • Best Museums in Rome
  • Hidden Gems in Rome
  • Best Museums in Florence

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Last Updated on October 17, 2023 by Leslie Livingston

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Drifter Planet

The Ultimate Italy Road Trip: 2 Weeks Itinerary (with Amalfi Coast)

by Drifter Planet | May 17, 2022 | Italy , Most Popular Blog Posts , Road Trips

italy road trip 2 weeks driving

How can anyone not fall in love with Italy? Not only it is picturesque, but there’s so much more to it that just the visual beauty. It is the feeling one gets when they visit this country which makes it special. Italy is romantic, culturally beautiful, and offers delicious food.

There is a reason why some of the most famous books and movies are set in a backdrop of famous Italian towns. Rome, Venice, Florence, Naples – some of the most famous historical cities and towns in the world are in Italy. Not just that, Italy also has the Italian Alps, the Dolomites, and a massive coastline on three sides! Yep, it has it all.

italy road trip 2 weeks driving

The first time I visited Italy, it was just North Italy. We landed in Venice and drove to Trentino in our rental car. The second time was in South Italy where we spent one entire month in Puglia. We actually drove from Germany to Puglia but realized it would have been easier to just fly to Bari or Brindisi and drive a rental car from there.

For the purpose of travel, it is important to understand what are the regions of Italy. You can pick and choose some of them or get a taste of them all. Here are the regions in Italy that you can visit –

  • Northeast Italy, (the Dolomites,  Trentino , Venice and Bologna)
  • Northwest Italy, (Cinque Terre, Milan and the Alps)
  • Central Italy, (Tuscany region and Rome)
  • Southern Italy, (Naples,  Puglia , Amalfi and Capri)
  • The islands – Sicily and Sardinia.

If you ever see the list of the most visited countries in the world, Italy usually is in top 5 year after year. It is because there is so much to see & experience in every single region of Italy.

Keep in mind that to properly explore each region of Italy, you would probably need at least two weeks each. However, this itinerary focuses on the entire Italy, so I will help you move from one region to another and tell you the best of each. That’s the difference between a region-specific itinerary and a country-specific itinerary.

italy road trip 2 weeks driving

If you think you will get to visit Italy multiple times, then by all means pick just one region or maximum two for each trip. If you’re going to visit Italy just once or twice in your life then I suggest you visit more than just 2 regions because they all have something to offer.

Don’t try to cover it all , it isn’t possible to do so. Instead, pick a few destinations and spend some quality time in each place that you visit so that you don’t feel rushed or drained out.

Starting Point for Italy Road Trip:

So where should you start your epic Italian road trip? It depends on a few things. The starting points will change based on how you enter Italy – flying or driving.

Italy road trip itinerary Map for Pinterest

Italy has many airports from the North to the South. If you want to start your trip in North Italy then I suggest you fly to Venice or Verona and  rent a car from there. You can also fly to Naples or Bari to start your trip from South Italy and make your way to the North. Or fly to the middle – Rome, Florence, or Pisa and just do the North or the South for your Italy road trip 2 weeks.

Alternatively, you can also pick a section of Italy and do a smaller road trip that focuses on just that area. For example, the North Italy road trip would include the top three points that I have mentioned below, the middle would include Tuscany and Rome and South Italy road trip would include Rome and below like Puglia and Amalfi Coast.

For ease of understanding, we have created this route that starts in Venice. It is very easy to rent a car from Venice airport and drive from there. We did that already!

Table of Contents

Circular italy or straight route for italian road trip.

If you’re driving to Italy, then it will make a lot of sense for you to follow a straight route. You can enter Italy from the North and move to the South. Or the other way around.

If you are able to rent a car from one place and return it to another, then I highly recommend you go for a straight route. It will save you a lot of time. However, this option isn’t usually available, so most of you will end up following a circular itinerary.

This is a fast-paced itinerary that includes a lot of destinations within Italy. Some of them are optional, so you can figure out which ones to leave and skip. For example, you can pick one out of the Cinque Terre or Amalfi Coast and spend a long time in other destinations.

1) Venice (and Burano) – 2 Days – the Canals of Italy

Grand Canal in Venice - Northern Italy by Train

You can’t drive inside Venice, so why is it a part of this itinerary? Because Venice is the most romantic city of Italy and it needs to be a part of this epic itinerary.

If you’re flying to Italy and renting your car, then I suggest you rent your car on the day you leave Venice to save money. You can check for prices here or book one  and pick it from Piazzale Roma. However, if you’re driving to Italy from another country then you will have to park your car in one of the below options.

In order to visit Venice, you will drive to the entrance of the city Piazzale Roma or Tronchetto , and park your car there. Don’t worry, there’s plenty of space and it is Europe’s largest car park. Yes, it is expensive to park here because it is EUR 30 per 24 hours.

[Box] Want to save some money? Park your car near Mestre Railway Station and take a 10-minute train ride to Venezia St.Lucia. This way, your parking costs, and journey will be less than 5 euros. [/Box]

There aren’t any roads beyond Piazzale Roma, so you will have to continue by walking or by getting on a boat.

A bridge over a pretty canal in Venice, Italy

I have included two days in Venice but if you want, you can take half a day to explore Burano. It is smaller, colorful, and very close to Venice. Here’s what to do in Venice:

Walking is the easiest way to explore Venice. The most popular spots in Venice are around St. Mark’s Square and Rialto Bridge. However, I suggest you get lost on purpose and explore the narrow alleys. Here you will find the best photo spots because of fewer tourists. If it gets sunny, cover your head and eat gelato to beat the heat.

Sunset Gondola Ride :

italy road trip 2 weeks driving

You can’t visit Venice and not do a Gondola ride. Yep, Gondola rides are super expensive so you make the most of it by doing it at the most romantic time – the sunset. The point of a gondola ride isn’t transportation but enjoyment.

You can save money by doing the Gondola ride with 1 or 2 other people and doing it before the sunset time. Here are the options I have handpicked for you:

  • Gondola Ride with Commentary : Skip the line ticket for a Gondola ride. Duration is 30-50 minutes. Price in May 2022 is EUR 33.
  • Gondola Ride with App Commentary : Skip the line ticket for a Gondola ride. Duration is 45 minutes. Price in May 2022 is EUR 28.

Find a restaurant with a view:

Most of the restaurants with nice views are going to be very expensive but I can help you find a moderately affordable one. To actually get a table with a view, you need to always book in advance. Once you’re here, try the squid ink pasta. Try one of the following:

  • Trattoria Altanella in Giudecca,
  • Gianni in Giudecca,
  • Da Fiore in Campo S. Polo,
  • Osteria Enoteca Ai Artisti in Dorsoduro.

See Scala Contarini del Bovolo

italy road trip 2 weeks driving

Climb the spiral stairs and click a few photos of the view from the top. It is a famous building that was once a gothic palace.

Visit Rialto Food Market

Venice is touristy but visiting a famous food market will give you somewhat a local experience. The locals come here to buy fresh fruit, veggies and fish. It is best to arrive here early because the market hours are 7:30 am to 1 pm.

Campo Santo Stefano

Find an outdoor cafe on Campo Santo Stefano and enjoy your afternoon or evening with cicchetti & Spritz. Cicchetti is a small snack plate. You don’t need to order cicchetti, but the servers will bring it for you if you order your drinks (Spritz).

See Doge’s Palace

italy road trip 2 weeks driving

Doge’s Palace is an important historical landmark in Venice. This was once an official residence for the Doge of Venice (the elected leader of the historical Venetian Republic). It was originally designed to be a residential palace for Nepolean.

Doge’s Palace is an interesting spot for those who like history, but it is also a photographer’s dream because of its stunning interiors, especially in the Chamber of the Great Council. Believe it or not, the world’s largest canvas painting is located in this room. But remember, you can’t use flash when you photograph this.

While inside the Doge’s Palace, you should also walk on the iconic Bridge of Sighs, which is located here. You will also see St. Mark’s Square and Correr Museum.

I have handpicked two entry ticket options for you for Doge’s Palace:

  • Doge’s Palace Entry Reservation Ticket : This is the official ticket and costs EUR 28 in May 2022. It is a “skip-the-line” ticket.
  • Doge Palace with Terrace Access : This is also a “skip-the-line” ticket but it also includes an expert guide, who will not just take you to Doge’s Palace but also St. Mark’s Basilica. Please be aware that the entry to St. Mark’s Basilica is free but this tour includes the access to the terrace of the Basilica for the views. The cost is EUR 79 in May 2022.

Scuola grande di San Rocco

See the interiors of Scuola Grande di San Rocco . Your jaw will actually drop when you see the grandeur and the arty details.

Day Trip to Burano

Burano (Italy)

Burano is a cute little canal-side town with stunning colorful houses. It has become popular over the recent years because of Instagram.

You can prebook your boat ticket for Burano for a day trip from Venice and the boat will also take you to the nearby Murano and Torcello.

  • Murano, Burano and Torcello boat trip  – 6 Hours, EUR 25
  • Murano, Burano and Torcello boat trip – 4.5-5.5 Hours, EUR 25
  • Murano, Burano and Torcello boat trip – 4.5 Hours, EUR 20

How to save money in Venice?

Eat in Pizzeria ae Oche – a chain with affordable pizzas. Don’t eat or drink in the main touristy areas, head to Dorsoduro for cheaper eateries and buy your own supplies from bakeries and supermarkets to save money. Another way to save more money is by skipping the Gondola ride.

2) Cinque Terre – 2 days – the Colorful Fishing Villages

The colorful houses of Manarola, Cinque Terre, Italy

Riomaggiore, Manarola, Corniglia, Vernazza, and Monterosso are five colorful fishing villages that are collectively called the Cinque Terre. The entire Cinque Terre is a UNESCO World Heritage Site.

In order to arrive at the Cinque Terra, you can drive to Riomaggiore, Manarola, or Monterosso and park your car there. If you’re nervous about driving in this hilly terrain, then park in La Spezia and take a train from there. In any case, if you want to move from one village to another, the best way to do it is by train.  It is easy and affordable.

Remember – don’t get your car inside the Cinque Terra. Leave it outside and take the train.

Five villages at on cliffs and little hills, so there’s a lot to do in the Cinque Terra. Don’t get overwhelmed by the list of things that you can do. Just pick 1-2 villages and enjoy your time there.

Here’s a bit of an introduction about the five villages, so that you can pick the one that suits you and book a room there.

Riomaggiore

Riomaggiore in Cinque Terre - Northern Italy by train

It has a fun vibe for nightlife, unlike a few others on this list. Riomaggiore is closest to La Spezia so it can sometimes feel crowded. It has budget accommodation options. It is as stunning as Manarola.

There’s a lot to do in Riomaggiore – you can do cliff jumping, enjoy the bar scene or just go for a stroll and get lost. The main street is called Via Colombo, and that’s where you will find everything. You can also check out the ancient Castello, which is one of the monuments of the Parco Nazionale delle Cinque Terre.

If you’re into hiking, then hike to Monte Nero, which is right above Riomaggiore. This hike takes around 50 – 60 minutes. Here’s some information about it.

You can also hike from Riomaggiore to Manarola – these two are actually the most famous villages of the Cinque Terre. This hike should take you normally 15 minutes but check the information because sometimes this path is closed .

italy road trip 2 weeks driving

Manarola is quieter and is normally visited by couples and photographers. Out of them, the one the most photographed one is Manarola because of the above-pictured sunset spot. But don’t underestimate the beauty of the other 4.

Make sure you click epic sunset photos while you’re in Manorala. No, I don’t mean photos of the sun when it is setting, but the golden hue on Manorala’s pastel houses on the cliff. You will find this spot as soon as you’re there. Photographers line up here with their fancy gear and tripods at sunrise and sunset time.

If you like swimming, then you can find some caves and swimming holes on the Blue Trail in Manarola. To access all of it, you will need a swimming pass. But there are some you can do without the pass too.

italy road trip 2 weeks driving

It is the highest village and is therefore famous for its views. You need to climb 365 steps in order to reach Corniglia – yes one for each day of the year. There’s a bus that’s run by the Cinque Terre National Park that takes people up to Corniglia and back. 

Corniglia is less visited as compared to the other four but is popular amongst hikers. It is possible to find budget accommodation here.

While you are in Corniglia, hike the Blue Trail, and you will find a stone beach with easy access to water. Doing the entire Blue Trail can be challenging but if you do, you will arrive in Vernazza.

italy road trip 2 weeks driving

Vernazza is often called the most beautiful of the five Cinque Terre villages. It is also visited by a lot of photographers and couples. If you visit Vernazza then spend some time enjoying the stunning views that this village is famous for.

If you arrive in Vernazza from Corniglia by hiking, then you will cross Prevo – it has a stunning viewpoint that overlooks Guvano Beach. At 208 meters above sea level, it is the highest spot of Sentiero Azzurro.

You will be surprised to know that Vernazza has a great bar scene. It also has a small sandy beach, which makes sense for family travelers to visit since it is comfortable for children. There are two clock towers in the town and the maze of small streets will be a delight to anyone who loves getting lost in small places.

While you’re in Vernazza, visit Franco’s Ristorante “La Torre”. It is in a castle on the trail to Corniglia.

Monterosso al Mare

italy road trip 2 weeks driving

Monterosso has a proper big sandy beach and fancy hotels. It is a bit flatter compared to the others so is a good option for those who have mobility issues and families with small children.

Monterosso is actually two towns – Old Monterosso and New Monterosso (Fegila). The big sandy beach is in New Monterosso. The new town is flatter but the old town has that typical Cinque Terre looks and vibes.

You can walk from one village to another – check the list of walking trails here + useful information .

Where to stay in Cinque Terra:

3) Tuscany – 2 days – Art, Culture, and the rolling hills

Sunset in Florence, Tuscany, Italy

Tuscany is romantic, arty, historical, and naturally beautiful. But wait, isn’t most of Italy? True but Tuscany is special because the Renaissance art movement began and flourished before it moved on to most of Europe.

Being a nature lover, I’m also interested in the other side of Tuscany – the rolling hills. So, when you visit Tuscany, drive around here and see the small villages because here you can truly admire the natural beauty of Tuscany. Get yourself a nice villa, see the vineyards and castles.

Tuscany's famous rolling hills - Italy by train

Honestly, if I were visiting Italy for the first time and I wanted to just focus on one area, I’d do a Tuscany road trip. There’s everything in Tuscany that Italy is famous for – historical buildings, art, nature, castles, and vineyards. On top of that, Tuscany is a little laid back.

Here’s what you can do while you’re in Tuscany. You can pick and choose some of the activities that I have mentioned below.

Visit one of the Old Cities – Florence / Lucca / Siena

italy road trip 2 weeks driving

Tuscany’s old cities are stunning for art lovers because of the Renaissance art and sculptures. Out of all of them, I suggest you pick just one to keep your itinerary easy. For that purpose, I suggest Florence.

See the Statue of David by Michelangelo in Florence

Michelangelo’s Statue of David is a Renaissance masterpiece and shouldn’t be missed while you’re in Tuscany. This 17 feet marble statue is the star of Florence, the way Mona Lisa is to Paris.

Michelangelo’s Statue of Liberty is located in Galleria dell’Accademia in Florence. This museum also has some other pieces by Michelangelo and many other Florentine artists.

Art lovers would enjoy Leonardo Da Vinci Museum, Uffizi Gallery, and Museo Galileo

Val d’ Orcia – the Rolling Hills

italy road trip 2 weeks driving

Tuscany’s most famous landscape are the rolling hills and one of the best way to see them is by driving to Val d’ Orcia. The rolling hills landscape is not just Instagram famous but also depicted in many Renaissance paintings.

Val d’ Orcia is a UNESCO World Heritage site and is a 2 – 2.5 hours drive from Florence. You can stay in Florence during the entire time of your time in Tuscany, or split your time between Val d’ Orcia and Florence.

Pienza is the place that you would want to check out in Val d’ Orcia. This village is situated very high so you can get a good view of the rolling hills from here.

Saturnia Hot Springs or Terme di Saturnia

italy road trip 2 weeks driving

While in Tuscany, visit the stunning thermal springs of Saturnia. They are actually 3 hours away from Florence city, so it makes sense to visit this place on your way out of Tuscany but before you arrive in Rome. Alternatively, if you decided to stay in Val d’ Orcia, then Terme di Saturnia is just 30 minutes drive.

Believe it or not, there is no entry fee and these thermal springs are open 24 hours a day every day. It can’t get better than this. Just find the parking spot and put it on your navigation system to arrive here. Spend half a day here or more, depending on how much you love being in the water.

The best time to reach Saturnia hot springs is before 9 am so that you can miss the majority of crowds.

Leaning Tower of Pisa

italy road trip 2 weeks driving

Visiting the leaning tower of Pisa is on many people’s bucket lists because of the Leaning Tower. Yes, it is a very touristy thing to do and there’s nothing else to do in Pisa BUT that shouldn’t stop you from visiting it if you really want to. After all, it is just 45 minutes from Florence by car or train!

Pisa is a small city, and you can cover most of it by walking. Most of what you would want to see is situated in Campo dei Miracoli . It is a student town and as a result, the nightlife is fun.

The Leaning Tower of Pisa is called Torre Pendente in Italian. Go ahead and click a super silly touristy picture here. Believe it or not, you can actually climb the tower but you need to reserve your tickets in advance.

If you’re in Pisa in the middle of June, you can actually stay to watch the stunning Luminara festival . Thousands of candles are lit at sunset time along the Arno River. Watch this spectacle if you can.

Hike to Lake Calamone

If you’re not visiting Terme di Saturnia, then you can consider visiting Lake Calamone. It is located in the TEA National Park, at the base of Mt. Ventasso.

To start your hike to Lago Calamone, park your car at Bar il Faggio. The walk from there to the lake is just one hour. For more information, check this page .

4) Rome – 1 day

The bejeweled Rome in Italy

Rome can’t be fully explored in a day, but also Italy can’t be explored in 2 weeks!

Honestly, it makes more sense to do Rome properly on an entirely separate trip. It isn’t the best Road trip stop because of the parking, so if you want to skip Rome, then you should. I just wanted to include Rome for those who would want to do it anyway, considering it is on the way when you move from Tuscany to Amalfi.

Rome is high-priced in terms of stay and food, therefore it gets expensive to stay here longer. But if you can afford it, extend your trip by all means. Did you know there are more than 900 churches in Rome?

italy road trip 2 weeks driving

Honestly, I wouldn’t even include the Vatican City and the churches in this itinerary because of time constraints. But just so you know, the most famous one is St. Peter Basilica. To enter this, one has to walk up to the Vatican and stay in a long security line.

Like many other famous cities ( Lisbon , Moscow, Porto , Pula , Istanbul , San Fransisco, Edinburgh, etc.), Rome is built on seven hills. It means, there are plenty of viewpoints that can be found. Also, unlike most touristy European cities, Rome is massive. The entire historic center of Rome is a UNESCO World Heritage Site. It is also one of the fashion capitals of the world with an amazing shopping scene and buzzing nightlife.

If I were to spend just one day in Rome, I’d forget about the top things to do, and just walk around because there are interesting sights everywhere.

Trevi Fountain 

italy road trip 2 weeks driving

This is probably the busiest part of Rome and yet it is a legendary landmark. This fountain is in modern Rome, right next to the main train station. Walk around here but keep your belongings close to yourself because Rome has many pickpockets.

Explore the ruins of ancient Rome – Colosseo

The most obvious thing to do in Rome is to explore ancient Rome, it is the area around Colosseo. For this, get via dei Fori Imperiali Street and everything you would want to see is on both sides of this street.

Start with the Colosseum, then move on to Piazza Venezia. Next, you can check the Roman Forum, Trajan’s Forum, Arch of Constantin, and Flavian Palace.

Old Rome – Pantheon

Pantheon dates back to 125 AD. Of course, if you’re a Dan Brown fan then you would have probably read about all these places in the book called Angels and Demons. Yes, the book does make sightseeing more interesting but remember, it is just fiction.

There are other attractions that are nearby, like Castel Sant’Angelo – but I don’t want to include too much in the list because it will just overwhelm you.

You can skip South Rome but if you have time, then you can check out the Baths of Caracalla, Rome City Walls, and the Circus of Maxentius.

Viewpoints in Rome

Since Rome is built on seven hills, there isn’t a shortage of viewpoints. You can look for Janiculum hill in Western Rome, the Pincio at the end of the Borghese Gardens, Vittoriano in Piazza Venezia, and Zodiaco in Monte Mario.

Campsites Near Rome

Let’s face it, you shouldn’t enter Rome in your car because of parking problems. Instead, find a camping spot that’s just outside Rome and then explore the city by public transport. Here are two camping spots that I recommend:

  • Happy Valley
  • Camping Tiber

Check this post for a list of places to stay in Rome .

Optional: Stop in Naples for a pizza on your way

italy road trip 2 weeks driving

The Pizzas of Naples are world-famous. If possible, try to stop here for a meal or a snack on your way to the next spot to experience a legendary Neapolitan pizza. It is essentially Margarita Pizza that’s made with a particular kind of tomatoes and mozzarella.

The Napoli Pizza follows the guidelines of the Associazione Verace Pizza Napoletana. It has the protected status granted by the Italian Standardization Body.

I won’t go into the technicalities but keep your mind open and embrace the simplicity of this pizza. The beauty of the taste of this pizza lies in the best quality ingredients and an amazing base.

5) Amalfi Coast – 3 days – Positano

italy road trip 2 weeks driving

How can you visit Italy and not see the most praised coastal area – the Amalfi Coast? Keep in mind that it tends to get very busy even during the shoulder months because of its popularity. Amalfi Coast is an expensive destination because it attracts mostly high-income travelers.

The Italian road trip itinerary is designed in such a way that you can skip a part of it. If you think Amalfi Coast is blowing up your budget, then feel free to skip it because the other destinations are equally stunning too! Honestly, if you are visiting the Cinque Terre or Puglia, then you can safely skip the Amalfi Coast.

Ever seen pictures stunning coast with colorful houses, bougainvillea flowers, and low-hanging lemon trees all around? That’s Amalfi Coast. It actually is a group of 13 fishing villages, all of which are collectively UNESCO World Heritage sites.

Whether you decide to stay here or not, make sure you experience driving on the “Amalfi Drive”, which goes along the coast from Vietri sul Mare to Positano .

In order to explore the Amalfi Coast, we suggest you make your base in Positano. Don’t overwhelm yourself by trying to see even half the villages, just focus on one or two and enjoy your time there.

italy road trip 2 weeks driving

Positano is situated horizontally on the face of cliffs that face the sea. It is a better idea to find a place to stay here instead of in Amalfi Town. From here, you can visit Amalfi Town by ferry.

The two beaches of Positano are Spiaggia Grande and Fornillo. Spend some lazy hours here to enjoy the landscape.

Do the Path of the Gods hike that is from Bomerano to Positano with stunning views. You can reach Bomerano on a bus from Positano to start the hike.

While in Positano, try the Limoncello. It is a locally-produced lemon liqueur.

Amalfi Town

italy road trip 2 weeks driving

Amalfi Town is the heart of Amalfi Coast. Take a ferry from Positano and spend a few hours here to see what the buzz is all about. The main Amalfi town beach gets crowded but you can spend some time here to enjoy the vibe.

6) Puglia – 3 days – Bari, Matera, and Polignano a Maren

italy road trip 2 weeks driving

Having spent a month in Puglia last summer, I can claim that this is a place that you wouldn’t want to leave. There are stunning beaches, old cities, the Instagram-famous Alberobello village, and Florence of South – Lecce city . The seafood in Puglia is mind-blowing!

Puglia was once Italy’s secret but has come up with a bang in recent years. It has risen to prominence in popular culture.

The 2021 James Bond movie (No Time to Die) was shot in Puglia’s stunning Matera. Moreover, the Red Bull cliff diving championship took place in Polignano a Maren. Of course, people googled the location for the next days and Puglia went high in Google searches!

Honestly, 3 days are not enough for Puglia, but if you want to include it in your Italian road trip itinerary, then I will tell you exactly where to go.

You can’t do them all, but pick just 2-3 places and enjoy your time well.

italy road trip 2 weeks driving

Bari is Puglia’s largest city and it has a stunning old town. Sure, this itinerary already has many old towns but this one is very different because it is in South Italy.

Bari’s old town is called Bari Vecchia. It was the heart of the city even in pre-Roman times. Explore the maze of narrow streets here and enjoy the sights.

Many people make Bari their base as they explore the nearby destinations of Puglia. But I don’t suggest Bari as your base, check the next point.

Polignano a Maren

italy road trip 2 weeks driving

Instead of Bari, I suggest you make Polignano a Maren your base. It is a stunning beach town with historical buildings that are situated on the cliffs. You can just cover almost the entire city on foot because it is small.

italy road trip 2 weeks driving

Almost every restaurant or bar in Polignano a Maren faces the sea.

Alberobello

italy road trip 2 weeks driving

Alberobello is just 30 minutes from Polignano a Maren. It is a Trulli village and is a UNESCO world heritage site. So what’s a Trulli? It is an architectural feature of Puglia, a unique way of building temporary or sometimes full-time houses.

You won’t need a lot of time for Alberobello. Just arrive here and spend 1 hour walking around to see the Trullo. You can combine Alberobello with 1-2 other places that are in your South Italy road trip itinerary, like Matera or Lecce.

Alberobello is unique! You won’t see a place like this in all of Italy, so try to include this in your Italy road trip itinerary if you can.

italy road trip 2 weeks driving

If you thought Alberobello was unique, wait till you see Matera. It has rock-cut settlements and they are well-preserved. These settlements are a UNESCO World Heritage Sites.

Matera’s cave houses are called Sassi, and they are dug into limestone rocks. Yes, a little like Turkey’s Cappadocia . They are believed to be some of the first settlements in the Italian peninsula because some of them date back to 7000 BC.

While in Matera, see Sasso Caveoso and Sasso Barisano. This is where you will see the loveliest landscape. Matera was the main shooting location for the James Bond movie – No Time to Die.

Sant’Andrea

italy road trip 2 weeks driving

Drive to Sant’Andrea from Bari or Polignano a Mare to visit my favorite beach in Italy. The drive will take you around 1 hour 45 minutes so leave early.

Torre Sant’Andrea beach is stunning and it has many sections. There is a nice sandy part that’s perfect for families and several rocky parts that are super stunning.

Make a day trip here and spend a few hours here exploring this area. You can also cliff jump here.

italy road trip 2 weeks driving

Lecce is called the Florence of the South. It is an ancient city that I absolutely fell in love with! All the buildings here are beige and it is amazing to walk in Lecce’s old town. It definitely isn’t as busy as Florance.

Lecce has its own style of Baroque architecture, it is called Barocco leccese (Lecce baroque). Be sure to see Basilica di Santa Croce. It looks like it is right out of a Dan Brown book, and as per Marchese Grimaldi it looked like a lunatic was having a nightmare. Makes you curious to see it?

I have an entire post about visiting Lecce , be sure to check it out.

If you do end up visiting Lecce, walk around here and enjoy the stunning old town. Get a table outside in one of the restaurants and enjoy Lecce’s famous foods – Cozze Gratin, Frutti de Mare Pasta/risotto, or Pizza and Pasticciotto.

Tips for Italy Road Trip:

  • Keep a small overnight bag ready in your car for places where you need to park your car and move further by train, like the Cinque Terre or Venice.
  • You will find free water in designated water fountains in every single town or village in Italy. Make the most of it and drink this water.
  • Parking can get very expensive in famous cities like Rome, Venice, etc – so feel free to skip them. More than just difficult, sometimes it isn’t possible to find a parking spot at all.
  • Observe the traffic rules, even if the locals around you aren’t doing so. The fines are heavy and sometimes people also receive a 1-3 day driving ban.
  • The alcohol limit is 0.50g/L and is zero for those who are under 21 or have a driving license that’s not older than 3 years.

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Thank you for your in depth work and sharing your personal experience! This is our first visit to Italy and always like to drive where possible to give me the flexibility to change my itinerary where needed!

Thank you! I’m glad you enjoyed our Italy itinerary and I hope you include our suggested places in our road trip route.

Heyy, very excited to have come across your blog. My partner and I are planning on following your route this April/May.

I just wanted to ask as we are planning/booking things, with the car rental you linked. It’s the Discoverers.com site, did you find this site to be reliable easy experience? We have read mixed reviews, so wanted to double check.

Thank you, Carrie x

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Hello Travelers!

Sonal of Drifter Planet

Namaste, Guten Tag! I'm Sonal from India, living in Germany and exploring Europe. I've been writing about my travels since 2015. I often travel alone (and sometimes with family of 3).

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ITALY ROAD TRIP: Two Weeks Itinerary By a Local!

In BLOG , EMILIA ROMAGNA , ITALY , ROME , TRIPS IDEAS AND TIPS , TUSCANY , USEFUL GUIDES by Clelia Mattana 1 July, 2022 104 Comments

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Are you planning on visiting Italy? Then you can’t miss this excellent two-week itinerary for your Italy Road trip, created by a local Italian! You’ll love it, I promise!

Ah, Italy… my country, my pride, my love! Being Italian is truly a privilege, so let me transfer some of my knowledge to you with some fantastic tips to have the best Italian road trip experience of your life!

Starting from  Rome , my favorite city in the world, through the famous green hills surrounding all the Tuscany and Umbria regions, not to mention the jaw-dropping view provided by the  Cinque Terre  – What more can you ask from a country? Italy is simply magnificent!

If you want a truly unique Italian experience:  Road trip is the main word! Nothing beats a road trip in Italy, trust me . I took my driving license in Rome (crazy, I know!), and from there, I discovered every region by car. Slowly, savoring the panoramic scenery that only my beautiful country can offer. Using the train is also a great option, but nothing beats driving around Italy! 

Video of this two weeks Italian Road trip itinerary!

The main cities are well connected, but I suggest you take as many detours from the highway as possible because it’s driving across the countryside that you will find the real hidden gems of Italy!

Pro Tip:  You might want to see as much as possible of Italy during your epic road trip, but in my opinion is better to pick 3-max 4 cities or villages. You don’t want to miss any reason and leave the rest as a last-minute choice. 

TWO WEEKS IN ITALY ROAD TRIP: CONTENT

Click to check the relevant chapter

  • Day 1 – 2 |Rome Itinerary and Vatican City
  • Day 3 | Lazio  -Roman Castles
  • Day 4 | Tuscany – Montepulciano
  • Day 5 | Tuscany – San Gimignano
  • Day 6 |Tuscany – Pisa
  • Day 7 |Tuscany – San Miniato

SECOND WEEK + BONUS TIP TO SAVE MONEY!

  • Day 8 – 9 | Tuscany trip – Florence
  • Day 10 | Emilia Romagna – Bologna
  • Day 11 – 12| Liguria-Tour Cinque Terre
  • Day 13 | Piemonte – Turin
  • Day 14 – 15 |  Milan and Lake Como
  • How to save money when booking your hotels!

What is The best Italian road trip itinerary for 2 weeks?

-I will give you some great recommendations on where to stay and how to save A LOT on accommodation fees later-

I’m Italian, and before leaving my beautiful country to travel indefinitely, I explored it by car, discovering every Italian region, so we can safely say that you are in good hands here!  From Rome to Milan, ending in the enchanting setting of Lake Como for a 15-day epic journey that you’ll never forget. I promise!  

In This 2 weeks Italy Road Trip Article You Will Discover:

—  the best places you should include in your trip to italy  —, —  the most interesting things to do and see in italy —, — cool tours or experiences you can book directly online —, — my recommended hotels/b&b that are perfect for your tour of italy  —, — how to use a genius (free) tool to save money on your hotel bookings — .

Without further ado, here are the breathless places you must include on your Italian road trip.

italy road trip 2 weeks driving

The Italian Road Trip Itinerary Map

Click to enlarge the image

Italy-road-trip-map-itinerary-rome-florence-pisa-cinqueterre-bologna-turin-milan-lake-como

An article about a road trip in Italy wouldn’t be complete without showing you the map of the itinerary with the starting point, stops on the way, and ending point of this incredible trip around Italy.

Depending on what kind of flights you find, you can obviously do it in reverse, starting from Milan, with a little detour up north to Lake Como and back.

It’s just 1 hour and 30 minutes to get to Varenna, on a lovely route as well) and then go back to Milan and start your Italian Tour heading south and departing from Rome Fiumicino airport.

Either way, you’ll see spectacular landscapes along the road, don’t forget that on a trip like this, moving from one place to another is a massive part of it, so enjoy it , drive safely and slowly and let the beauty of Italy sink in! -Map data ©2022 Google-

italy road trip 2 weeks driving

2 WEEKS ITALY ITINERARY DAY 1 – 2 | ROME &  VATICAN 

Italy-Road-trip-Roman-Forum.-Image-of-Roman-Forum-in-Rome,-Italy-during-sunrise.

Ah, Rome – It always makes me wonder: Is there a way to describe this city without using clichè words? I lived in the eternal city for more than 3 years, and I love it (and hate it) to pieces 🙂 Even if Rome is the most predictable stop on this itinerary, a trip to Italy wouldn’t be complete without a stop in its Capital, right? It would be like spending 15 days in the UK and not visiting London. Well, for as much as I love London too,  Rome is … Rome! Yes, being Italian, I’m biased, but not without reason.

Is it possible to have a glimpse of the beauty of  Rome in one day ? Definitely yes! I could even see the main attractions in the center, rushing a bit of course, in just 5 hours one time! I always find the time for a quick pit stop to Rome, and every time I discover something new!

WHAT TO SEE IN ROME IN ONE DAY:

Stroll around the historic center of Rome : It is a must! Driving can be challenging or better put: you must be fearless to drive in Rome, so park up and walk or take the buses or metro. Use public transport while you’re there. Remember to stamp your bus tickets once you get on the bus or subway, especially if you take the train! (more valuable tips for your first time in Italy in a post coming soon!) 😉

Most Famous Things To Do In Rome:

  • Saint Peter’s Church and Dome
  • Piazza Di Spagna /Pincio Terrace
  • Piazza Navona
  • Fontana di Trevi
  • Colosseum and Via Dei Fori Imperiali (at night is a must!)
  • Lungotevere Castel Sant’Angelo (At sunrise, I did it: Best experience in Rome ever)
  • Pincio Terrace (At sunset, for the best view of Rome)
  • Trastevere (For dinner, obviously!)

WHAT TO SEE IN VATICAN CITY IN ONE DAY:

I took two days to explore the inner part of the city – which gave me ample time to include a day in the Vatican City. Enclaved in the town of Rome, Vatican City is officially the smallest recognized state in the whole world . Home to the Pope, the Vatican is the beautifully preserved state of the Catholic Church. It is definitely worth a visit!

Most Famous Things to do and see in Vatican City:

  • Visit the Musei Vaticani.
  • Take a tour of The Sistine Chapel.
  • Visit the Vatican’s beautiful gardens.
  • Admire the view from the top of St Peter’s Dome!

Helpful Info : As with most famous sights, just remember to buy your tickets early or online. Otherwise, be prepared for a few hours waiting around peak times (still worth it if you ask me!)

RECOMMENDED BEST HOTELS IN ROME:

RESIDENZA MONFY

I could say it’s one of the best places to stay on a road trip to Rome. Gianluca, the owner, is helpful and will give you all the info you’ll need to have the best time in Rome.

Everything is clean and well arranged, and the location (Via Veneto, in the center) is  perfect for public transport or walking around the main attractions. Most importantly, it has a parking option.  Trust me: in Rome, you WANT to have that option. Finding a parking spot is a nightmare for everyone living or visiting Rome. Click to  Check the Hotel out!

RECOMMENDED BEST TOURS IN ROME:

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Beautiful Castel Sant’Angelo, another spot (among the endless landmarks in the eternal city) you can’t miss! Tips: Go there at sunrise… trust me, I did it, and it was SURREAL, to say the least!

Do you think you don’t have enough time to see it all and/or are not keen on walking all day with the risk of missing something important?  Then an organized tour is what you need to set your mind at peace . Below are the ones I recommend the most:

Hop On-Hop Off Ticket:  

Super Touristy, I know, but when you don’t have much time is so worth it! I remember hating that red bus, and I ended up loving it when I had only one day in Warsaw, and I managed to see it all (at my own pace, but they don’t miss the important spots).  Check it out!

Three Hours evening Walking tour:  

As Suggested, Rome is even more magical at sunset, so this Tour will take you to the main attractions and to the Pincio Terrace right at sunset (I love that spot, you’ll see!). Highly recommended as the guides are usually locals.  Check it out!

Other Tours in Rome:

There are a million tours I could recommend, but you can  check them out   here   or below (click for more tours on the list) and see if something strikes your attention. I  love this website, and it’s the one I use the most when I have to book my tours online . Super convenient and hassle-free. I don’t like to spend my precious time waiting to buy my tickets, especially in touristy cities like Rome!

The “Skip the lines” tickets are exceptional, and you won’t regret buying them as they will save you SO MUCH TIME!

ITALY ITINERARY DAY 3 | ROMAN CASTLES

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Rome itself has many sites to see even just outside the city itself! Roman Castles (or as we call it “Castelli Romani”) are an opportunity to leave the metropolis and  immerse yourself in the natural and artistic beauty of the small medieval villages outside Rome.

WHAT TO SEE AT THE ROMAN CASTLES:

Leaving Rome, you can drive by the  ruins of the Baths of Caracalla  and onto the  Ancient Via Appia by the Church of Domine Quo Vadis . This Tour of the Roman Castles will take you along the  ‘Road of the Lakes’  through one of the hilly areas of volcanic origin that characterize the outskirts of Rome, the Colli Albani, with its many growing villages.  

Most Famous Things to do and see in The Roman Castles:

Castel Gandolfo:   On the shores of a volcanic lake, this is the village where the Pope has his summer residence. You’ll enjoy a stunning view over the Lake and a great but tranquil atmosphere.

Rocca di Papa and Grottaferrata:   They are fascinating villages to visit in the Roman Castles area. Both are known for their culture, sights, and gastronomic delicacies, including the traditional “porchetta.”

Frascati :   Towards the northern part of the  Colli Albani , you can reach Frascati, popular with visitors for its beauty and wine production. Here you can stop for a taste of local wine and products in a local tavern and absorb the flavor of the authentic village life in the Lazio region.

RECOMMENDED BEST HOTELS IN CASTELLI ROMANI:

ATLANTIS INN 

A lovely central hotel with fantastic views over the Lake, the owner Francesco is friendly, like most people from Rome and surroundings!  Breakfast is included, and a parking space is available too , mandatory for a stress-free Italy road trip, right? 🙂 Click to  Check the Hotel out!

ITALY 2 WEEKS ITINERARY DAY 4 | MONTEPULCIANO

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I’d like to take credit for “finding’” this town, but I accidentally stumbled across  Montepulciano, the medieval town in lovely Tuscany hills  by complete accident. It was a ridiculously beautiful town to stumble upon, providing a welcome opportunity to fill up on some fresh Bresaola and a little wine (for the non-drivers of course).   

WHAT TO SEE AND DO IN MONTEPULCIANO:

This lovely town is all about strolling around slowly admiring its beautiful historical buildings and the old medieval atmosphere, so take your time to enjoy it, find an excellent trattoria to eat, drink espresso and  take it “the Italian way” = EASY & SLOW 🙂  

Things To Do in Montepulciano:

The Main Square:   The lovely fountain on the side, the Duomo and Palazzo Tarugi, and Palazzo Contucci.

Palazzo del Comune Tower:  Do you want to admire the incredible views of the Tuscany Hills surrounding this lovely village? Climb the Tower, and you won’t be disappointed!

Gate Porta del Prato and Corso street:   Almost every medieval village in Italy has a main gate to the town. Cross “La Porta del Prato” and stroll around the “Corso street,” with its lovely shops, elegant palaces and renaissance buildings, the church of Sant’Agostino, and the Palazzo Cervini.

RECOMMENDED BEST HOTELS IN MONTEPULCIANO:

ALBERGO IL MARZOCCO

Located within the medieval walls of Montepulciano, this hotel is quite remarkable! Built in the 16th century, it is the oldest hotel in town. It has a bar, free Wi-Fi, rooms with views of Lake Trasimeno or the town, and free parking 🙂 Click to  Check the Hotel out!

RECOMMENDED TOURS IN MONTEPULCIANO:

Being a tiny town, after you have admired its historical center, there are many activities you can book for an even more memorable experience!

Montepulciano Terme: Wellness & Wine Experience:   Honestly? In my view, this is an absolute must (I’m a SPA and wine lover). After driving and walking for hours, you deserve a bit of relaxation! Check out this fantastic experience  here .

Montalcino/Pienza/Montepulciano Full day wine tour: This is one of the best-selling tours in the area and within reason! If you want to relax 100% and see 3 lovely villages instead of one (while tasting the best wines in the region), this is it! Check out all the details here .

TWO WEEKS ITALY ITINERARY DAY 5 | SAN GIMIGNANO

Italy-road-trip-tuscany-main-square-with-towers-in-San-Gimignano-things-to-do-and-see

While many visit San Gimignano, the  town declared by UNESCO to be part of the World’s Architectural Heritage , for a very short time, there is plenty to do to keep you busy an entire day if not more!

How do you pronounce/spell “San Gimignano”?! Maybe the most challenging part is genuinely pronouncing its name correctly. Well then, I’m Italian, and I will help you out once and for all: San Gimignano pronunciation sounds like:  San jee mee NYAH noh . Try to repeat it a few times faster, and that’s it! 😉

THINGS TO SEE AND DO IN SAN GIMIGNANO:

I had the luck to discover the town I have declared the loveliest of the entire Tuscany Region during a Road trip from Rome to Florence. It was a super dark and rainy day, but my first reaction when I left the car in the spacious parking lot just before the town walls was:  WOW, WHAT IS THIS PLACE? 

As soon as you enter San Gimignano, you will feel like time has stopped, and you are either back to the medieval era or in a lovely fairy tale!

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Things to do in San Gimignano:

A stroll down the entire town is required, as well as a visit to the Duomo di San Gimignano and the Palazzo Comunale to view the Pinacoteca of Medieval art.

Torre Grossa views:  C limb to the very top of the Torre Grossa, the tallest tower in town to enjoy the best view of San Gimignano ever. The green hills and spectacular Tuscany landscape will make it worth the effort!

Enjoy the food in Piazza della Cisterna:   From gelato to die for to a delicious lunch or dinner at the many restaurants specializing in Tuscan cuisine. I still remember the cute little restaurant in one of the small alleys, where I tasted the best spaghetti with clams (10 years ago!)

Montestaffoli Fortress:  Climbing up to the remains of the Montestaffoli fortress and lots of tastings of the local white wine, Vernaccia di San Gimignano, will round up your unforgettable visit to San Gimignano. You will fall in love with the town, I promise!

WHERE TO STAY IN SAN GIMIGNANO:

HOTEL BEL SOGGIORNO

One of the best hotels in San Gimignano! You’ll have everything at your doorstep: public parking just 50mt away, breathtaking views from the windows, and a superb location, right in the city center. This hotel will be the cherry on top of your fantastic experience in San Gimignano! Click to  Check the Hotel out!

RECOMMENDED TOURS IN SAN GIMIGNANO:

There are many tours, but they depart from other cities like Siena to visit San Gimignano, but since you are on your epic road trip, you don’t need those! The only one I feel I can recommend is actually a “detour” or a secondary option to your itinerary.

Visit Pisa and Lucca (and climb the lining Tower):   Your next stop on the map should be Pisa, but what if you want to slow down and stay a day more in San Giminiano? after all the beauty of these road trips is that you can change your itinerary on a whim. 

With this Tour, you’ll see both Pisa and Lucca; climb the famous leaning tower, and return to San Giminiano for another fabulous night before resuming driving the next day, heading to Florence via San Miniato.  If you like this alternative itinerary, check out the detail of the Tour  here .

14 DAYS ITALY TINERARY DAY 6 | PISA

Italy-road-trip-Piazza-dei-Miracoli-Pisa-things-to-do-and-see

An obvious choice for any visitor to Italy! Pisa and its famous leaning tower has become a symbolic representation of Italy across the globe.

WHAT TO SEE IN PISA IN ONE DAY:

Pisa’s historic town is relatively small and can be explored in as little as one day.  It’s the perfect place to stop en route between Cinque Terre and Florence. You can stop here for food and explore the Pisa Baptistry, The Leaning Tower in Piazza Dei Miracoli, and San Sisto. Don’t forget to strike “that cheesy pose” when you’re there! 🙂

Yes, I did it too… so why I didn’t put it in here? Because when I went there, digital cameras didn’t exist yet, so  we used the whole film to try and be in the right position for the photo. Only one had the right angle, but it was super blurry!  

RECOMMENDED HOTELS IN PISA:

HOTEL DI STEFANO

If you want to rest up and spend the night in Pisa, this is the perfect hotel for you; right in the city center, a mere 5-minute walk from the leaning Tower, it provides a parking space on-site, buffet breakfast, and has excellent reviews 🙂 Click to  Check the Hotel out!

ITALY ITINERARY FOR 2 WEEKS DAY 7 | SAN MINIATO

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San Miniato is a gracious small town which is perfect as a quick (or long, it’s up to you!) pit stop on your way to Florence.

WHY YOU SHOULD SEE/STOP IN SAN MINIATO:

San Miniato has always given a warm welcome to (friendly) travelers! Hence why you should go! 🙂 As the main town was a major thoroughfare for medieval traders between Rome and the rest of Europe, San Miniato became shaped by its constantly changing population and exchange of exotic and sought-after goods.

Nowadays, the town still welcomes travelers from all over the world with  stunning sites like The Duomo, The Tower of Frederick, and the medieval precinct of the town . You can spend the whole afternoon here filling up on local olives! Isn’t that a good enough reason for you to stop in there? I know it would be for me 🙂

RECOMMENDED HOTELS IN SAN MINIATO:

HOTEL SAN MINIATO

Since this is YOUR road trip, you might decide to spend the night in San Miniato. In this case, I highly recommend this hotel, located in a former convent; it offers  free parking space and even a SPA and wellness center  to recharge your batteries 🙂 Pisa and Florence are only 45 min away by car! Click to  Check the Hotel out!

14 DAYS ITALY TINERARY DAY 8 | FLORENCE

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I love visiting certain cities more than once, and Florence is one of my favorites for this purpose. I was 20 when one lazy afternoon my friends and I decided to hop on the first train available from Turin (I was studying at University then) to visit this glorious city!

It was a rather cold October weekend, and we slept without a tent at Piazzale Michelangelo, an amazing spot with amazing city views from the hill.  Florence may be an obvious choice to include on a road trip to Italy, but don’t let its popularity stop you from visiting . In fact, it’s never stopped me. Each time is completely different and unique.

WHAT TO SEE AND DO IN FLORENCE IN ONE/TWO DAYS:

This beautiful Tuscan city with its super friendly people has SO MUCH to offer that two days should be the minimum to fully enjoy it.

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Best Things to do and see in Florence:

Oh my…where do I even start? Just like Rome, Florence is packed with unforgettable experiences and sights. I will try to give you a glimpse of what it can offer.

The Uffizi:   If you love Renaissance art, a stop at the Uffizi is mandatory. Obviously, the lines to get in are insane, but once inside, your jaw will drop from all the beautiful paintings by Botticelli, the statues, and the whole atmosphere.

Piazzale Michelangelo:   It will give you the most incredible view of Florence from above, especially at sunset. Perfect for photography lovers. If you go there, think about me sleeping with only a blanket on the ground. What an epic trip!

Giardini di Boboli:  We spent a whole afternoon there, and you can’t miss these gardens for anything in the world; the main word here is GREEN. So many green fountains, groomed trees, statues, and hidden caves. Go there and … RELAX!

OTHER THINGS TO DO IN FLORENCE:

Visit the “Duomo:   Famous for its red-tiled dome, colored marble facade & the Giotto tower. A beauty for the eye and impossible to miss when strolling around the beautiful historic center.

Santa Croce Church: Its gothic facade and the vast plaza are well-known landmarks in Florence, famous for being the final resting place of Galileo and Michelangelo. You can visit their tombs in Santa Croce.

Ponte Vecchio:   The oldest and more peculiar bridge in Florence, it still houses many jewelry shops and buildings, a typical practice back in the day. It is very suggestive to walk by the bridge or over the Arno river banks, especially at sunset, to admire it from the “outside.”

Italy-road-trip-Florence-Tuscany-Panoramic-view-of-the-Ponte-Vecchio-on-a-clear-night

Ponte Vecchio at sunset. Such a peculiar and beautiful bridge. You won’t see anything like this anymore in Italy.

WHERE TO STAY IN FLORENCE:

HOTEL PITTI PALACE AL PONTE VECCHIO

This hotel has the most perfect location. It is easy to find at the very end of the famous Ponte Vecchio bridge. The hotel is spotless; it has a parking space available, and rooms have a super  view of the entrance to the bridge . Breakfast is served on the terrace on the 6th floor offers a lovely view of the Duomo and Florence skyline. What more can you ask for? Click to  Check the Hotel!

RECOMMENDED BEST TOURS IN FLORENCE:

If you stay for two days in this magnificent city, you will have some spare time to choose from some of the most incredible tours. Since there are so many to choose from, I put some of my favorites below, and  you can check out more tours by clicking on the whole list .

One I strongly recommend? The  “Fast line” ticket to enter the Uffizi Gallery ! You don’t want to waste your precious time waiting in an endless line, which will make you skip it, allowing you to discover much more of Florence.

14 DAYS ITALIAN ITINERARY DAY 10 | BOLOGNA

italy-road-trip-bologna-emilia-romagna-Fountain-of-Neptune-at-night-time-in-Bologna.-Italy.

Often neglected on travel itineraries in favor of Italy’s more famous hotspots,  Bologna has plenty to offer tourists , from food (ah, the food guys!!) to art and hidden secrets.

Bologna is known in the Italian language as “la Dotta, la Rossa e la Grassa”: “ the educated one” in a nod to its University, Europe’s oldest; “the red one,” about the terracotta hues of its buildings and the city’s historic communist leanings; and most importantly, “the fat one,” about the delicious food.

THINGS TO DO IN BOLOGNA IN ONE/TWO DAYS:

I will give you one day in Bologna /Emilia Romagna only because I have to stay within the 2 weeks Italy Road trip Itinerary.  If you are free to change your plans a little (or are lucky to have more time), I would strongly recommend discovering Bologna and Emilia Romagna for at least 3-4 days .

Check out my article “What to do in Bologna and Emilia Romagna.”  I’m sure you’ll love it, I tried so many things, and the pictures speak for themselves!

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Best Things to do in Bologna:

The Markets:   The markets in the center are great for fresh fruit and pastries. Via del Pratello is an excellent spot for lunch, and the student area near Via Zamboni has plenty of options for a filling “aperitivo” – but you can’t go far wrong wherever you choose to eat.

The Two Towers:   Believe it or not, Bologna’s leaning tower would put Pisa’s one to shame! The Two Towers are an iconic symbol of the city, and the shorter one, the Garisenda Tower, leans much more dramatically than Pisa’s leaning tower. It is well known (in Italy) that Dante Alighieri invoked this tower in his “Divina Commedia”, so look out for the plaque with the quote.

Giardini Margherita:   One of my favorites spot in Bologna to chill and relax to end the day after walking its gorgeous streets! You will find mostly local people, and there are so many hidden spots for a nice picnic while seeing the turtles in one of the ponds inside. Highly recommended (and easy to get there by bus too.

OTHER THINGS TO DO IN BOLOGNA AND EMILIA ROMAGNA:

Visit Ravenna: Lovely city easily reachable by train for a one-day trip and famous for Dante’s remainings and the many stunning churches.

Explore the Apennines:   Definitely, a must if you have some more time; it was the highlight of my trip to Emilia Romagna. Lake Baccio and Lake Santo are amongst the most beautiful places I’ve ever seen in Italy (and not a tourist in sight either!)

Italy-Emilia-Romagna-lake-baccio-frignano-park-emilia-romagna-clelia-mattana-italy-road-trip

The beauty of the Apennines in Emilia Romagna. The tranquil landscape you can admire at Lake Baccio!

WHERE TO STAY IN BOLOGNA:

HOTEL CORONA D’ORO 

An excellent centrally located hotel with a private garage in a restricted traffic area, a great feature to have (since you’re in the middle of your Italian Road trip!). Friendly staff and great reviews. Abundant breakfast with lots of choices. The rooms are nice and clean, with comfortable beds, crisp linens, and many amenities.  Check this Hotel!

RECOMMENDED TOURS IN BOLOGNA:

As usual, in the most beautiful Italian cities (and Bologna is definitely one of them!), you will have plenty of choices if you want to book a tour online. What I recommend is going for the food tours . Bologna and Emilia Romagna are the top in terms of delicious dishes, so you can’t go wrong! Below are a few tour options, but click the button to see more and enjoy the experience 🙂

2 WEEKS ITALY TINERARY DAY 11 – 12 | CINQUE TERRE

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One of my favorite coastlines in Italy and a must-see on any road trip around Italy,  Cinque Terre national park  is an area around 1.5 – 2 hours’ drive north of Pisa. The region is characterized by its dramatic, rugged landscape and of course, its 5 picturesque terraced towns that only beg to be explored (from North to South):

MONTEROSSO AL MARE  | VERNAZZA | CORNIGLIA | MANAROLA | RIOMAGGIORE

italy-travel-road-trip-map-of-cinque-terre-by-train-from-la-spezia

Even if not all the 5 villages show on this map, the train stops in each one of them. The road in white you see behind the red line is the road you should use my car, and it takes around 2 hours drive. Image credit: Map data ©2022 Google

One of the best tips I’ve learned is to leave the car at La Spezia city and take the train between these 5 towns . It’s usually the easiest way to discover them without the issue of finding a parking spot (unless you decide to choose one of the villages to stay in for the night).

THE 5 VILLAGES TO SEE IN CINQUE TERRE IN 2 DAYS:

Obviously the main attractions of the Cinque Terre National Park are the famous villages, so let’s check them out in detail to see what distinguishes one from the other, they are all marvelous and unique!

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From the top: Riomaggiore, Manarola, Corniglia

1) RIOMAGGIORE:   The most southern village of Cinque Terre, Riomaggiore is a beautiful town to sit back and enjoy your afternoon. Grab some local food (especially fried calamari) from the street vendors and head for the rocky harbor front. Helpful tip: spend a good few hours dipping your feet and legs into the sea! This town is a fabulous place to watch the sunset, and why not take a swim and cool down after a day under the scorching Italian sun.

2) MANAROLA:   Arguably one of the most photographed towns in Cinque Terre, Manarola is a beautiful place to explore and, of course, grab a bite to eat! Every time I visit Manarola, I put on 4kg in weight! The gelato, the calamari, the wine … it’s all just too good!

3) CORNIGLIA:   Unlike the other four villages of the Cinque Terre, Corniglia is not perched on the seafront but at about 100 meters high on the top of a cliff. Warning: Trying to walk in the scorching midday heat is not the greatest idea – you could end up sweaty, hot, dehydrated, and no doubt looking a bit messy 🙂 you can use the connecting shuttle bus from the train station instead. It takes about 5 minutes to reach Corniglia. A perfect place to enjoy the views of this magnificent area!

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Top: Vernazza – Bottom: Monterosso al Mare

4) VERNAZZA:   Dating back nearly 1000 years, the iconic Vernazza is still standing to show you a beautiful piece of historic Italian charm – that I fall in love with every time. This city really stole my heart! Don’t forget to see the Church of Santa Margherita and the hidden Vernazza beach just off Piazza Marconi.

5) MONTEROSSO AL MARE:   The westernmost of all the Cinque Terre villages is Monterosso al Mare, famous for its wider beach and for the many open spaces compared to other countries. What I love most about Cinque Terre is that it feels like a “personality test.” Everyone has their favorite village for very specific reasons. Monterosso al Mare is my least favorite town in the Cinque Terre, but that’s because my heart has already been stolen from Vernazza’s colorful houses (I love colorful houses) 🙂

BEST HOTELS IN CINQUETERRE AND LA SPEZIA:

LEVANTE RESIDENCE 

Just minutes from La Spezia center. Clean, spacious rooms with kitchen. A good option is to have a base there for your La Spezia Gulf or Cinque Terre trips. Safe, private parking and simple breakfast. The train station is within walking distance, and free parking is a plus. Highly recommended. Check out this Hotel!  

BEST TOURS IN CINQUE TERRE:

When you visit the Cinque Terre villages, you can take your time and explore them on your own or book a guided tour to discover the secret places, best restaurants, and panoramic views.

One of the best ones is definitely from Florence to Cinque Terre and it’s most suitable if you are flexible with your dates and are on an Italy road trip, coming from the south and ending in the northern part of the country, like in this case.

Depending on your budget, some of these tours, especially the boat ones, are worth the money . They will provide you with a completely different experience. As usual … it’s up to you to decide! Sometimes I like to opt for a tour, other times I prefer to discover an area on my own.

ITALIAN 2 WEEKS ITINERARY DAY 13 | TURIN

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I lived in Turin for 8 years while studying at the University, and not only do I know the city well, but I love it pieces! Unfortunately, the city is one of the least known and appreciated by tourists. While most of those visiting Italy head for the Rome-Florence-Venice triptych, Turin remains off the tourist radar. What a shame.

Maybe is because the city has always been associated with Agnelli and his automotive empire (Fiat). However, people forget that another dynasty, not industrial but royal, chose Turin as its capital eight decades earlier.

Nineteenth-century Turin was also a favorite of intellectuals and artists such as Nietzsche, who loved the city for its austere elegance, atmosphere, literary cafes, and food. So, this seething city should definitely be on your wish list for your Italian road trip.

THINGS TO DO IN TURIN IN ONE DAY:

The beauty of Turin, compared to other Italian cities, is that it is easy to get around on foot and public transport is excellent . I have never used a car in 8 years, and I know every street as it is easy to walk to the city center and some of the most beautiful palaces and squares.

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The beautiful Mole Antonellliana by night

Best Things to do in Turin:

Il Quadrilatero Romano: One of my favorite places in Turin for its many restaurants, aperitif bars, and lovely streets filled with history from the Roman empire. Great for an exciting night out in Turin!

La Gran Madre Church:   The “Gran Madre” is a Neoclassic-style church located in front of Piazza Vittorio. Straightforward to reach by foot from Piazza Castello through via Po (famous for its many shops, bars, and restaurants), it’s stunning at night.

Piazza Castello/Via Garibaldi:   Turin’s central square is lined with museums, theatres, and cafes. Dominating it is the part-medieval, part-baroque Palazzo Madama, the original seat of the Italian parliament. To the north is the beautiful facade of the Palazzo Reale, “The Royal Palace” built for Carlo Emanuele II in the mid-1600s. If you are up for some shopping, on the left of Palazzo Reale, you will reach Via Garibaldi, packed with high-end and budget shops (I used to live in the student house in that area!) 😉

OTHER THINGS TO DO AND SEE IN TURIN

Il Castello /Parco Del Valentino:   My favorite spot in town, a massive park with botanical gardens, statues, and, of course, the iconic castle. Perfect for a romantic walk or just to chill during the hot summer days. You can admire the spectacular views of the Valentino Castel by night just by crossing one of the bridges over the river PO. Highly recommended!

La Reggia di Venaria: Declared UNESCO Heritage Site, the Reggia di Venaria is a spot you can’t miss. The palace is marvelous, and during summertime, you can enjoy a wide array of events, from artists performing accompanied by relaxing music to video-mapping shows.

Basilica di Superga:   Another fantastic place to visit in Turin! The church is on a hill where you can admire the city from above. Perfect at sunset to see the city lights and chill after visiting the inside of the beautiful Basilica.

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The beautiful Castello del Valentino in the “Parco Del Valentino (Valentine’s Park). One of my most precious places in Turin. Day or night it is truly marvelous!

Museo Egizio:   An excellent place for people passionate about Egyptian History, this museum is the most important one in Italy as it preserves some rare mummified human remains and several Egyptian statues.  

Palazzo Reale (Royal Palace):   Located in Piazza Castello; if you visit it, I promise that the inside will leave you totally speechless. I still remember the first time I saw it, admiring the beautiful dancing room, statues, paintings, and seemingly never-ending luxurious rooms in awe. No wonder it was included in the list of World Heritage sites in 1997. Totally worth it!

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The beauty of Turin at sunset: Ponte Isabella over the River Po that divides the city in two.

WHERE TO STAY IN TURIN – BEST HOTELS :

HOTEL URBANI

Excellent location to head off in any direction and explore. The hotel itself is lovely. Accommodating and friendly reception staff. Delicious breakfast, charming rooms, and parking space. The perfect mix to set you up for the day and relax once back from your strolling in Turin.  Check out this Hotel!

14 DAYS TALY ITINERARY DAY 14-15 | MILAN & LAKE COMO

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DISCOVER MILAN:

Milan is one of the trendiest cities in Italy . It is the city of fashion and the economic capital of Italy. Both traits are clearly visible when you’re walking around the city. Modern and trendy skyscrapers scattered here and there, surrounded by beautiful historical buildings throughout the city center.

Many of Milan’s most exciting sights and attractions are not readily apparent, so you’ll need to dig deeper to discover the gems that make the city unique.

Luckily, Milan is surprisingly walkable and, at times, feels more like a compact town than a major European metropolis. And once you start chipping away at its foreboding exterior, you’ll find untold treasures below the surface: priceless works of art, beautiful eccentric buildings, world-class restaurants, and oases of calm. Explore the best things to do in Milan and remember: appearances aren’t everything.

DISCOVER LAKE COMO:

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Como is filled with luxury Villas you can visit, like Villa Balbianello here, a perfect setting even for weddings!

The itinerary for your Italy Road trip started in the glorious city of Rome, and it couldn’t end less gloriously in the fantastic Lake Como setting. Relax in the shade of a tree in front of the lake, admire its beautiful views … and, who knows? You might even spot George Clooney (owner of one of the most beautiful villas in Lake Como), his buddy Brad Pitt, Tom Cruise, or any other A-list celebrity, but there’s so much more to this destination than its famed visitors.

The glacial Lake Como is a mere 1.5-hour drive north of Milan and only 30 minutes or so from the border of Switzerland. The biggest draw to Lake Como is its natural beauty – especially the scenic mountainous region that always leaves me in awe.

Hop on the ferries that cross the lake; it’s a perfect way to explore the beautiful little towns surrounding it like Menaggio, Bellagio, and Varenna, to mention but a few of my favorites.

THINGS TO DO IN MILAN IN ONE DAY:

In Milan, as previously stated, it is super easy to get around by walking a bit or via their efficient public services (the underground system is excellent). This way you can do quite a lot in one day.

The most famous things to do in Milan are:

  • The famous Duomo di Milano: The symbol of the city.
  • Galleria Vittorio Emanuele II (on the left of the Duomo)
  • Sforza Castle for a bit of history
  • Parco Sempione to end your day in total relaxation!

THINGS TO DO IN LAKE COMO IN ONE DAY:

Honestly? If it was for me (personal taste!) I would spend just half a day in Milan and aim straight to Lake Como, but the itinerary is yours, so maybe you are a fashion addict and want to spend a whole afternoon shopping in Milan 🙂 Either way, Lake Como would deserve at least 2 days of exploring.

So, what to do and see in Lake Como?

  • Visit Varenna, a lovely village with great views of the lake.
  • Take the ferry! You’ll discover the hidden spots as well as the more popular sights.
  • Visit Villa del Balbianello
  • Discover Castello di Vezio for awesome views

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Villa Del Balbianello, Lake Como

Best Things to do and see in Milan:

Il Duomo Di Milano:   Do I really need to tell you why you should visit it? There is so much information online, and the pictures speak for themselves. It goes without saying that this should be your first stop in Milan, no question about it. And it’s as beautiful as in the pictures. My only tip: go there early in the morning; you will make the most of the experience!

Castello Sforzesco: Nearby the Parco Sempione, the Castello Sforzesco (Sforza Castel) is a mandatory stop on your visit to Milan; apart from its famous towers, it hosts several museums from the Ancient Arts to the Pinacoteca and the Egyptian museum, just to name a few. If you love history, this is a great place to visit.

Galleria Vittorio Emanuele II: Just on the left side of the Duomo di Milano, its architecture (especially the roof) will leave you in awe. You’ll find many shops, from luxury ones to nice cafes where to sip an espresso and relax, bookstores, restaurants, and more. Since it’s in Piazza Duomo, you can easily make it your second stop in Milan.

Best Things to do and see in Lake Como:

Villa Del Balbianello: Located on the left wing of the Lake, near the village of Lenno, it is a must-see. Beautiful views of the Lake and the Villa with its terrace garden are genuinely out of this world! One of the best spots to admire Lake Como’s mighty beauty. It’s undoubtedly one of the most touristy and popular Villas to visit.

Villa Carlotta: Just a few kilometers away from Villa Del Balbianello (heading north of Lenno), it’s a true gem with its botanical gardens, museums, the staircase, and the stunning entrance to the Lake. Not to be missed! (I will write an article just for the villas to visit around Lake Como as they are jaw-dropping!)

Take the ferry:   One of the best ways to enjoy Lake Como is by Ferry. There are both public and private ferries. The public one is relatively cheap, but obviously, it doesn’t let you hop off to explore what you want. You can either find the private companies online looking for “private ferry lake Como” or, as I suggest below, I’d recommend the Tour from Milan without the hassle of driving there and back.

MORE THINGS TO DO AND SEE IN MILAN

I Navigli Di Milano: A system of canals running in the heart of Milan, surrounded by lovely cocktail bars, are the perfect location to spend your dinner and after-dinner time, not to be missed for an excellent aperitif. Great for a romantic walk at sunset as well. It’s easy to reach by public transport, which is always a bonus!

Parco Sempione:   Located in the heart of Milan, Parco Sempione is a lovely park where you can relax, chill and visit the Sforza Castel and the Arch of peace, two of the most famous landmark in Milan. 

Via Montenapoleone:   If you are in Milan and love fashion, via Montenapoleone is the place you want to be! Filled with luxury shops, whatever brand you are looking for, you will find it there! Splurge as much as you want and enjoy!

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The famous Navigli Di Milano, great for the nightlife and the peculiar atmosphere

MORE THINGS TO DO AND SEE IN LAKE COMO

Trekking/hiking Lake Como:   If you have some time or, during your Italy Road trip planning, you decide to skip a place or two, this is one of the best and more rewarding activities to do, with breathtaking views over the lake. The most famous walks/hikes are the Greenway Del Lago and Spina Verde (suitable for everyone, they will take you to the top spots like Villa del Balbianello). For more advanced trekking and hiking, organizing with private companies is better.

Castello di Vezio:   Located in the middle of Lake Como, with an overview of Varenna village, it is a lovely spot for jaw-dropping sights of the lake and its history. It was built over a thousand years ago. Don’t forget to climb its famous tower to enjoy even more incredible panoramic views!

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The stunning views you can admire at Lake Como are endless!

WHERE TO STAY IN MILAN AND LAKE COMO :

HOTEL BELLAGIO (LAKE COMO)

In the city center, accessed directly from Bellagio’s main square by 38 cobblestone steps, Hotel Bellagio is within walking distance of the town’s shops, cafés, and restaurants. Parking is available, free cancellation, and incredible views of the Lake.  Check out this Hotel!    If you prefer to take a day tour to Lake Como and base yourself in Milan, check out the  NH PORTA NUOVA hotel, which is convenient and well-located.

Considering the allure of Milan, not only as a tourist destination but also as a potential long-term residence, the prospect of renting an apartment in this trendy city opens up a world of possibilities. Imagine having the iconic Duomo di Milano as a backdrop to your daily life or strolling through the historic Galleria Vittorio Emanuele II for your daily dose of luxury and culture.

Beyond the famous landmarks, Milan offers a lifestyle that seamlessly blends modernity with history. Long-term rentals in Milan provide the opportunity to delve into the city’s hidden gems, from charming neighborhoods to authentic local experiences, creating a genuine connection with this cosmopolitan hub. As you embark on your exploration of the city, consider how  renting an apartment in Milan  not only grants you a comfortable abode but also an immersive journey into the vibrant tapestry of Italian life.

BEST TOURS IN LAKE COMO :

Given the proximity of Lake Como to Milan, you can opt for booking one of the grand tours from the Lombardy Capital instead of spending money (and time) using your car. Many people choose this option, and they can enjoy a full day in Lake Como without stress and see all the top sights stated above.

Usually, when talking about the tours, my advice is to decide which option is more suitable for you (car or tour) but in this case, the day trips from Milan are genuinely the best option, also money-wise. Highly recommended!

THE TAKEAWAY OF THIS ITALY ROAD TRIP ITINERARY

As you might have noticed, I tried to fit in as many “pit stops” as possible for your 15 days on the road in Italy. I know many people would rather rush a bit to see as many beautiful spots as possible.

That said, If you want to travel slower and stay more in one place, you can easily rearrange this itinerary by skipping a few places, no problem!

I hope you enjoyed my article and that you will be inspired to visit my beautiful Italy, loving my country as much as I do!

If you have any questions or locations you have visited that you particularly liked, shoot me a message in the comments below, I’d love to hear about your experience!

Images credits/attributions: Shutterstock.com (except for Emilia Romagna)

SAVE IT FOR LATER,  PIN IT!

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This blog post has truly uplifted me and provided me with the guidance I was seeking. Thank you for sharing your experiences and insights in such an inspiring way. Your generosity and willingness to help others is greatly appreciated.

I like your blog! It is awesome! You give many information about travel! It’s really great! Also, Italy trip is great! I think We should travel to Italy.

I’m a foreigner living in Rome, and I must say that it is the greatest city in the world. The pros of living there are just too many, but one has to look for them. If you’re the kind of person that just wants a smooth, predictable life – let’s say 9 to 5 job, reaching home at 6 by train and finding your parcel delivered at the doorstep – then it’s not your kind of place. Rome is instead for the kind of people who like adventure, going out and having fun. You do your morning walk among the ancient ruins. You spend a lot of time in the bar with friends. You go to swim in the sea during summers, and to ski in the mountains during winters. You face day-to-day inconveniences, but in that situation you help each other, knowing that they’d help you too.

My personal take is that the things which distinguishes Rome and Italy from other parts of the developed world is that for better and for worse, there’s no “consumer” culture over there. The mentality is centered doing the bare minimum needed for survival, and not on getting the maximum output as is the norm elsewhere nowadays. Overall I wouldn’t say that Italians are (stereotypical) lazy, but just not hardworking and with generally modest expectations from life.

Hi Nicole, thanks for your insights! I agree with a lot of what you said and Rome no matter what will always be my favorite city in the world, with all its imperfections too. What I had to think about more is the work ethic and expectations. I would put it differently but I understand what you are expressing. The idea of us being stereotypically lazy is like everyone else thinking that in the US people are only driven by work and goals and can’t appreciate life. We don’t know if people don’t appreciate life there for real, this is our idea. Same with Italians (and you also need to do a big distinction between northern Italy and southern Italy) people might be thinking they have high expectations for their lives, also money wise but maybe compared to your personal experience we are not, and so on. So what I’m trying to say s that things are VERY relative and I try not no generalize a country (altough I know first hand how difficutl it can be) . Enjoy my beautiful Rome!!

VERY INFORMATIVE!! KEEP POSTING THESE ARTICLES!!!

Hey, thanks for sharing this fantastic information with us. Can’t wait to book our holiday to Italy! Thank you and please continue to share blog posts about Italy, they are very useful, especially coming from a local!

quite impressive

Thank you for a very interesting article. I greatly appreciate the time you take to do all the research to put together your posts. I especially enjoyed this one!!

What a great article! I have to say I did a bicycle trip in northern Sardinia, from Olbia to Santa Teresa passing by Maddallena. I have been to many many beaches in my life but I have never seen so beautiful beaches like in Maddalena. The colors of the sea was absolutely stunning! And the scenery in North Sardinia is unique, almost lunar.

This being said, we did a road trip in France from Nice to to Bordeaux avoiding the highways and going through the little villages. Back country road trip. In our mind, the road is as important as the destination. We prefer B&Bs (I think you call them agroturismo in Italy) where we can talk with the hosts and guests and get their ideas about the nicest places in their corner of the country..

So……we are planning a 3 weeks road trip in Italy, September 9 to 30, 2022 more or less. Probably from Venice to Rome and maybe going down to Sorento. We were planning to go to most of the places you mentioned in your article except for Milan and Torino which I’ve already been and not so keen to visit twice. So, adding a week to your 2 weeks itinerary, I was wondering if you have any suggestions for those additional days.

Thank you so much and keep on your good work!

Hey Stephan, wow I’m envious just reading all you will see on your road trip in my beautiful Italy! If you have 2 more weeks I would definitely go : 1) Val D’orcia in Tuscany, it’s BREATHTAKING, I want to make a photo post with the photo I shoot. Just that will convince you. I stayed in a lovely home rented in Castiglione D’orcia and it has been one of the best road trips ever. 2) South of Rome I’d go to Sorrento, Capri, and all the Costiera Amalfitana. It’s mainstream clearly but you can’t miss it! This would deserve a full week to fully explore all the little corners of this beautiful place.

There will be so many places I can add but I don’t want to overwhelm you. If I had these 2 additional weeks I would explore more of Tuscany in general, and the Val D’Orcia area in particular, and all the Costiera Amalfitana. It will make for a fabulous Italy Road trip!! Plus the time of the year is perfect, still warm but with fewer tourists. What can I add if not… Enjoy Italy!! 🙂

Cheers Clelia

Thanks for reaching out! We will definitely put Val D’orcia on our itinerary. Can you let us know what was the lovely home you stayed there? Always nice to go somewhere recommended by some one who stayed there. So 2 weeks from Venice to Rome and one week in the costiera Amalfitana, Right?

Hi Stephan, yes I’d say 1 week in the Costiera Amalfitana, not less… and the remaining 2 weeks you go from Venice to Rome. Oh, I envy you right now 🙂 Let me check the name of the place! I booked it with booking.com I remember so it still should be in my records 🙂 Ok, after a while I found it! It’s the lovely home called “ La Cantina di P ” I hope you didn’t book anything yet because this was a truly lovely place, especially the location was so amazing! Let me know if you need any more help and enjoy your road trip to Italy!

Fantastic! Thanks for the valuable information and we will definitaly book there, Covid permitting. Keep on the great work! Grazie

Thanks Stephan! I’m so glad you liked my Italy road trip itinerary, I’m supposed to create the second part, from Rome to … Sardinia because I had to leave out so much. Two weeks are not nearly enough to enjoy the beauty of Italy and everything it has to offer 🙂 Fingers crossed about the Covid yeah. We had some small trips in Italy so it’s not super bad but in winter it’s always a bit worse. With the proper precautions, I believe we will be able to have a sort of “normal” life again soon.

Wow what a wonderful article, spectacular pics. Italy’s a beautiful country and everyone should know this. I have been twice and looking forward to visiting it after the pandemic. Thanks for sharing with us this fab post.

Italy is Indeed a good place to visit in the world. Being a travel enthusiast I learn that Italy is a place where every city is beautiful as well as historical. You will find the different kind of travellers in Italy and its the place where you can meet new peoples and interact with them. Thanks for sharing this post with us.

Great pics and information. This is my dream destination, I would like to visit here someday. Hope to hear more from you. Thank you.

Very nice information thank you for sharing! We can’t travel to Italy right now but this will be a huge help for when we will be able to visit!

You should work for the Italian tourism department, they are in dire need of people like you. Unlike France and Spain who have done a great job in marketing themselves, in Italy international tourism is unfortunately restricted only to some areas of the country (city of Rome, Veneto, Lombardia, Liguria, Tuscany and maybe Sardinia). Nice to see that you mentioned Piedmont and Emilia-Romagna here. Then there is central Italy outside of Rome, and especially “Mezzogiorno” that I think is super underrated (I’m from Puglia and in my own biased eyes, it’s the closest thing to Paradise on Earth). Also, as much as I love Rome, my favorite city in the world will always be Napoli, which I would recommend to every visitor in Italy.

Ciao Gianmarco, thanks for your kind words, I sadly must agree with you about how we promote certain parts of Italy and completely disregards other parts, and actually this article is just part 1 of another than covers all the regions in Southern Italy. I have been to Puglia and LOVED IT!! (and it’s obviously included in the second article that Iìm going to publish). I’m from Sardinia so we can both say we are very lucky! Interesting about you loving Napoli so much! Why ? Mine is Rome (I have lived there for years) but also Napoli is beautiful for sure!

Napoli is just another city that has no equivalent in the world. First of all, it has the most beautiful landscape in all of Italy, if not the world (try searching “panorama più bello del mondo”). The city has the largest historic center in whole Europe, and just like Rome, it is full of castles, churches and ancient ruins (have you been to the underground areas). Despite everyone in the world consuming pizza these days, all others are fake except Neapolitan one. While the city center still retains it’s ancient vibe with narrow, chaotic streets full of people, some of the most beautiful metro stations of the world are located just below it, highlighting that Neapolitans and Italians in general continue to be great innovators of contemporary times, even if we are obsessed with with our past and aren’t obsessed with becoming “successful” by contemporary definition. Than of course the surrounding areas (Pompei, Amalifi, Capri, Amalfi, Sorrento) are also among some of the most breathtaking places. Overall, I find Rome and Napoli are very similar both in their good and bad aspects, except that Rome is less dense and more spread out. While I won’t trade Rome for any other city in the world, I give Naples the edge over it because of metro, surrounding areas and the overall vibe and sheer passion of the city.

I might say that Italy the most beautiful country in Europe and the world, considering that I’ve traveled to at least ten different locations in Italy, and that you have managed to mention so many amazing places despite touching only a quarter of whole Italy. But as a Frenchman, some things in Italy are really frustrating. Relying on public transport is a real pain, especially if you want to travel to smaller towns. Even if it is available, trains are poorly maintained and always late. Many places are dirty and not taken care of. And it gets crazier as you go southwards with Sicily being the worst, despite still being stunning and soon I’ll be there again. My Neapolitan friend jokes “To drive on roads of Naples, you must have the special ability to pray for San Gennaro”. And he’s so right. Sometimes, it really feels like the vehicles are there to hit you and traffic rules are meek requests. I think this can be said of almost all Italian cities. I do love Italy but I don’t see why Italians don’t acknowledge the clear superiority of the French.

I’m Spaniard and I’m a big fan of Italy. In Spain, Italy is seen as a dream girlfriend that drives you crazy yet you can’t stop loving her. Personally, my favourite Italian regions are the Alps, Veneto, Tuscany and Campania – but the country is very beautiful almost everywhere and there is no city or region in Italy that isn’t worth visiting.

Thanks Lucas, it means a lot especially now. I hope people will start to visit Italy again very soon. Be well!

I wish the same for Spain too. Just like Italy, we choose to ignore the warnings and go on with the fests and parties, and now we are in an even worse situation. Us Mediterraneans are too similar I think.

Indeed we are… I have no idea when this nightmare will be over. I hope people won’t fear traveling to our beautiful countries when all this will be over.

Great post. However, I would like to add my two cents. First of all, I think Milan and Turin, while fantastic, are probably the least breathtaking cities in Italy. Southern Italy and the two islands certainly feel less developed, yet they have an older and more exotic vibe, with better beaches. Finally, I think that something like a planned Italian road trip doesn’t exist. In Italy, you are always close to a centuries old streets and buildings. gorgeous landscape or beach. Apart from some must visit cities that are well known, one can simply drive anywhere between Bolzano and Reggio Calabria and easily discover a lot of magnificent yet unspoiled places all around the country.

Hi Clelia Thank you for your excellent road trip guide . We are travelling from Rome to Lake Como . We have booked most of the hotels you have suggested . We are doing a slight detour. Only concern i have is driving from Rome airport to Hotel Monfy in Rome. I know from visiting Rome previously the roads can be extremely dangerous if you are not a local. Thank you for your help.

Hi Paul! Glad you found my guide useful… As someone who actually took her driving license in Rome, I can relate with your concerns 🙂 I’m not going to lie, driving in Rome is an adventure! Dangerous, I wouldn’t say that maybe you will have to be super careful and prepared before you drive. Meaning knowing exactly your route, but these days using google maps as a navigator will do the trick. You have to be careful with the scooters driving around you but other than that, if someone like me with no driving license could take it and drive safely for 3 years in Rome, I think you won’t have a problem (and I didn’t even have any google maps navigator, at the time!)

Let me know if you need some more help! Cheers Clelia

I love Italy. It is, in many ways, a unique country where you can always find something amazing nearby regardless of the region where you are. From my experience with Italians in UK and Italy, I must say that they are group of humble, outgoing and loving people who are masters of enjoying life. What I don’t like about them is that most of them don’t value rules, work ethic and public property. But my general perception about Italians is quite positive.

I love Italy. It is, in many ways, a unique country where you can always find something amazing nearby regards of the region where you are. From my experience with Italians in UK and Italy, I must say that they are group of humble, outgoing and loving people who are masters of enjoying life. What I don’t like about them is that most of them don’t value rules, work ethic and public property. But my general perception about them is quite positive.

Hey Andre, thanks for your comment and point of view about Italy and Italian people. Just one thing (being Italian I might understand the dynamics a bit) 🙂 Many people think our work ethic is not good but it’s actually not entirely true. Sure there are “lazy” people everywhere and in Italy, we might seem lazy but we are not. We have simply a different approach when it comes to this part of our life, and when we are working we give 110% most of the time. Otherwise, we wouldn’t be able to be masters of “enjoying life” as you mentioned! Regarding the rules, yes you are right we don’t like them especially when they are stupid but also when they are ok. We tend to disregard them more but not in bad faith, we just give the rules less importance I guess. Right, wrong? It really depends on the situation I think. I remember when I first arrived in London people wanted to kill me because I didn’t know I had to stay on the right side of the escalator, while in Italy we just stay wherever we want, and funny enough, after a few years living in the UK, once back in Italy I was like “why people don’t stay on the right!!” so we are just laid back for a few things I guess. I’m sure you’ll find my next article coming soon about Italian culture quite entertaining then.

One of my favourite itineraries and absolutely right about staying at least 3-4 days in each location. Drives me mad to see people racing from photo op to photo op without taking the time to at least get a flavour of the locale…

Exactly my philosophy Gary, I understand that people want to squeeze as much as possible from their Italian Itinerary but going slowly is much more rewarding…

Hi Clelia, My husband and I have just decided to take a trip to Italy in May this year. We were not sure how we were going to travel thru the country but I found your blog and am convinced a road trip is the answer. I have read thru the itinerary and only wanted to know if in addition to the sites you highlight, are there any places that have recently become a no miss which you have not mentioned. We are travelling for 15 days. Thanks

Hi Lori! I’m so glad to hear that you’re taking a road trip to Italy because you read my article! (it took me forever to put it together so at least I know it’s useful) 🙂 As for your question…

oh my! I left out so much from this itinerary already because of the limited time but recently I visited a place where I left a piece of my heart: The “Val D’Orcia” and in particular the village of Castiglione D’Orcia where I stayed in a lovely house in the center behind the small piazza for one week. It’s out of this world. Not only the village but also the surrounding areas.

There are so many of the typical “Casali” with the famous Tuscan landscape and trees, I even spotted the gates of the house where the movie “The Gladiator” was shot and saw one of the best sunsets of my life. I usually never do this, but to give you an idea you can check this picture I took and put on Instagram and this other one which has a truly lovely story behind it. I even made a few Instagram stories of that place. I think I’m going to add this to the itinerary because I’m obsessed 😀

So yes, please Go to Castiglione D’Orcia ! If you want some advice about the accommodation, the place I obviously recommend is where I stayed LA CANTINA DI PI , cheap and lovely, everything was at walking distance and you can park the car for free in the parking lot at 5 min walk.

I hope you can make it and if you have time also visit Montalcino and, nearby Castiglione, also go to the (completely free) Terme called “Bagni di San Filippo” at just 10 min by car and super easy to reach. You’ll love it! If you need more info about it, given that I still have to write an article about my stay, feel free to ask in here!

Cheers! Clelia

Hi Clelia – thank you for the excellent information! I’m returning to Italy in May with friends and family for a 10 year anniversary trip and was hoping you might be able to help me. We are renting cars in Rome FCO and will be driving directly to a villa near San Miniato in the late afternoon 5/6pm. What would you suggest is the easiest route to take? We will not be making many stops or are concerned about scenery at this point – mainly just about getting there quickly and easily. Any suggestions?

Hi Aimee, glad that you liked my Italian guide! And what a lovely choice going nearby San Miniato, you’ll going to love it! As for your question, the easiest route is without a doubt to go towards Viterbo (the signs pointing to the E35/a1 towards Florence). before finding that road you’ll need to get into the Grande Raccordo anulare first and find the right exit. But If you have even google maps, you can put your point of departure and destination and let it guide you. But if it gives you more than one choice, you go with the E35.

It might be a bit tricky on the Raccordo Anulare, there are so many lanes and exits but if you drive carefully and study the indications on Google maps, you should be fine. Once you’re on the E35 you will go straight for at least 1+ hour, then you’ll have to stay alert again for the right exit (which depends on where you are heading exactly). The total time spent to get to San Miniato city is about 2:30 min with no stops, I’d say 3 hours with one stop and counting the traffic in the Raccordo Anulare.

Recently I took that road to get to a village in Tuscany but from Civitavecchia ferries port and it was a very pleasant ride even if you’re not looking for particular scenery. You still will find it quite nice!

I hope it helps and if you never drove in the Raccordo anulare, be careful because there are some crazy drivers in there so go at your own pace and everything will be fine! (I lived in Rome for years so I know the raccordo and the nearby roads quite well)

Italy is a fantastic country – I don’t think any other country can offer so much variety (natural, historical and cultural) in such a small area. But I must say that my favorite area in Italy is the south. I personally think that it is the most beautiful part of Italy, and as of now it is quite undiscovered, unspoiled and authentic. I also love people of that region – who have a “I don’t really care” attitude for most aspects of life, and seem to enjoy their lives in their secret paradise without having any ambition for the future. Apart from having been to the mainstream cities (such as Florence and Venice), I’ve enjoyed road trips from Naples to Reggio Calabria and Salento and it was fantastic to travel across the hilly countryside, beaches and old, magnificent towns.

Hey Oliver thanks for stopping by and saying so many beautiful things about my country! I agree the south is more relaxed (but hey we have ambitions, we are just not obsessed by them) 😉 You’ve been to awesome paces but you’re missing one…. my fabulous island Sardinia! I know I know, it might seem biased but trust me, not only we are also Italians but our culture and beaches are incredible! Cheers from Paradise!

Apart from so many great things, it needs to be said that Italy can surely improve infrastructures, customer service and cleanliness of public places (it isn’t bad, but not “top notch”). That prevents many potential northern European visitors who prefer Spain and France instead. But despite its flaws, I love Italy. It isn’t a place with a giant hotel in front of beaches, gentrified or renovated historic centers, fake friendliness just to please the visitor. In other words, it seems like a place which hasn’t sold it’s soul just to become richer. I’ll consider Sardinia in near future, for sure.

Oh you’re totally right. We are not that great when it comes to Infrastructures in Italy, in a way it’s bad, I reckon, but you know what? If it’s just a bit messy sometimes it’s because we are simply … ITALIANS 😀 We are chaotic, messy, chill out and we should clean up a bit more yes! Italy doesn’t even need to sell its sowl, there are so many beautiful places that we don’t need to overdo it! And if you complain about infrastructures in Italy, wait till you come to Sardinia… being an Island we are a bit behind and the public transports also are less than ideal, but when you see the beauty you tend to forget everything about it!

I totally get your point. And I won’t say it is as bad as some people say (Italians complain all the time). The worst, however are the large cities (Rome and Naples). I remember my first experience in Rome and it was a shock for me coming from Geneva. I learnt a few lessons : expect at least half an hour delay of any mode of transport, you DON’T really need to buy a ticket for getting into a bus, the concept of personal space doesn’t exist, don’t expect vehicles to stop for crossing the road, no one will mind you if you throw trash on roadside and that you may take three hours to reach your destination (but you’ll still be there before your Italian friends). I do get that the culture of Italy is different and organisation isn’t something to expect there. And as far beauty is concerned, no one can deny it.

How couldn’t agree with you? We are like this, some places like you mentioned more than others are affected by this. And you forgot to mention that for us there are no rules in the escalators. I discovered that in Europe is different the very first day I moved to London, innocently stayed on my left only to be hit by the rage of the English people saying that I was an animal basically 😀 I was in shock and didn’t understand why they were so mad at me. Then I realized that it’s just in Italy that we stay wherever we want 😀 The beauty and the irony of it is that after 6 years living in the UK, when I went back to Italy and used an elevator I felt our behavior was outrageous ahahahah, I’ve been civilized I think 🙂 Thanks for all these inputs, I should write a post about it!

Many good reviews here, we thoroughly enjoyed ourselves. Meeting up at the coach ‘station’ was a little disorganised but it worked and we had a great day out. Siena was beautiful, although we didnt read the small print – Cathedral guide not included. San Gimignano very pretty, the wine tasting was fun too, although with wine at 30 or 60 euros a bottle we didnt buy any. A good day out.

Glad that despite little not so perfect details, you had a good time in Italy! Cheers

Hi Clelia, your blog on road trip to Italy is just vividly marvelous. Further, I appreciate the pride you take in your country and I feel like visiting your fascinating nation very soon. Thanks a ton for your itinerary.

Thanks Albert! Indeed I am very proud of being Italian! Our country has so much beauty to be discovered, from north to South. A southern Italian Itinerary is coming soon (I couldn’t include that because of lack of time to visit everything of course). Italy is pretty big and even if people would love to have a taste of the north and the south on the same trip, if they use a car and don’t have at least one month or more, it is impossible.

Loved your blog, but what you have touched is barely the tip of an iceberg, and if Venice is added to the list, they are the places that are frequented the most by foreigners. Italy is SO MUCH more. Must visit places in the north include Alto Adige, Valle d’aosta and Trieste, all of which have a unique culture, even for a country as diverse as Italy. As you have not covered any part of Southern Italy (which, by any means, is NOT a region that can be left out), I must add that it is a region that is as worthy of visiting as the the places mentioned in this blog. As a Calabrese, I’ll say that it is arguably more beautiful, because the weather is better, cuisine is better and more diversified, beaches are much better than the north, the number of historical sites is higher (because of rich historical background) and people in general are very hospitable. Must visit places in South include Naples (a city that has probably no equivalent in Europe or World) and its surroundings (Sorrento, Costiera Amalfitana, Pompei, Caserta), Palermo, Catania, Siracusa, Reggio Calabria, Tropea, Pizzo Calabro, Matera, Ostuni, Alberobello, Brindisi and Lecce.

Hey Antonio, Thanks for your comment and of course I only touched the tip of the Iceberg! This was a specific Itinerary (and even a very crammed one to be honest) to include most of the popular sights, but I have another post or two coming for the rest of Italy, including the south (with all the places you have mentioned) and also another one for the mountain lovers. There is so much to see and do in Italy! By the way, I’m Sardinian and I visited Calabria more than once and loved it! We are very lucky indeed 🙂

Hi. I found your Blog by chance cause I’m searching for help with a road trip I’m taking with my husband and 10year old twins from Calabria to Puglia (excluding the heel) up to the whole east coast of Italy. Then cross quickly to Genoa to get the ferry down back to sicily. We have in total 28 days to discover and enjoy the East Coast. Whenever I search for tips, this area of Italy is hardly ever mentioned by travellers. Our trip starts soon, on the 1st August 2019, this is a short notice, but such an opportunity came up and we’re grabbing it. Do you have some recommendations of the NOT To MISS places and fun activities with kids?

THANK YOU Lorraine

Hi Lorraine, Thanks for stopping by! There are not much info about the east coast because the sea is not exactly nice for our Italian standards. I personally prefer the west coast with the exception of some places in Calabria and Puglia (not sure what u mean by not covering the hill as Puglia is definitely on it ). If you can, don’t miss Rossano Calabro, and in Puglia, the Gargano (and the national park of course), the “Trulli” and I also suggest to also take a day or two were you don’t plan and take the car exploring the little coastal villages along the way. I remember in Rossano Calabro there is a massive aqua park your kid would love, it’s called Odissea 2000, that could be a great place for you to relax and the kids have some fun! Unfortunately, it’s been a while since I last visited Calabria and if it weren’t last minute, most of my friends are from Calabria and Puglia so they could give you the real local insights, if you reply to this, tell me so I might try to contact them and ask for more precise info! Cheers Clelia

Your article was really helpful, 16 Day Itinerary Italy looks different and so amazing in this article. It was such a good read. Thank you.

Very nice, thanks for sharing! A very good overview of how to explore the north/northwestern part of Italy!

Thanks David!

HOW COME U DINT TOUCH UP ON VENICE?? AND AMALFI COAST

Good question! Italy has so much to offer that if I had made an Itinerary covering from north to south I would have needed to write a book 🙂 A second article with an Itinerary from Rome to Campania Puglia and Basilicata (including the Amalfi coast) is coming up soon! As for Venice, believe it or not, I’ve never been there and I am not planning on going because I see it as a trap for tourists. My friends who used to live close to the city can confirm that. Venice is like Disneyland to me, nothing truly authentic has remained. It’s certainly beautiful judging from the pictures but as an Italian giving advice to tourists, first I wouldn’t recommend a place I’ve never visited myself in Italy and second, I’d rather say what I think and then leave the last decision to you guys! Which means that if you don’t mind Venice being not the real Italy, by any means, go on and visit it! 🙂

Great info, Clelia, Gracie! Your country is my favourite country in the World (and I have been to a lot of places).. I am of Indian origin but have lived in the UK for 25 years. I agree. I have been to most places in Italy including Sardinia and Sicily. My favourite so far is Puglia- we cycled for 8 days around Puglia last year, ! Sardinia (again cycling !) is my next favourite!. We are planning to drive to Tuscany in our new camper van from the UK (with our bikes), in August 2019. This information will really help us.

We don’t want to rush it.. We want to spend two weeks in the region covering Florence, Pisa, Siena, Cinque Terre and maybe Genoa or Turin on the way in or back from the UK..

The villages of Italy,the country side, the food, the beaches would take up most of our time. We’ll spend hardly any time in tourist traps – though there are unfortunately must -do’s on most itineraries – Pisa, Siena, Florence ! Most Italian cities like Venice are now groaning under the pressure of mass-tourism.which is sad. Head away from the crowds, experience the lovely people of Italy and cover once region at a time -come back often, . – for a life time… that’s our plan !

Hello Clelia, these itineraries are just amazing for a traveler. Is it budget friendly for a solo traveler or its better to be with a group tour?

Hi Lydia, Thanks for your comment! To be honest with you, it really depends! As a general rule (and solo traveler myself) it is always slightly convenient to travel with friends or as a couple, if only just to share the hotel room bill, car rental etc. But this doesn’t mean that you can’t go on the cheap by yourself. I have done both and the freedom of just deciding where and when to go is so amazing!

Italy can be super expensive but also very cheap, you just need to research a bit beforehand for the best hotels or hostels if you are flexible, train or buses instead of cars and you are in business! I was able to have a great holiday in Sardinia (which is well known for being quite expensive) when I was a penniless student!

As for the tours, I recently came back from an amazing trip to Australia and generally I prefer to go by myself because I like the freedom of decision but due to Australia being soooo expensive and other practical reasons, in the end, I decided to go by tour for a few things I wanted to see and it was AMAZING. If you travel solo you also have the opportunity to meet new fun friends and exchange life experiences along the way. So if you think a tour around Italy is better for you, by all means, book that if it’s your cheapest option!

If you need some advice about tours, let me know! Being Italian I can guide you to the ones I think are the best value for money! Cheers Clelia

Lovely Post. Italy such a wonderful place to visit. All the photos are very good. This is an informative post. Thank you so much for sharing the list. I would like to share with my friends.

Thanks Gary, feel free to share the beauty of Italy and try it for yourself of course! 🙂

I have been reading your posts regularly.I need to say that you are doing a fantastic job by posting information regarding Italian beautiful and tour places.I will bookmark your site Please keep up the great work.

Please note that as per my comments guidelines I had to remove the name of your business and the link. Thanks for your understanding. Kind Regards Clelia

Amazing photos and information. thanks for sharing this! Love Italy!

Thanks Gabbar!

Oh man what a post! Lake Como, the italian tastes, the eye-candy accommodation… Have mercy!

Ahahaha I know, right! I was drooling over MY OWN COUNTRY while writing this post! Italy is just so beautiful 🙂

Never thought about a road trip round Europe but this looks amazing. I would want to take in San Marino for sure.

Hey Craig! Thanks for stopping by! Just for the records… San Marino is truly beautiful and it’s not on this list just because even being in Italian territory it is a state of his own, not politically part of Italy, just like the Vatican is. I mentioned the Vatican just because it’s basically inglobated in the city of Rome, but I should point out that it’s also a state of its own 🙂

Great list of things to do, really loved Florence and can’t wait to get to Venice

I also loved Florence, a marvelous city full of art!

Went to Italy in 2016, was one of our favorite countries to visit, need to get back ASAP!

Sounds a great way of giving a treat to myself and my wife for our anniversary! thanks for sharing this post, Italy is really very amazing and awesome, I can’t wait to visit one day!!

Italy is always a treat for every occasion I guess 🙂

Love this article! Going to Europe for a 2 month road trip this summer. This Italy road trip will fit in perfectly with my plan. Thank you!

Thank you! Glad you enjoyed it and I hope you’ll have a fantastic trip to Italy! 😉

Thank you for the article. We are going to visit this country with my wife. Hotels and cars have already booked. It remains only to have a good time

Hey Dylan, if you have everything sorted out, I’m pretty sure you’ll have a wonderful time! I have a friend now on a trip to Italy and he is having the time of his life apparently 🙂

I’ve mostly been a UK and France traveler, but the more I see and read about Italy, especially the ancient cities … ! Thanks for a great post. Your photos are amazing! I’m off to see what airfare looks like for next season!

Hey Phill, being Italian myself I might be biased but a friend of mine is currently traveling around Italy and he is sending me pictures of everything he sees in absolute wonder, you have to put it on your bucket list!! 🙂

Thanks for an informative post, Clelia! It is very well-written, as well. I love how you included a video to teach your readers on how they can make use of Pruvo. Italy has always been a place to visit and explore for me but have not gotten the chance to fulfill at this time. It’s also nice that lots of airlines these days are getting better with air travel services and amenities. Kudos!

Thanks Elizabeth! I hope you will be able to take an epic road trip to italy very soon, you will not be disappointed! 🙂

This was a really interesting post, thanks for sharing your travel experience.

Italy is the perfect place to visit and I would love to explore it more. You captured awesome pictures on your travel trip. Thank you so much for sharing this post.. Loved this!!

Thanks Samy! Italy is indeed a beautiful country and I’m a very lucky girl!

Wow! This post sounds amazing.. Italy looks awesome to explore. There are so many things to do. Love your post. I will be definitely adding to my bucket list. Keep posting!

Thanks Sammy! Italy should be in everyone’s bucket list and a road trip to Italy even more! 🙂

I think everyone would like Venice in Italy. Venice was my favorite place where I would like to hang out with friends.

I can’t talk about Venice as it is one of the few places in Italy I haven’t visited. Mostly on purpose as I see it as a place that has no real locals but just tourists. The pictures are surely nice and the atmosphere and views too, but somehow it never was on top of my list of places to see in Italy! Maybe one day I will. Just to see if I was right or wrong about my feelings towards Venice.

Extremely informative and well written. 🙂

Thanks! A lot of work went into it! Now on with the second part… the beautiful southern Italy, soon to be published (soon can mean 1 week to a month!) lol

It’s obvious by the quality that much effort was exerted to produce the article. I look forward to what part two offers..

The second part will also be a hell of a job but so worth it as it will cover some of the best parts of southern Italy like the Amalfi coast, Puglia, and other lovely places!

Italy sounds different and so appealing in this post. Loved the detailing! It was such a good read. Thank you.

Thanks Reshmaty!

I appreciate your blog post, Thanks for sharing. Air travel gets easier with airline sophistication. Its invention has revolutionized the entire travel arena.

Not sure how talking about airlines is relevant on a road trip article… but thanks for stopping by anyway!

Italy is a perfect place to travel as every city is to beatiful and historical. My favorite was Florence from the very well known ones but as I prefer less touristic destinations I enjoyed Bologna too for the students vibe.

Yes, Italy is beautiful no matter where you go you will always find something special! I also loved Florence and Bologna, they are less overwhelming than Rome and Milan for sure (even if my heart will forever stay with the eternal city!). Not sure if you have visited San Gimignano and Lake Como but they are seriously jaw-dropping locations! Now I’m preparing the southern road trip from Rome to the Amalfi coast, super excited as I love that part too 🙂

You did a lot of work to make this post. Italy is very beautiful, especially if you travell alone, without any excursion groups.

Thanks Jenny, Italy is beautiful no matter how you decide to visit it. Some people like you love to discover it without any guide but in certain circumstances, I recommend the tours (or at least using the services to skip the lines) as if you don’t have much time they can truly save a lot of time and some guided tours are also worth it because being the guide Italian you will have a fun experience and you will not miss the best parts or waste time to find them 🙂 to each its own! The most important thing is to just pack up and come to Italy no matter how you decide to discover it, it’s just too beautiful 🙂

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Italy Travel Guide: The Ultimate 2-week Road Trip

Italy Travel Guide: The Ultimate 2-week Road Trip

Italy, the country of pasta & pizza, architecture & history, jaw-dropping sceneries, world-famous cities & medieval little towns, and mouth-watering gelato. That’s right – Italy has it all, and that’s why it is one of the most-traveled destinations in Europe . Multiple visits are needed to see all the country’s highlights. Discover the best of Italy within 2 weeks in this Italy Travel Guide.

Italy Travel Itinerary

All popular cities, like Venice and Rome , are well connected by train, car, or airplane. The best and fastest option is traveling by train, and the best way to see the country is by car, so this Italy travel itinerary is a mix of those.

Italy

Day 1-3: Rome

Start your trip in the capital of Italy: Rome . Rome has some of the world’s most popular tourist attractions; the Colosseum and Vatican City. Flights to Rome are usually the most affordable, which makes it a great start location.

Where to Stay in Rome

Rome offers accommodation for every kind of budget, including plenty of great hostels ( search all hostels in Rome here ).

Hotels in Rome 😴

Colosseum Palace Star

Piazza Navona and San Lorenzo are central areas within walking distance of many of the top attractions. However, San Lorenzo is slightly cheaper if you’re traveling on a budget.

italy rome vatican city

Day 4: Tuscany – Best of the Italy Travel Itinerary

Tuscany, with its rolling hills and vineyards, is one of the most picturesque regions in Italy. Escape the city, rent a car in Rome, Italy , and drive 3 hours along Lago Di Bolsena to Saturnia , the thermal area. Spend the afternoon and have dinner in this tiny medieval village called Montemarano.

We recommend to rent a car in Italy through Sunny Cars with free cancellation and insurance included. Book your rental car here .

italy road trip tuscany Montemerano

Day 5: Tuscany ( Siena )

No better way to start your day than by dipping into the natural hot springs in Saturnia. Between 7-8 AM is the best time to visit, and if you stay at this hotel , it is just a 5-minute walk.

Here are all your hotel options in Saturnia.

italy travel guide saturnia hotpools

Hop back into the car and continue your Italy travel itinerary for 3 hours along the most scenic roads toward Siena. Do note that your navigation has to be set to ‘Avoid Highways’. Siena is a beautiful old city with a UNESCO status.

Close off the day by having a delicious Italian dinner at Osteria Permalico . After that, spend the night in charming Siena ( this was our hotel ).

Where to Stay in Siena

If you’re only staying for one night in Siena, stick to the city center (around the Torre del Mangia), so you are close to all the historic landmarks, bars, and restaurants.

Hotels in Siena 😴

Ca' Bianca Tuscany Relais

Alternatively, if you want to get back on the road early the next day, opt for rural accommodation within easy driving distance of the city.

things to do siena italy travel

Day 6: Tuscany (Siena to Florence)

On your last day in Tuscany, roam around Siena for a couple of hours, and visit Piazza Del Campo and the cathedral Duomo di Siena.

Italy Travel Guide: The Ultimate 2-week Road Trip

Siena’s old city center has a great ambiance. Cars are not allowed inside the old city center. Therefore, the city is a favorite on every Italy travel route. Read more information about where to park your car in our Tuscany Guide .

Read: The best things to do in Siena, Italy

Around noon, continue to your last stop: Florence . Optionally, visit San Gimignano or Volterra and drop off the car in Florence.

tuscany siena

Day 7: Florence

Welcome to Florence. Spend the next 24 hours wandering around this ancient city and discover sites like the Duomo of Florence and the ancient bridge Ponte Vecchio.

While you’re in Florence, don’t miss out on a foodie adventure. Hop between cafes and restaurants, trying delicious fresh pasta and finding the best gelato!

Where to Stay in Florence

Florence has plenty of great accommodation options, from cute guesthouses and budget-friendly hostels ( search for your hostel here ) to luxury hotels.

Hotels in Florence 😴

Velona's Jungle Luxury Suites

Santa Croce is the best area to stay with loads of small bars and walking distance from all the things to do in Florence.

italy road trip 2 weeks driving

Day 8-10: Cinque Terre

In the morning, take the train from Florence to Cinque Terre , a 2.5h journey. Cinque Terre is a national park with five incredibly picturesque villages with hiking routes where you want to spend as much time as possible.

Spend two nights in Riomaggiore , Monterosso , or La Spezia, which is right outside the national park. ( Find the best train tickets here )

Read: Everything about Cinque Terre

Where to Stay in Cinque Terre

Accommodations inside Cinque Terre National Park are booked far in advance. Hotels are mostly available in Riomaggiore and Monterosso but expect to pay way over your typical budget per night.

Hotels in Cinque Terre 😴

Agriturismo Belvedere 9

A more affordable choice is to stay in La Spezia , where hotels start at 35 EUR a night. Alternatively, for the most budget-friendly option, search for a hostel in the area .

 italy travel itinerary Cinque Terre

Day 11: Cinque Terre to Venice

It’s time to head to Venice , your final stop on your Italy travel itinerary. Take the train from La Spezia to Venice, a 5-hour ride with one transfer in between. The train is super convenient in Italy as some of the best you will see in Europe.

Find the best train tickets here

italy itinerary venice

Day 12-14: Venice

Welcome to the city where everything goes by boats and bridges. Venice is one of the world’s most unique cities and an absolute must-see when you travel to Italy. Spend your last days in Italy strolling along the canals or crossing bridges sipping Italian coffee.

The mornings or late afternoon are the best times to stroll down the narrow streets of Venice as the city center gets busy during midday as the day trippers arrive in the city.

See the best things to do in Venice

Where to Stay in Venice

Stay in the middle of the city but tucked away in a quiet street 5 minutes walking from San Marco Square at Novecento Boutique Hotel .

Hotels in Venice 😴

Novecento Boutique Hotel

If you’re on a tight budget, your best option is to stay outside of Venice on the mainland.

italy travel venice guide Rialto Bridge

Costs of Traveling in Italy

The costs of traveling in Italy depend on where you eat, sleep, and how you get from A to B. These are the average expenses when you follow this Italy travel itinerary, eat at medium-priced restaurants, and travel by train + car.

Travel on a budget in Italy, from $570 − $630 USD weekly per person, mid-range $1220 − $2800 USD, and high-end from $2660 − $4090 USD. However, costs depend on factors like accommodation, transportation, and activities. We did not include flights. Check flight prices here

  • Hotels: $65 − $300 USD Check available hotels
  • Hostels: $20 − $40 USD Check available hostels
  • Transport: $20 − $30 USD Book public transport
  • Car Rental: $50 − $150 USD Book a rental car
  • Food: $20 − $80 USD
  • Activities: $20 − $45 USD See tickets & tours
  • Sim: $1 − $3 USD Get an eSIM or SIM here
  • Travel Insurance: $2 − $6 USD Get Travel Insurance

italy travel guide coffee

How to Get Around Italy?

Transportation plays an essential part in your Italian experience. Your Italy travel itinerary can be done by train, car, or plane. The fastest and most affordable way to travel in Italy is by train. However, a car gets you to those scenic country roads.

Renting a Car in Italy

For full flexibility and to go off the beaten path, driving a car is a perfect option. All major cities in Italy are well connected by train, but to visit Tuscany or the Dolomites, you need to rent a car. Avoid popular cities by car, as parking costs are sometimes the price of a train ticket.

italy travel road trip

Italy by Train

Traveling around Italy by train is excellent. They are incredibly fast (up to 350 km/h!), affordable, and much cleaner for the environment compared to an airplane. Book the train tickets a few days in advance to secure your spot on the train.

See tickets and availability for your train trip in Italy

italy travel itinerary train

Italy by Airplane

Just like the train, all major cities have international airports with domestic flights that connect cities internally as well as international flights.

However, the train might be a faster option for your trip around Italy, as the extra airport time adds up quickly.

Best Time to Visit Italy

Tourism in Italy is huge because it is one of the most-visited countries worldwide, so it is recommended to avoid the high season.

The best time to go to Italy is in spring, from April to June, and fall, from September and October. Prices are lower, fewer tourists, and comfortable temperatures.

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10 Best Things to do in Catania, Sicily

8 best things to do in florence, italy, 15 best things to do in palermo, sicily.

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Hi, just wondering what you guys did with your rental car after Saturnia springs? Wondering if going back to Rome & returning it would be the best option to take the train to Florence. Definitely want to do Rome the first couple of days, Saturnia springs, as well as Elsa trail & Diborrato waterfall in Tuscany, then either Florence or Venice (would love if you could suggest one over the other) and definitely would like to stop in Cinque De Terre for a day or two. Just wondering if returning the car and going by train is best in that case. Any advice would be appreciated. Thank you!!

Hi Victoria, time-wise it’s better to rent a car for the part from Rome to Florence and carry on by train from Florence :-) However, it depends on how much the rental company charges you for returning the car at another city. If that’s way too much, you can drive back to Rome and take the train.

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Wanderlust Chloe

The Ultimate Italy Road Trip Itineraries: Routes, Sights, Guides, Maps And More

Exploring Alberobello in Puglia, Italy

From the stunning scenery of Lake Como and the culture, art and beauty of Florence and Rome, to the epic views along the Amalfi Coast and traditional Italian towns of Puglia, this Italy road trip has it all!

Road tripping past vineyards, dramatic coastlines and historic cities sounds like a pretty perfect holiday doesn’t it? When it comes to European holidays, Italy is always one of my top recommendations. I love the views, the buzz, the people. And don’t get me started on the food – I mean, delicious Italian cuisine for brekky, lunch and dinner? That’s enough of a reason to visit in itself! 

Whether you’re interested in art, architecture, history, food or fashion, a trip to Italy will no doubt appeal. Spend leisurely days floating beneath the Rialto Bridge in Venice on a gondola, window shopping in Milan’s boutiques, standing where gladiators once fought in the Roman Colosseum or staying in a traditional Trulli house in Puglia.

Cinque Terre, Italy

And the best part about an Italy road trip? The freedom! You don’t have to stick to the obvious routes. While I’ve created an Italy itinerary on the maps below, I’d encourage veering off course from time to time. That’s when you’ll find the hidden gems, the towns the tourists don’t know about, and no doubt some delicious Italian food too.

It’s also worth remembering that some of the interior parts of the country are as pretty as the coasts, with vineyards, sunflower fields and gorgeous hilltop towns. Going on a road trip means you’re pretty much guaranteed to see some of the most beautiful landscapes in Italy too.

So, rather than create one epic Italian road trip, I’ve divided it into a northern Italy road trip and a southern Italy road trip. That way you can just pick one and break the country up into manageable chunks. Got a while? Join the two up and continue down the coast from Rome to Milan.

Click through to take a look at each itinerary, and figure out which one is right for you…

The Ultimate Italy Road Trip Itinerary

From driving along the Amalfi Coast and enjoying traditional pasta in Puglia, to enjoying lake views in northern Italy and the incredible canals of Venice, it's time to plan the ultimate Italy road trip! 

italy road trip 2 weeks driving

The Ultimate Northern Italy Road Trip: Routes, Sights, Guides, Maps And More

From the stunning scenery of Lake Como, dramatic coastlines of Cinque Terre and the canals of Venice, to the culture, art and beauty of Milan, Florence and Rome, it’s time to plan the ultimate northern Italy road trip!

italy road trip 2 weeks driving

The Ultimate Southern Italy Road Trip: Routes, Sights, Guides, Maps And More

From the vibrant city of Naples and the awe inspiring views of the Amalfi Coast, to the traditional Italian towns of Puglia and Sicily’s beaches, volcanoes and cuisine, it’s time to plan the ultimate southern Italy road trip!

When Is The Best Time To Visit Italy?

Italy has a Mediterranean climate and is a lovely destination to visit all year round.

Temperatures vary by region, but as a quick example, you can expect average temperatures of around 0°C in around Cortina (a ski resort in the mountains) in January, and as high as 37°C in July in cities such as Milan and Venice. Temperatures in the south remain mild in winter, making destinations like Puglia and Sicily great options for a winter holiday.

If you’re wondering when is the best time to visit Italy, I’d suggest planning a trip between April and June, or in September or October, just after the peak summer season.

The weather tends to be consistent in these months, but isn’t too hot. Plus, as you’re missing peak season, you should benefit from lower prices and fewer people.

What to pack for your road trip

If you’re wondering what to pack for your trip, this guide to road trip essentials has you covered. From portable chargers to ways to stay entertained on long journeys, it’ll help you create your road trip packing list.

I hope you’ve enjoyed checking out my Italy road trip itineraries! Let me know where you decide to go and what your highlights are…

Enjoyed this post? Pin it for later… 

Ultimate Italy Road Trips-min

Chloe Gunning

With a passion for food, fun and adventure, Chloe is the content creator behind one of the UK's top travel blogs Wanderlust Chloe. From volcano boarding in Nicaragua, to sailing around Sicily and eating her way around Japan, her travels have taken her to some of the coolest spots on the planet. Named Travel Influencer of the Year in 2022, Chloe regularly works with a number of tourism boards, producing inspirational travel content across multiple platforms. Find out more about Chloe here.

2 thoughts on “The Ultimate Italy Road Trip Itineraries: Routes, Sights, Guides, Maps And More”

I am obsessed with Italy! I really want to visit Milan and Lake Como so I think that will be my next trip! xoxo Jess

Hey Jess – that’s a great route to take and super easy! I’ve just got back from Trentino which is also stunning!

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The Gap Decaders

The Ultimate Bucket List Italy Road Trip

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Road Trip Italy Planner & Itinerary

The gorgeous country of Italy is perfect for a road trip! Compact and with all the best bits in the middle, you’ll be blown away by the landscapes, architecture, and local food in this sublime country. Take a bucket list road trip to Italy and see it for yourself!

A road trip in Italy opens up the sweeping landscapes, historic cities, and some of the most picture-perfect seaside towns in Europe, like no other way to travel does.

This visually arresting country will have you stopping regularly for Insta-worthy images, and along the way, you’ll find fantastic adventures to try like wine tastings, volcano trekking, exploring historic UNESCO sites, and the real Italian dolce vita !

In this Italy travel guide, you’ll find a list of all the top sights in Italy to visit on your road trip adventure, with Italy travel tips and information to help you plan and prepare. Come with us as we share our unmissable Italian road trip itinerary.

Italy road trip

Is this your first time visiting Italy? Get all the information you need in our Italy Travel Guide , including what to pack, the best time of year to go, getting there, and practical tips to help you have the best trip!

Getting to Italy

Fly into Milan Malpensa   Airport,  a good starting point for your roadtrip in Italy. With direct international flights from North America, the Middle East, Europe, and  UK , we recommend booking through  Skyscanner  for live deals and the best prices.

Alternatively, switch up the itinerary a little and start your Italy trip in beautiful Rome, the historic capital city. There are so many things to do in Rome , we recommend allowing a couple of days for your visit before heading off on your Italian road trip!

Driving to Italy from UK

If you’re planning to drive to  Italy from the U K, then you’ll find everything you need to know, including the best, fastest, and cheapest routes, as well as driving tips, in our UK to Italy driving guide .

Are you planning to rent a car in Italy? As one of the largest rental car aggregator companies in the world, we recommend Rentalcars.com because they have massive purchasing power which enables them to secure the best rental prices, which benefits you when you’re planning a road trip.

For a real adventure, hire a motorhome or campervan in Italy . We recommend Motorhome Republic , an aggregate booking site who pull together all the best deals from a number of rental agencies, to offer you a wide choice of options alongside an excellent English speaking expert motorhome Concierge Team.

Use the Park4Night app to find overnight spots and campsites as your travel around Italy, and sleep on a high mountain pass, next to a beautiful lake, or in a wildflower meadow.

Driving in Italy

Lots of people will tell you that renting a car in Italy is madness, that driving through Italy is dangerous and the roads are dreadful.  

It is true that some routes can be challenging to drive in Italy, and in big cities, Italian drivers see it as a badge of honor not to give way. Isn’t that the same in most big cities nowadays though?

Don’t let your fears about traveling Italy by car put you off taking Italian road trips. Take your time and be prepared for the differences in driving styles and roads from back home when you follow our driving in Italy tips .

You’ll also find helpful information regarding driving requirements in Italy, such as international driving permits, age limits, and tips about renting a car in Italy .

Make sure you have travel insurance you can trust when visiting Italy . We recommend True Traveller for their 5-star TrustPilot reviews, variety of cover options, best activities cover as standard, great prices, and excellent service.

Italy Itinerary & Map

  • Get the Travel Guides
  • Lonely Planet Italy
  • The Rough Guide to Italy
  • DK Eyewitness Italy
  • Italy Road Trip Itinerary

Milan – Portofino – Cinque Terre – Pisa – San Gimignano – Siena – Montepulciano – Rome – Spoleto – Assisi – Florence – Bologna – Venice – Lake Garda

  • Distance: 1670km
  • Duration: 2-4 weeks
  • Drive Time: 23 hours

How to use this Italy road trip map – Use your fingers (or computer mouse) to zoom in and out. Click or touch the icons to get more info about a place, and click the arrow in the box top left to open the index. To add to your own Google Maps account, click the star next to the title of the map.

Make your road trip across Italy flexible…

Italy road trip 1 week.

Fly into Pisa instead, skip San Gimignano, Spoleto and Montepuciano. Head home from Pisa once you’ve seen Florence.  

Italy Road Trip 2 Weeks

Skip Pisa, Spoleto, Venice and Lake Garda…these are tough choices, but you can always come back for a second trip.

Italy Road Trip 3 Weeks

You have enough time to complete our suggested itinerary, but you will be busy! You’ll have one day in most places, and up to 36 hours in Rome and Florence.

Italy Road Trip 4 Weeks

Enjoy the time and spend longer in Rome and Florence. Maybe add Arezzo and Verona to your itinerary or check out the Amalfi coast.

italy road trip 2 weeks driving

Want to print this itinerary? Download and print a text only version with no ads or images. Includes space for your trip planning notes and a packing list for Italy!

Italy Road Trip Route & Destinations

Milan is the best airport to fly in and out of for your perfect Italy road trip itinerary. As one of Italy’s major cities, Milan enjoys direct international flights from all the world’s continents, it’s accessible, has great car hire options and it’s a pretty kick-a** city to visit too!

If you didn’t already know,  Milan  is a global capital of design, and the famous Italian fashion brands that call the city their home deliver sleek and simple Italian style at every turn. Milan’s creativity and design flair are not a recent phenomenon though.

The city center has been at the forefront of the arts throughout history and this can be seen in the spectacular Gothic Duomo di Milano cathedral and the UNESCO World Heritage Site of Santa Maria delle Grazie, home to Leonardo da Vinci’s ‘The Last Supper’. 

If you fancy a bit of shopping in this city of designer boutiques and couture labels, then visit the spectacular Galleria Vittorio Emanuele II, Italy’s oldest shopping mall, and unlike any other shopping mall you’ve visited before!

Stay at the Moxy Milan Malpensa Airport , the best of Milan’s airport hotels, and get the train or bus directly into the center of Milan. It will take around 30 minutes and cost €10-15. If you’re splashing out, get a cab for around €100.

If you decide to spend a night in Milan, save money, and delay your car rental pick-up until the following day, then hit the road for the best road trip route in Italy!

RELATED POST: Northern Italy Road Trip: Itinerary, Map & Tips

Milan, the start of your road tripping in Italy adventure

Don’t forget your road trip essentials! Our free road trip checklists help you remember everything, including road trip snacks , podcasts , and road trip songs for the journey!

Head south to Portofino, a gentrified fishing village on the Italian Riviera coastline of the Ligurian Sea. Pastel-painted houses line the picturesque harbor, mixing effortlessly with stylish bijou stores, seafood restaurants, and cool bars.

The charming Piazzetta, a small cobbled square, overlooks the harbor of the coastal town, which is lined with super-yachts in the summer and more traditional craft in spring and autumn. 

Spend a day soaking up the atmosphere and people-watching. Grab a slice of delicious focaccia con il formaggio (focaccia with cheese) from nearby Recco and meander along the winding backstreets, whilst indulging in a bit of window shopping.  

Head to San Fruttuoso, a stretch of the Mediterranean coast which you can only get to by boat or on foot. Enjoy lunch at a cantina on one of the beautiful terraces, where we ate one of the best tomato salads we have ever experienced. 

Spend some time on the warm turquoise water in a kayak or on a paddle board; make sure to take a snorkel and mask with you too, as the water here is crystal clear.

Head back to dry land and enjoy dinner at one of the many seafood restaurants in the harbor, for a perfect end to your first full day in Italy.

  • Where to Stay in Portofino

Upmarket: Splendido, A Belmond Hotel – Booking.com | Agoda

Mid-Range: Hotel Piccolo Portofino – Booking.com | Agoda

Budget: Albergo Annabella, Santa Margherita Ligure – Booking.com | Agoda

Portofino should be included on a road trip around Italy

Cinque Terre

You could easily spend a week or more in this wonderful national park, especially if you enjoy hiking, water sports, and outdoor activities.  Cinque Terre  is a group of five historic seaside villages on the rugged Italian Riviera coastline and a real  bucket list destination .

Pretty and brightly colored houses cling to dramatic terraced streets, harbors are filled with traditional fishing boats bobbing on clear azure waters and trattorias serve up everything with homemade pesto (basil, olive oil, parmesan cheese, and pine nuts), the traditional sauce of the region.

The Sentiero Azzurro cliffside hiking trail links the five little towns of Monterosso, Vernazza, Corniglia, Riomaggiore, and Manarola. The trail offers incredible sea views and easy walking.

If you’re more of a water baby, see the Cinque Terre villages from a kayak, or take a boat trip and avoid the inevitable crowds in the towns.

Like driving the Amalfi Coast , going to Cinque Terre in a car can be challenging and you should read this  Cinque Terre guide  before you decide how to visit.

If you do decide to stay or park in Cinque Terre, head for delightful Monterosso al Mare, the largest of the Cinque Terre towns, and start your amble along the hiking route from there. Otherwise, stay in La Spezia and get the early train the next morning to make the most of your day.

  • Where to Stay in Cinque Terre

Upmarket: Sesta Terra – Booking.com | Agoda

Mid-Range: Ca’ D’Andrean – Booking.com | Agoda

Budget: La Taverna del Metallo Rooms – Booking.com | Agoda

Cinque Terre, all the best Italian road trips stop here

Looking for the best SIM card deals in Europe for your trip? Check out our guide to the best data SIMs in Europe and get the best deal for your trip to Italy.

There’s  more than you think to do in Pisa , even though much of the town was sadly lost during the WW2 bombings. Head for the Campo dei Miracoli (Field of Miracles) where you’ll find the iconic Leaning Tower of Pisa, one of Italy’s most famous landmarks, the fine Romanesque duomo, Gothic baptistery, and  camposanto  (cemetery).

This beautiful quartet of creamy-colored historic buildings sits on an open and grassy area, enabling the infamous Instagram shots of people seemingly holding up the infamous tower.

If you’re on a deadline, the best way to enjoy Pisa is to take this excellent  two hour guided tour  of these important monuments, as you pass through on your way to the next stop.

  • Where to Stay in Pisa

Upmarket: Palazzo Cini – Booking.com | Agoda

Mid-Range: Hotel Di Stefano – Booking.com | Agoda

Budget: Hotel La Pace – Booking.com | Agoda

creamy stone leaning tower with eight stories and arched rows around each story

San Gimignano

As you approach this most archetypal of Tuscan hill villages, you’ll see its thirteen towers dominating the skyline.

Historically, this beautiful place was on the main pilgrim route from Northern Europe to Rome and the towers were built by merchants to show the world their power and wealth.   

San Gimignano is now beautifully preserved and perfect for an afternoon meandering the atmospheric narrow cobbled streets and piazzas of the historic center.

Make sure to visit the ancient Torre Grossa, the only one of the thirteen towers open to visitors.

Other must-sees are the stunning frescos in the 11th century Collegiate and the ornamental Rococo interior of Sant’ Agostino church. Otherwise, grab a gelato or a coffee and stroll to your heart’s content.

As with all Tuscan hill villages, if you’re in a motorhome or anything bigger than a car you will need to identify parking at sea level and walk up, or take public transportation – often provided by the municipality in the summer months.

When you leave San Gimignano, you’ll have time to make a quick stop to visit Monteriggioni , a fine example of a beautiful medieval walled castle and village.

RELATED POST: The Complete Guide to Touring Italy by Motorhome

  • Where to Stay in San Gimignano  

Upmarket: Agriturismo Mormoraia – Booking.com | Agoda

Mid-Range: Hotel Bel Soggiorno – Booking.com | Agoda

Budget: Relais Cappuccina – Booking.com | Agoda

San Gimignano, one of the best places to visit on a road trip to Italy

Siena is gloriously Tuscan, its warm colors beckoning you into the medieval streets and towards the jewel in Siena’s crown, the famous Piazza del Campo.

The prettiest of  Tuscany’s must-see towns  is not only home to one of Europe’s greatest medieval squares but a wealth of stunning religious and civic buildings and a busy shopping area packed with interesting galleries and boutiques.

Any  visit to Siena  has to include the Piazza del Campo, an extraordinary site as you enter from Via di Citta to fully appreciate the symmetry, layout, and beauty of the square.

Lined with fine buildings that will grab your attention, don’t miss the tiny Fonte Gaia on the northern edge of the piazza, whose water is still supplied by a 500-year-old viaduct.

Take a  walking tour of Siena  and the Duomo to fully appreciate the city’s turbulent history and breathtaking architecture.

Stop for lunch at one of the many lively restaurants lining the streets around the main square and sample delicious Ribollita, a traditional Tuscan soup made with beans, vegetables, and bread, before heading off on one of the best drives in Italy.

  • Where to Stay in Siena

Upmarket: Palazzetto Rosso – Art Hotel – Booking.com | Agoda

Mid-Range: Hotel Athena – Booking.com | Agoda

Budget: Hotel Palazzo di Valli – Booking.com | Agoda

Siena a must see on Italy road trips

Val d’Orcia

Driving in Tuscany is one of the greatest pleasures as you road trip through Italy. As you leave Siena for Montepulciano, you’ll be motoring through some of Italy’s most iconic and stunning scenery.

Head south, setting your sat nav for the Val d’Orcia, and enjoy one of Europe’s best driving routes and Italy’s most scenic drive.

This journey will take you past small villages, vineyards, and olive groves, and you’ll pass row upon row of majestic cypress trees lining the roads and on the skyline. This is Tuscan countryside at its very best.

If you pick up the SP146 between San Quirico d’Orcia and Montepulciano, you might even spot the famous house from  the film ‘Gladiator’, some of which was shot in Tuscany .

Val d'Orcia best of Italy scenic drives

Montepulciano

Famous for the classic, rustic wine of the same name, the gorgeous medieval town of Montepulciano is nestled into the chalky hills at the meeting point of the Val d’Orcia and the Vall di Chiana.

Surrounded by the classic Tuscan landscape of rolling green hills and golden fields dotted with cypress trees, this is your picture-perfect Tuscany road trip destination.

The old town itself is a masterpiece of cobbled streets, charming piazzas, restaurants, and gift shops which can easily draw you in for a deliciously pleasant afternoon and evening.  

Enjoy a meal of wild boar ragu, followed by local cheese and honey washed down with the famous Vino Nobile di Montepulciano.

The town is also one of the best spots in this itinerary for a  wine-tasting tour of a local vineyard , to understand the history and process of  making wine in Italy .

You cannot park within the town walls and need a permit to park in one of the numbered car parks on the outskirts, which your hotel will provide for you.

The car parks are around a ten to fifteen minute walk from the center of the town, so maybe pack a small bag for an overnight stay.

  • Where to Stay in Montepulciano

Upmarket: Palazzo Carletti – Booking.com | Agoda

Mid-Range: Il Rondò Boutique Hotel – Booking.com | Agoda

Budget: Albergo Duomo – Booking.com | Agoda

Italian hill village well bell tower and old stone buildings lit up at night

Italy Road Trip Ideas

Amalfi Coast Road Trip

A Bucket List Amalfi Coast Road Trip

Puglia road trip

Puglia Road Trip: The Best 7 Day Itinerary + Map & Tips

Tuscan road trip

Tuscan Road Trip: Itinerary, Map & Tips

motorhoming in Italy

Motorhoming in Italy: Your Complete 2024 Guide

italy road trip 2 weeks driving

Sicily Road Trip – Itinerary, Tips & Map

Great Dolomites Road

Great Dolomites Road: Absolutely Everything You Need to Know!

Northern Italy road trip

Northern Italy Road Trip: Itinerary, Map & Tips

Dolomites road trip

Dolomites Road Trip: Explore the Best of Northern Italy

Stelvio Pass

Stelvio Pass: The Best Mountain Road in Italy?

The center of a vast empire and capital of the Christian world for centuries, Rome is full of the works of the artists and architects who gathered here to work for the Popes and their wealthy families.

This magnificent legacy has assured the eternal city’s position as one of the most important historical places in the world. Even if you just have one day, you should see the most important of Rome’s ancient architecture like the Colosseum, Pantheon, and Roman Forum, and the slightly more modern historical sites like the Vatican Museums, St. Peter’s Basilica, the Trevi Fountain and Spanish Steps.

As you walk, you’ll take in a handful of light and airy piazzas, perfect for stopping and enjoying a coffee or ice cream as you people-watch.

Our Rome in one day itinerary has all the information you need to visit the city and get a real flavor of why Rome is a must-visit place in Italy.

RELATED POSTS: The Best of Rome in 36 Hours | Rome in a Day – Itinerary, Map, Tips & Guide

Ancient rome surrounded by trees

If you have four weeks or longer for your driving tour of Italy, one of the best road trips from Rome is to head south for around three hours to the Amalfi Coast .

This stunning stretch of gravity-defying road from Sorrento to Salerno passes by the beautiful beaches of Positano, the romantic village of Ravello and authentic Vietri sul Mare, and is considered the best Italian coast road trip of them all.

The road south to the Amalfi Coast will also take you past Mount Vesuvius (one of Italy’s three live volcanoes – the others are Mount Etna on Sicily and Stromboli, its own small island in the Tyrrhenian Sea), and the magnificent Pompeii Archaeological Park.

Both Vesuvius and Pompeii can be seen in a day , meaning you could visit three major Italian attractions, adding just two extra days to your roadtrip Italy – be prepared for an early start from Rome though!

RELATED POST: Southern Italy Road Trip: Discover the Best 33 Places To Visit

Driving from Rome to Florence you’ll find Spoleto, often overlooked in favor of its famous neighbors but a true hidden gem.

Nestled in a beautiful wooded setting in Umbria, the town is famous for the Festival dei Due Mondi (Festival of the Two Worlds) held in June and July annually.

Outside of this time, tourists are welcomed, but not thick on the ground like they are in next-door Assisi.

Spoleto’s independent nature has allowed it to thrive and progress as a town in its own right, rather than a tourist hot spot.

Come to Spoleto to enjoy a slow day, sipping coffee in the square, taking the travelator (an experience in itself) up to the mighty fortress of La Rocca Albornoz, which dominates the skyline, and wandering around the many beautiful churches and religious buildings in the town. 

  • Where to Stay in Spoleto

Upmarket: Palazzo Leti Residenza d’Epoca – Booking.com | Agoda

Mid-Range: Hotel dei Duchi – Booking.com | Agoda

Budget: Hotel Vecchio Forno – Booking.com | Agoda

Town on a hill topped with a large castle in front of stormy skies

The birth and final resting place of St Francis of Assisi, this beautiful medieval hill town, with its geranium-filled narrow streets, charming piazzas, and panoramic views is a must-see on your Italian road trip itinerary.

Wreathed in history and religion, the magnificent Basilica di San Francesco draws pilgrims and tourists from across the globe – think of  Italian novels  like ‘The Name of the Rose’ and you’re imagining Assisi.

Clinging to the side of a craggy outcrop and visible for miles, the Basilica dominates the town and surrounding landscape.  Spend the day wandering between here and Assisi’s main square, Piazza del Comune, where the Roman columns of the Templo di Minerva still stand.

There are many other religious buildings of note, a  walking tour with a private guide  will help you understand the importance and history of each.

  • Where to Stay in Assisi

Upmarket: Nun Assisi Relais & Spa Museum – Booking.com | Agoda

Mid-Range: Le Silve di Armenzano – Booking.com | Agoda

Budget: Hotel Cladan – Booking.com | Agoda

Assisi a must see on your road trip Italy 2 weeks

If you’re all eaten and drunk out at this stage, consider giving Bologna (the stop after Florence) a miss and heading up the east coast of Italy from Assisi, before cutting back inland to Florence.

This route takes in the best of Le Marche, a remote corner full of beautiful scenery that is sandwiched between the Apennines and the Adriatic.

The coast is home to a number of seaside resort towns with long sandy beaches and the stunning Conero Peninsula, which makes a welcome relief from the almost uninterrupted beach which dominates the coastline.

Inland are lots of beautiful and historic towns, less visited and the better for it. For a real punch of medieval architecture, check out Urbino and Ascoli Piceno, the highlights of the region.

Whilst you’re there, pop into San Marino, said to be the world’s oldest surviving republic and the fifth smallest country in the world!

Florence is a vast and graceful monument to the Renaissance, the period of cultural and artistic rebirth following the Middle Ages. Many famous artists such as Michelangelo and Botticelli contributed to Florence’s heritage, making it one of the artistic capitals of the world. 

Historic Florence is compact and walkable and could be seen in a day if you’re ruthless in your selections.

Better to spend two days here and visit the must-sees of the exceptional Duomo, the stunning Palazzo Vecchio, the sublime Uffizi Gallery, and the ancient church of Santa Croce.

Across the River Arno, via the Ponte Vecchio, lies the vast and imposing Pitti Palace and the Santa Spirito church.

Book everything in advance, whether that’s tickets, tours, or guides; this city never sheds itself of tourists, all clamoring to see the same things as you!  

RELATED POST: One Day in Florence – Itinerary, Map, Tips & Guide

  • Where to Stay in Florence

Upmarket: Hotel Spadai – Booking.com | Agoda

Mid-Range: Soprarno Suites – Booking.com | Agoda

Budget: Hotel Perseo – Booking.com | Agoda

one day Florence Italy

One of the best medieval cities in Italy and the foodie capital of Emilia-Romagna (and possibly the whole of Italy) Bologna will surprise and delight you. Follow our self-guided foodie walking tour of Bologna to sample the best food and architecture the city has to offer. 

If you have time, pop across to Modena to sample the famous Balsamic vinegar made there, and then Parma for the ham of the same name.

RELATED POST: Self-Guided Food Tour of Bologna

  • Where to Stay in Bologna

Upmarket: Grand Hotel Majestic Gia Baglioni – Booking.com | Agoda

Mid-Range: PHI Hotel Al Cappello Rosso – Booking.com | Agoda

Budget: The Social Hub Bologna – Booking.com | Agoda

Aerial view of Bologna Emilia-Romagna

Ahh, Venice. This unique city has survived against all the odds; built on a series of mud banks, and in the tidal waters of the Adriatic, Venice regularly floods.

Despite this, little of the essential fabric and infrastructure of Venice has changed in 200 years, and more than 20 million visitors a year fall in love with the beguiling city of water.

Trying to see Venice in a day will not do it justice, and leave you feeling frustrated. If that’s all you have, either come back another time or take a  private full day trip  so you can be whisked around and see all the best bits, without getting lost.

Whenever you visit and whether you choose to see the religious and historic buildings, the famous glass island of Murano, the lace-making island of Burano, and haunting Torcello, or take a gondola along the Grand Canal, Venice will be crowded.

Park at Garage San Marco Venezia , (book well in advance) a five minute walk from the hotel. There is no free parking in or around Venice, expect to pay at least €25 per 24-hour period.

RELATED POST: One Day in Venice – Itinerary, Map, Tips & Guide

  • Where to Stay in Venice

Upmarket: Sina Centurian Palace – Booking.com | Agoda

Mid-Range: Palazzo Veneziano – Booking.com | Agoda

Budget: Hotel Saturnia & International – Booking.com | Agoda

a gondala arriving to dock in Venice lagoon, with San Giorgio Maggiore in the background

Lake Garda is your final stop before heading back to Milan to drop off your hire car.  Lake Garda, the most well-known and largest of the beautiful Italian lakes , borders three regions; Trentino, Lombardy, and the Veneto.

The further north along the lake you go, the more dramatic the landscapes become, as you head towards the snowcapped Alps of the South Tyrol.

There are  many beautiful towns around Lake Garda , all offering opportunities for water sports, hiking, and relaxing at the end of your epic road trip around Italy.  

Our pick is Bardolino on the east shore, a lively town with easy access to the lake and lots going on, as well as spectacular sunsets over Lake Garda to end your day.

From Bardolino, it’s a few hour’s drive to Milan Airport, perhaps via Lake Iseo, Lake Como, and Lake Maggiore if you have a few extra days to explore.

  • Where to Stay in Lake Garda

Upmarket: LLAC Living Nature Hotel – Booking.com | Agoda

Mid-Range: Resort Casino di Caccia – Booking.com | Agoda

Budget: Hotel La Terrazzina – Booking.com | Agoda

One of the best places to stay on a road trip Italy

Want to plan your own road tri p? Get our step-by-step road trip planning guide to help you organize the perfect trip, or get inspiration from our favorite European road trips .

Italian Road Trip Resources

Here are the websites and services we personally use and recommend for trips to Italy.

  • Search for affordable flights to Italy with Skyscanner
  • Search for availability and book hotels and accommodation in Italy with Booking.com
  • Find and book the best campsites in Italy with Eurocampings
  • Book the cheapest and most reliable hire cars in Italy with Rentalcars.com
  • Find and hire your perfect motorhome or campervan with Motorhome Republic
  • Get highly rated, reliable, and trustworthy travel insurance with True Traveller
  • Check if you need a visa and arrange your documents with Visagov

Are you looking for more road trip inspiration? Check out these top posts…

Stelvio Pass

Spain Road Trip: 8 Amazing Routes for an Epic Trip

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Croatia Road Trips: Five Incredible Routes

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Route des Grandes Alpes: An Epic French Road Trip

Love it pin it.

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Road Trip EuroGuide

2 Weeks in Italy: The Perfect Guide From Napoli to Sicily

Please note that some of the links may be affiliate links , and at no additional cost to you, I earn a small commission if you make a purchase. I recommend only products & companies I love and use, and the income goes back into making this little blog successful!

I have spent many months in Italy over the past 2 years , and I have the cutest little road trip guide for you – perfect for two weeks in Italy – especially southern Italy from Napoli all the way down to Sicily.

Between the Sicilian pasta, Neapolitan pizza, gelato, and good old Italian wine, I gained about 5 pounds – and regret absolutely nothing!

Now to the itinerary, complete with hidden gems and the best places to eat, what to do, and where to stay for an adventure that can only be described as La Dolce Vita.

Travel Planning Services

Table of Contents

2 Weeks in Italy “At-A-Glance”

Here is the whole trip at a high level, including where I recommend you lodge for a few nights and the logistics of public transportation if you choose not to rent a car for any part of the trip.

At a Glance view of 2 weeks in Italy including transportation.

A few notes about logistics:

  • Uber is not something you can count on in Italy .
  • I’ve linked where to get your ferry tickets in the detailed itinerary below, but no travel day took more than 2-3 hours.
  • Having a car will make it easier, especially for the second half of the trip when you have to get to Maratea and Sicily. In fact, there are a few Hidden Gem Italian Towns in South Italy that are worth exploring if you end up renting a car.

Here’s what I use to check car rental options and prices:

▶️ DISCOVER CARS: Check Prices for Italy! ◀️

Before you hit the road, make sure you review  Renting a Car in Italy: Common Mistakes & Tips , where I go into a few unique road rules, documentation requirements, and experience driving through the land of La Dolce Vita.

2 Weeks in Italy Itinerary

Let’s dive into the 2 week itinerary for Italy, including tips on where to stay and how to spend your time.

Day 1: Arrive in Napoli

Welcome to Napoli! When I first set out on this 14-day trip in Italy, I almost skipped Naples because of how many people warned me about the dangers – “hide everything”, “gangs of gypsy thieves!”. This is a bunch of bullsh*t.

You should absolutely practice caution any time you travel , but I found the city to be bustling, alive, friendly, chaotic, and all the good things I imagined a slice of local Italian life to be.

Where to Stay

📍 Le Sciantose Relais (Spanish Quarter)

You’ll be making Naples home base for three nights. I booked myself a lovely spot in the Spanish Quarter (Quartiero Spagnolo), which is within walking distance of the main attractions and the historic center.

What to Eat

Do not leave the city without eating a Neapolitan Pizza or the Traditional Ragu. Neapolitan cuisine, in general, is renowned for its use of fresh ingredients and simple yet flavorful recipes. Here are my top recommendations for each!

  • L’Antica Pizzerie da Michele – Neapolitan pizza, great any time of the day and wonderful jetlag recovery food.
  • Tandem Ragu – Traditional ragu over handmade pasta in a low-key nook of town. Make sure to get a reservation for dinner.

Neapolitan pizza was great any time of the day in the 2 weeks I was in Italy.

Day 2: Explore Napoli

The city of Naples is often overlooked by travelers to Italy, who go for better-known destinations like Rome and Florence.

But those who take the time to explore Napoli for at least a full day will be rewarded with a wealth of history, culture, well-renowned museums, art galleries, churches, parks, and overall natural beauty. That said, the city is huge, busy, and you’ll want a guide .

➡️ For a historical guided tour that makes Napoli come alive, book Naples Private Walking & Food Tour .

My Favorite Spot on the Tour: Museo Cappella Sansevero , a chapel that is adorned with a number of intricate sculptures, including two life-size figures of chained sinners. The most impressive sculpture is “The Veiled Christ,” a marble statue of Christ shrouded in a thin layer of transparent marble, which is in one word “heavenly”.

Naples is indeed a crazy city, but I loved spending a few days on my 2 weeks through Italy.

Day 3: A Trip to Pompeii

So don’t repeat my mistake and go to Pompeii without a guided tour , paying only for the entrance ticket and boring audio guide; you’ll end up tuning out anyway. It will be like walking through history blind – beautiful and intriguing, but you’ll be lacking the depth, story, and impact.

👉 If I was to do this day again , this is how I would think about it: Rome to Pompeii Day Trip: The Smart Way vs. The Hard Way .

Day 4: Arrive on the Amalfi Coast

Grab the ferry from Napoli to Amalfi ( 2 hours for about $30 ) and head out in the morning. The town of Amalfi is absolutely picturesque and small, easy to explore in one day.

A little secret from locals and travelers alike is that the best way to see the Amalfi Coast is from the sea. So once you arrive and settle in, grab some lunch, head to the harbor again, and get a boat for the afternoon.

➡️ This is the Amalfi Coast Boat Rental I got so I didn’t have to spend extra money on a skipper – zero regrets!

On a boat in Italy for 2 weeks.

📍 Albergo L’Antico in the Town of Amalfi

This will be your home base for the next four days. I got a little room close to the main square and Cathedral, more expensive than Naples but within walking distance of everything. Because the AirBnBs are expensive and a little run down in the town of Amalfi, my favorite part about this hotel is that it was central, and felt super Italian in its decor.

Day 5: Explore Ravello

Ravello is a town in Italy that sits high above the Amalfi Coast. Though it’s small, there’s plenty to see and do – the main attraction being Villa Rufolo . It sits atop a cliff with incredible views of the coastline and has a beautiful garden. And some nights, live shows!

Day 6: Explore Positano

Positano is one of the most beautiful places in Italy, and it’s easy to see why. The colors are absolutely breathtaking, and the views are simply WOW!

Although it is a popular tourist destination, there are still plenty of hidden gems to be found.

➡️ This was one of my favorite days on the trip because I took the road less traveled and hiked from Amalfi to Nocelle in Positano via the Path of the Gods Hike .

The path to the gods was one of my favorite hikes on my 2 weeks in Italy.

Day 7: A Day on the Island of Capri

A day trip to the island of Capri is a must for this itinerary. The island is known for celebrity vacations, crystal-clear water, and picturesque towns.

You can take a boat around Capri from Amalfi, and then spend the rest of the day on the island soaking in the Mediterranean vibe.

➡️ This is the Private Boat Tour of Capri I took to capture the picture below – I liked it so much that I actually did it again on a separate trip back to the little island!

2 weeks in Italy and I couldn't stay away from the fruit.

Here are a few highlights you can’t miss:

  • Giardini di Augusto – Get ready for the most stunning views of the sea and Via Krupp.
  • Arco Naturale – My favorite lookout point, an easy walk/hike from Giardini di Augusto.
  • Marina Piccola – Swim in the azure waters of Marina Piccola, overlooking the famous Faraglioni rocks.
  • Explore the many quaint shops and restaurants in the town of Capri.

❌ Do NOT take the fancy-looking taxis on Capri , as they are expensive.

The best way to get around Capri is the little funicular from Marina Grande to the town of Capri, from which you can walk to all of the recommendations I outlined above.

There is also a bus if time allows you to go further to Marina Piccola or Anacapri.

Day 8: Relax in Maratea

After all the boogie-ness of the Amalfi coast, I headed south by train to Maratea in the region of Basilicata. This is a sleepy little town along the coast of Italy (in the Basilicata region) known for its dramatic coastline.

The Church of San Biagio is a beautiful example of Baroque architecture, and the views from the bell tower are not to be missed.

Not only that, there are a number of excellent restaurants serving fresh seafood, and the town is surrounded by olive groves and vineyards. Go for dinner at HOST di Viceconte Antonio and try the ravioli!

📍 Villa Venezuela (1 night)

A night of relaxation and a stunning sunset in Villa Venezuela . Book ahead of time! As a peek, this is the view from the room!

The view from Villa Armonia as I was making my way through Basilicata during my 2 weeks in Italy.

Day 9: Onward to Sicily

From Maratea to Taormina, today is a travel day, by train to ferry to train again. This was enough to have me questioning my itinerary – the silver lining was the beautiful views the train gives as it makes its way down the beautiful coastline.

I did have this thought …. should I just go back up the coast or keep going south – Which is Better: The Amalfi Coast or Sicily? Bottom line, Sicily is the place to be if you’re looking for an authentic south Italian experience .

📍 Terra Rosa Residences near Isola Bella

I stayed a little outside of Taormina near the beach of Isola Bella for 2 days at the most beautiful residence: Terra Rosa . The town was a lovely 15-minute walk up the stairs. The sunrises, sunsets, and views of Isola Bella along the path took my breath away.

This is actually a picture of Isola Bella, one of the the most beautiful views from Sicly on my 2 week journey through Italy.

Day 10: Explore Taormina

This picturesque town is located on a cliff overlooking the Mediterranean Sea. From here, you can enjoy stunning views of Isola Bella, explore the ancient Greek theatre, and sample some of Sicily’s best gelato and cannoli.

It is worth mentioning that I quite seriously ate my way through Taormina. That being said, here are some quick hitters for a self-guided walking tour:

  • Teatro Antico di Taormina – Great for sunset with views of Mt. Etna.
  • Villa Comunale di Taormina – For quiet walks and naps in the park.
  • Piazza IX Aprile – cafe central!

There is opportunity to eat many a cannoli's on your 2 week adventure through Italy.

Day 11: A Beach Day on Isola Bella

From my little residence at Terra Rosa , I walked down the stairs to Isola Bella and spent the day relaxing on the beach, drinking granitas , and snacking on fruit.

I met fellow travelers in the sun, and we ended up chatting and going out in Taormina the whole night. I went to bed at sunrise – perfection!

Day 12: Explore Isola Ortigia

Grab the train further south to Ortigia ( thankfully, trains are a great place to nap ). This little island is located in the city of Syracuse on the southeastern coast of Sicily. Although it is only about a kilometer in size, Ortigia is packed with history and culture.

Once the center of Greek civilization, its ancient ruins are now a UNESCO World Heritage Site. Today, the island’s streets are lined with shops and cafes, making it the perfect place to spend an afternoon exploring.

The cute little winding roads of Ortigia have a welcome Sicilian vibe. You'll notice this on your 2 week adventure down the coast of Italy.

Day 13: A Day in Noto

A quick train ride from Ortigia, Noto is the best place to spend a day in Sicily. The entire town is a UNESCO world heritage site , and it’s easy to see why.

The town was rebuilt in the 18th century after a devastating earthquake, and the resulting baroque architecture is simply stunning.

Start your morning with a stroll down Corso Vittorio Emanuele, the main drag, which is lined with cafes and shops. Then visit the Noto Cathedral , followed by all the other churches and palaces that line the streets, each more beautiful than the last.

Finish up with a stroll through the picturesque gardens of Villa Comunale , and head home to Ortigia for dinner!

Noto is a UNESCO World Heritage Site and a stop on the 2 week itinerary through Italy.

Day 14: Time to Fly Home!

And that wraps up what I hope will be many more itineraries to explore La Dolce Vita of the Italian coast. Take the train to Catania Airport, and connect to wherever you call home. Don’t forget to send postcards before you go!

2 Weeks in Italy Map

This is the route I took for the trip. I flew into Naples and flew home from Catania, Sicily.

The 2 week route in Italy includes trains, ferry's, and sometimes scooters!

If you have MORE than 2 Weeks in Italy

If you have a couple more days, here are a few more spots and adjustments to the itinerary I would make:

✅ Spend a few more days in Capri .

On another trip, I ended up spending a long weekend on the island of Capri itself (lodging in Anacapri) and treated myself to a solo relaxation holiday!

✅ Spend more time in Sicily .

On yet another Italy trip, I spent a whole two weeks exploring Sicily. Here are the best of the best recs:

  • Palermo – The capital of Sicily, this is a full-on immersion into Sicilian everything – from the churches to the food, to the impossibly winding tiny streets of the old town. Just amazing!
  • Isola di Favignana – Take the ferry from Trapani and rent a bike to wander this beautiful little island for a day or two!
  • Erice – A gorgeous historic town on top of a mountain, this is a great day trip from Palermo on the way to Scopello!
  • Scopello – Find your way to this little retreat beach – Cala Mazzo di Sciacca .
  • Cefalu – Also found on many postcards from Sicily, this little town rounds up some of my favorite northern spots in Sicily!

italy road trip 2 weeks driving

If you have LESS time in Italy

If you have less than 14 days in Italy, try not to be sad. Just promise you’ll be back! Jokes aside, here are a few adjustments you can make to this itinerary:

✅ Skip Maratea and focus on the Amalfi Coast & Sicily. I would start the trip with a roundtrip flight from Naples to Sicily (flying into Catania Airport near Taormina). And of course, there is the ferry from Naples to the Amalfi for the second portion of your trip.

✅ Spend only two days on the Amalfi Coast , prioritizing a day trip to Capri and seeing Positano from the sea ( check out the recommendations I made in the itinerary to save money on boat rentals ).

However you customize your trip, something about Italy just makes you feel alive. The food, the wine, the history, and the culture all come together to create a magical place that I couldn’t help but fall in love with.

It's never too late to extend your 2 weeks in Italy and spend more time in Capri!

Travel Tips Before You “Andiamo!”

There are a few frequently asked questions I’d like to get out of the way.

Can I tour Italy in 2 weeks?

While 14 days in Italy may seem short for some ( or their entire vacation time for Americans ), it’s actually the perfect amount of time to explore the major cities and 1 to 2 regions without feeling rushed.

As an aside, I loosely split Italy into three regions:

  • The North – Think mountains, skiing, Lake Como, Milan, Venice.
  • The South – Naples on down to Sicily, including Pompeii and the Amalfi Coast
  • The Chunky Middle – The capital of Rome, the Vatican, the rolling hills of Tuscany

Hiking in the Italian Dolomites & Swiss Alps

If the mountains are more your calling, consider heading to North Italy for some of the most epic hiking of your life. This is my favorite region of Italy, and I say this very seriously because I know how pretty the Amalfi Coast and Sicily are!

2 weeks in Italy can easily be spent in the Dolomites.

How long do I need on the Amalfi Coast?

The Amalfi coastline is one of the most popular tourist destinations in Italy, because, yes, it really does look like the pictures – dramatic cliffs and turquoise waters galore.

I think a long weekend will give you plenty of time to relax on the beach, take day trips to nearby islands, and explore the charming villages, like Positano and Ravello, that dot the coast.

Do I need travel insurance for this trip?

Yes, if you’re planning to stay in Italy for an extended time OR you’re going to be hiking and driving long distances, you should consider reviewing the 5 Best Medical Insurance Policies for traveling in Europe , because shit happens.

This is what I use ▶️ Check Prices for SAFETYWING Insurance ! ◀️

The idea is that if something does go wrong, you’ll have peace of mind knowing that you’re covered.

How much does it cost to stay in Italy for 2 weeks?

I was worried 14 days in Italy would break the bank – especially with the Amalfi Coast and Taormina on my itinerary – but it didn’t!

There are a number of ways to save money while traveling , such as staying in hostels or AirBnB rather than hotels, eating at local restaurants rather than tourist traps, and taking advantage of free activities such as walking tours – all of which I did.

Here is the price breakdown for my 14-day stay in Italy, which totaled around $1,500 ( sans flights because I use credit card points for this ).

  • Transportation : $100/week ( ferries, trains, Uber – still cheaper than renting a car )
  • Housing : $40-100/night ( places like Maratea will be less expensive, Amalfi on the more expensive end )
  • Meals : $15-30 for some of the best pasta, seafood, and desserts of your life
  • Wine : $3 a glass for amazing Italian wines ( and the Italians always pour a little extra every time . .. bless them! )

Literally the best seafood of my life in my 2 weeks in Italy down the coast!

When should I visit Italy?

While that depends on what you want to see and do, I went on this trip in June!

That said, spring or fall is ideal if you’re interested in exploring the country’s major cities . The weather is pleasant, and there are fewer crowds compared to the summer months.

If you’re more interested in spending time outdoors , then summer is the best time to visit . Italy is also a great destination for winter sports, as the Dolomites offer some of the best skiing in Europe.

What should I pack?

First and foremost, the Italian sun can be incredibly strong, especially during summer.

You’ll want to pack light, comfortable clothing that can be easily layered – firstly because the temperatures can vary widely, and secondly because you’re traveling by public transport most of the time. Minimalism is key !

I’ve put together a quick checklist of Comfy Road Trip Outfits for this itinerary- pay special attention to the summer capsule wardrobe for Italy.

Conclusion: 2 Weeks in Italy from Napoli to Sicily

Planning a trip to Italy can be a big task, as this country has so much to see and do.

I went for a whole month, journeying from Rome all the way down to Bari and Sicily, one gelato cup at a time, living the “dolce far niete “, meaning “the sweetness of doing nothing” before writing this little guide.

To be fair, I think even if I went a thousand times, there is still more to see. All that said, with a little careful planning, it is possible to get a good sampling of Italy in just 14 days.

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Mariana Barbuceanu is the owner and author of the Road Trip EuroGuide, a blog that inspires fellow travelers to explore Europe more authentically through slower travel and digging deeper into the culture of a place. When she isn't writing about her adventures, she is planning trips for her community and coaching people on how to take that next step towards a much-needed sabbatical.

Jessie on a Journey | Solo Female Travel Blog

An Epic 2-Week Italy Road Trip Itinerary: Milan To The Amalfi Coast

By Jessie Festa. This Italy road trip guide contains affiliate links to trusted partners!

For the past two summers, my boyfriend Andy and I have chosen countries in Europe to road trip through, taking our time to just enjoy the scenery and have adventures along the way.

Last year we explored the South of France , while this year we chose Italy , beginning in Venice and ending in the Amalfi Coast .

Table of Contents

Our Italy Road Trip Route

Okay, so in reality we actually flew round-trip NYC -> Milan as flights to and from Milan seemed to be much more affordable than other cities. We didn’t really spend any time there, though, so for the intention of this post I won’t really be mentioning it.

As soon as we arrived into Milan we hopped on a pre-booked Trenitalia train to Venice.

After Venice we pre-booked an Italo train to Florence where we picked up a car and began our Italy road trip.

The full 2-week Italy road trip itinerary included Milan – Venice – Florence – Tuscany – Perugia – Amalfi Coast – Ischia.

Psst, Don’t forget to pin this post for later!

How to have an amazing Italy road trip

Booking Ferries & Trains In Italy

For train and ferry travel we booked in advance, using Omio ’s easy interface and reliable booking system.

We also found Omio often had cheaper prices than booking directly with TrenItalia and Italo.

hiking mount epemeo

Note: You’ll want to book in advance! The earlier you book your train and ferry tickets, the cheaper it will be.

For example, our train tickets from Milan to Venice were 60.80 Euros for two tickets (one-way) booked in advance.

When we arrived at the train station early from the airport and asked if we could switch our ticket to an earlier train, they said we would have had to pay the difference in price: 160 Euros.

We were glad we booked early.

italy road trip

Renting A Car In Italy

Ugh. So the truth is we booked our car through Hertz.

I hate Hertz. I’ve had so many problems with them over the years, and their customer service just is not good.

Typically I’d book with Enterprise, but they didn’t have a car rental office in the city in Florence (only the airport).

We tried to book with EuropCar, but they didn’t have automatic cars in the city (only the airport).

In short, if you don’t mind renting from the airport — such as if you’re flying into Florence anyway — book with Enterprise . In my experience they are the best and have great customer service.

If you’re desperate for an automatic car in Florence and don’t want to trek to the airport, Hertz has what you need.

Here is another option that I sadly didn’t know existed before this trip:

Use a comparison site like Discover Cars .

You can save up to 70% on your rental just by comparing your options!

Use their widget here and try it out for yourself: 

italy road trip 2 weeks driving

Best Hotels In Italy

We booked almost all of our accommodation through Airbnb. You can stay in everything from gorgeous countryside wineries to historic palaces-turned-city hotels.

Accomodation Links:  We loved all our accommodations aside for Amalfi Coast, so I’m leaving that one out of the list.

  • Milan Airbnb
  • Venice Airbnb
  • Florence Airbnb
  • Montepulciano Airbnb (extra special!)
  • Perugia Agritourismo (extra special!)
  • Ischia Airbnb (extra special!)

Prefer hotels?

Click here to search for the best hotels in Italy!

You can also use this map to search for local hotels and rentals:

Italy Road Trip Video

Love traveling through video?

Check out my entire Italy trip video above!

Italy Road Trip Highlights

Wow! Where to begin. There were so many amazing experiences to be had on the trip, from the wine travel to the scenic adventures. Here are 12 highlights from our journey — truly one of the best road trips we’ve ever done!

Quick tip: download these 6 amazing apps before your road trip.

1. A Floating Apertivo Hour

While we did the whole gondola thing — hey, you gotta! — we also booked a Canal & Aperitivo Experience with Urban Adventures .

Full disclosure:

I work with Urban Adventures in NYC as one of their guides, so when coming to Venice I reached out to their Italy manager and they set Andy and I up with this awesome experience.

italy road trip

We took a private water taxi down the Grand Canal and beyond, seeing everything from the city’s ancient palaces-turned-hotels to outer islands like Murano and Lido .

Along the journey we learned fun facts about the city — like that Venice invented the Aperol Spritz — while sipping Prosecco, munching on tasty finger sandwiches and clinking glasses with new friends.

While the gondola was fun, this felt like a much more local experience. It was definitely an Italy travel highlight, and would be a great social experience for those traveling solo in Italy too.

2. Explore The Art

For an inspiring afternoon, wander the sculpture gardens at  Giardino Della Marinaressa  (public park) —  Carole Feuerman ‘s sculptures were on view when we visited — before boarding a ~10-minute  vaporetto (ferry taxi) to Murano.

italy road trip venice art

Here you can drink an Aperol Spritz on the water before wandering the many Murano glass shops.

Within the stores, you’ll see gorgeous glass sculptures, jewelry, and housewares. Additionally, walking around the small island introduces you to giant al fresco glass works.

murano glass

Burano is another island nearby — though a bit farther at about an hour away from Venice. Here the houses are in crazy bright colors, with the shops introducing you to artisanal lace products.

3. Lido Beach

While you can’t swim in the Grand Canal — both because there are so many boats and because it’s full of sewage — you can head less than 10 minutes by vaporetto to Lido Beach.

lido beach

It’s about a 15-minute walk from the dock to the shell-gowned shoreline, with tons of gelato shops offering a snack for the stroll.

Once there, walk along the sand or jump in for a swim.

It’s seriously beautiful, not to mention their beach cafe serves tasty Aperol Spritz cocktails.

Can you tell what my favorite cocktail is?

Check out my full article on responsibly exploring the city for more things to do in Venice .

4. Take A Fresco Class

Sadly, the art of fresco in Florence is dying out. In fact, there are only three fresco artists left in the city, and you can take a workshop with one through Context Travel .

We had the pleasure of creating our own frescos with Dr. Alan Pascuzzi in his San Frediano studio.

The neighborhood is known for its artisan studios and introduced me to the city beyond the Duomo.

fresco painting

True fresco refers to applying natural pigments to freshly laid (wet) lime plaster.

There are no binders — like oil — in the paints, just water, and when the hues hit the limestone a chemical reaction takes place that leads to a truly lasting piece of art.

The tough part is having to complete your painting (and tempering!) before the plaster dries.

A truly creative race against time that leaves you with a deeper cultural appreciation and an authentic souvenir to take home!

This was one of a few great art experiences in Florence that we did!

5. Dinner In A Local Home

This was our second dinner through BonAppetour  and as usual, it was a pleasure.

We opted for a traditional Tuscan dinner in the home of a local man named Andrea and his wife Giovanna , savoring a delectable spread.

Panzanella

On the menu: Tuscan tomato & bread salad (Panzanella), Tuscan onion soup (Carabaccia), spinach with baby squid in squid ink (Seppie al Nero con Spinaci) and cold chickpeas with tomato and sage (Ceci all’uccelletto) — all paired with wine of course. This meal made me seriously want to volunteer to do vineyard work in Italy and immerse myself in the vino culture!

We ended with a chestnut tart called Castagnaccio that’s typically eaten in mountain communities, paired with locally made dessert wine. Yum!

6. Wandering San Niccolo

We loved this Florence neighborhood! Walking around Florence we noticed a few recurring styles of street art.

One was the work of Blub , who painted small square portraits of cultural icons like Salvadore Dali and the Mona Lisa as scuba divers.

italy road trip art in florence

There was also Clet , who added stick figures in interesting situations to typical street signs.

Both of their studios are in San Niccolo — along with other Florentine artists — and you can purchase a creative gift.

7. Sips & Sculptures At Belvedere Fort

Okay, so there are MANY attractions offering a view over Florence. Andy and I first visited Boboli and Borelli gardens…and were unimpressed.

Maybe in other seasons there is a lot to see, but in late August there were not many flowers, especially after paying 10 Euros each to get in.

italy road trip belvedere fort

While wandering around the gardens, we stumbled upon Fort Belvedere next door, which was just 3 Euros each to get in.

Not only were the views stupendous, but the historic fort houses an indoor art museum and outdoor sculpture garden.

It’s pretty interesting to look out over a massive 79-foot skeleton with a Duomo backdrop.

belvedere fort

The Aperol Spritz cocktails and pizza were delicious!

While TripAdvisor said it would be expensive, we thought $55.50 USD for two meals, two cocktails, and two coffees was very affordable, especially for what we got.

8. Drinks On Ponte Santa Trinita (Bridge)

Of course, the Ponte Vecchio is a must, though expect tons of tourists eating gelato and perusing the impressive amount of jewelry shops.

Once the sun goes down, grab a bottle of wine — might I suggest some Chianti — and head to the Santa Trinita Bridge .

It’s beautiful to see the reflections of buildings at night on the Arno River , and there are many people on the bridge also sharing some wine and taking in the peace.

Montepulciano (Tuscany)

9. take a scenic bike ride.

If you’re active, I highly recommend a scenic bike ride with Cortona Wine Tours   through the UNESCO World Heritage-listed Val d’ Orcia.

The valley is known for inspiring Renaissance painters and being landscaped in a way that led to locals living in harmony with nature.

You’ll cycle through cypress-lined paths, olive groves, medieval towns and endless rows of sangiovese, the predominant grape in the famed Vino Nobile di Montepulciano wine.

While challenging — it’s those steep rolling hills that make Tuscany so beautiful — it’s worth it for the views.

bike tuscany

The 21-kilometer ride ends with a delicious farm-to-fork Podere Il Casale .

Clinking glasses of homemade wine while sharing plates of house-made pici (a local chickpea-flour pasta) and suckling pig laced with goat’s milk and ginger, the tastes and company were enhanced by a gorgeous aerial view of the valley.

If you’d prefer not to exert so much energy, Cortona Wine Tours also offers private wine tours by car, as well as Vespa tours, truffle hunting excursions and custom experiences.

Perugia (Umbria)

10. stay at an agriturismo (with pets).

While we stayed at some amazing accommodations, our favorite was Agriturismo La Fonte , a gorgeous farm stay accommodation in Perugia .

I was shocked to learn that not many Americans visit Umbria , skipping over it for the nearby Tuscany.

agriturismo la fonte

Which is a shame, because Umbria — known as the “green heart of Italy” — is so breathtakingly beautiful.

As soon as we drove onto the property and saw our apartment backed by endless rows of olive bushes and chestnut trees, we were in heaven.

Inside, a table showcased a spread of homemade and farm-sourced goodies:

Fresh eggs, lemon cake, tomatoes, olive oil, preserved eggplant and zucchini, jam, bread and a bottle of red wine — which quickly got poured into our glasses as we ducked out onto the patio to take in hillside views.

italy road trip la fonte

On property, we hiked, lounged by a pond, napped in hammocks, played with dogs and cats, swam in the pool, played ping pong and foosball, and just enjoyed the feeling of complete peace and quiet.

This is a must-stay in Italy! Also, if you’re looking for weekend getaways from Rome , Perugia is a popular option.

Amalfi Coast

11. trek the “path of the gods”.

The 5-mile “Path Of The Gods” — also known as “ Il Sentiero degli Dei” — sits beautifully embedded into the slopes of Monte Peruso .

It begins in Bomerano and ends in Positano , taking you along the hillside towns and ancient ruins.

According to The New York Times , the Path was “carved out by Greek settlers in the eighth century B.C. and was later used by those living in secluded monasteries.”

path of the gods

Not only are you traversing history, but the views over the sparkling Gulf of Salerno and of Naples as you wind your way up and down the terraced hillside are absolutely jaw-dropping.

What’s really neat is you have a view of chic Positano and its pastel-colored houses most of the time, so your eye is literally on the prize as you hike.

This was one of the most stunning, interesting hikes I’ve ever done.

Bonus: it’s free!

12. Have A Heavenly Island Getaway In Ischia

Just a 90-minute scenic ferry ride from Naples port sits Ischia , an island settled by the Greeks in 770 BC that’s shrouded in mythology .

In fact, it’s said that after an altercation with Zeus, a monster named Typheus was banished to live under the island, which is why it’s filled with volcanoes and thermal pools.

italy road trip ischia

For the perfect itinerary stay in Ornella’s Airbnb in the island’s Campagnano neighborhood , a true slice of heaven on earth.

The accommodation has both a lush garden terrace and 360-degree rooftop, both offering gorgeous views of the medieval Aragonese Castle, the Gulf of Naples, and the adjacent islands of Procida and Vivara.

On the island also don’t miss a hike to the top of Mount Epomeo , the highest point on Ischia at 2,589 feet.

Follow the adventure with a wander through Sant’Angelo , a pastel-hued village full of artisan and clothing shops.

sant'angelo ischia

One favorite:

NaturIschia , where Andy and I sampled free tastings of local limoncello, locally-made liqueurs laced with melon and pistachio, and delicious chocolates filled with limoncello.

From there, walk down to the sandy Chiaia di Rose Beach , secluded Cava Grado Beach or the steamy  Le Fumarole Beach .

Deal:   Click here for $40 off your first Airbnb stay !

Travel Insurance

While you hope everything runs smoothly, sometimes travel just doesn’t go according to plan.

This is why I recommend always purchasing travel insurance. The scary truth is it only takes one bad accident to lose everything — or be thankful you were covered.

Personally, I use SafetyWing, as they’ve got a large network, offer both short-term and long-term coverage (including limited coverage in your home country), are budget-friendly, and offer $250,000 worth of coverage with just one low overall deductible of $250.

Click here to price out travel insurance for your trip in just a few clicks .

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This epic 2-week Italy road trip itinerary shares beautiful places to stop along the way, from Florence to the Amalfi Coast and beyond. Discover unforgettable adventures in Tuscany and fun things to do in Ischia, Montepulciano and more! // #ItalyRoadTrip #ItalyTravel #ItalyItinerary #RoadTrips #ItalyCities

Have any Italy road trip tips to add or questions to ask?

Logistics: Stay: Get $40 off your first Airbnb with this link ! Route:  Milan -> Venice -> Florence -> Montepulciano (Tuscany) -> Perugia (Umbria) -> Amalfi Coast -> Ischia -> Milan. Note: We spent very little time in Milan, but flew round-trip from there as flights to and from NYC were signficiantly cheaper than other airports. Car Rental:  We used train travel until we reached Florence. Sigh.  I’ll admit we rented from Hertz, my least favorite car rental company in the world , but they were the only ones we found who didn’t require us to go to the Florence airport to pickup an automatic car (instead we simply walked 10 minutes from our Airbnb to pickup). Of course, when we got our final receipt we’d been charged ~$75 USD for fuel — even though we’d filled up the tank before returning — and I had to spend time getting the charge removed. Can you tell I looooove Hertz? Nope! I’d recommend using Enterprise or another rental company instead. You can use Discover Cars to price compare, and save up to 70% on your rental booking ! Getting Around: We loved our Italy road trip! The only difficult area to drive on our itinerary was the Amalfi Coast (definitely scary, though not impossible if you’re comfortable with driving). Also big cities like Rome and Naples will be challenging, too (we avoided those). Additionally, train travel in Italy is phenomenal. For the few trains we did take we loved Omio’s prices and interface. Actually, we found Omio to be cheaper than booking directly with Italo and Trenitalia, the train companies we used. Safety Essentials:  I never leave home without: Clever Travel Companion Pickpocket-Proof Garments Vigiliant Personal Alarm Currency: Euro Dining Tips: Understand that in many places there will be an extra charge for sitting at a table. Note that you do not need to tip — service is typically included — though you can leave 5-10% if you wish. While in the US if a restaurant serves a snack that was not asked for, like bread or peanuts, it’s safe to assume it’s complimentary. In Italy though we were often charged a few Euros for these. If you don’t want them, say so. Language: While many locals speak English, it’s helpful to know some Italian. At least know a few common words and phrases . Accommodation:  I found Airbnb to be really affordable with tons of great options — many with views, gardens and patios. Get $40 off your first Airbnb with this link . SIM Cards: While you can buy your SIM card from the airport, I recommend purchasing it within the city of your first stay. This way, if there’s a problem you can go back to the place you actually purchased it to get help. I sadly purchased mine from the Milan Airport, and wasn’t told you’re supposed to *not* use your phone until you receive a certain text message (which is in Italian). I used up my entire 40-Euro package — which should have lasted my entire 10-day trip — in less than an hour due to this error and had to re-purchase one, because the Vodafone representative in Venice (the first city visited on the Italy trip after landing in Milan) told me the airport wasn’t affiliated with his shop.

Road Trip Through Italy Travel Video

Check out my entire trip video above

Italy Road Trip Travel Infographic

italy road trip 2 weeks driving

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14 Comments

I actually have that on my bucket list: road trip in Italy! I want to go from North to South and visit Sicily as well. I only know a bit of the north, but Italy is such a beautiful country I need to know more one day! Thanks for sharing such fine article:)

Great itinerary, nice to see you included Umbria!

Great post with lots of details! Makes me want to leave now!

Your photos are brilliant they really make you want to organise a road trip through Italy. I have never heard of Bon Appetour it sounds really interesting, Is this only found in Europe?

@Sarah: I believe in other places, too!

This post got me yearning for Italy and Europe (I’m in Thailand at the moment). Going back to Finland for the summer but not sure about my finances. I’d so want to do a road trip in Italy now!

Goodness me this is a thoroughly informative post!! DEFINITELY saving this for a future return to Italy! #blogpostsaturday

Italy has so much to see! You are brave to drive there. One of the few places i felt a bit…timid. LOL

I have booked twice with Hertz here in France and they are the WORST! I’m glad I’m not the only one, haha. I love Italy and am actually planning a roadtrip in Tuscany soon! Thanks for your post.

This is my dream trip! Good to know its well worth it to book early. That’s a huge price difference!

I travelled Italy by car last year but you definitely have be jealous with everything you got up to!! We couldn’t hike the path to the gods because of wild fires Next time ❣️

This whole itinerary is awesome. Great photos, so much cool stuff. Looking forward to Italy!

the links for the AIRBNB don#t seem to work anymore. Can you please reshare

@Andreea – If they don’t work it may mean that those listings aren’t live right now. I’ll try to see if I can find new links as soon as possible!

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Ultimate Italy Road Trip (North & South)

Italy Road Trip ideas and itinerary

Planning an Italy road trip? Here are itinerary ideas for Northern and Southern Italy, plus maps, route planner, best places to visit and more!

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Italy Road Trip

Italy has an interesting reputation when it comes to road trips. It’s infamous for crazy drivers doing reckless things on tiny roads… and those stories aren’t entirely inaccurate.

Driving in Italy CAN be challenging. There are indeed crazy drivers who refuse to give way. There are some difficult routes and roads can be poorly maintained, especially in the south of Italy.

BUT, before you give up the idea of an Italian road trip completely, it’s one of our favourite countries in Europe to drive around. The weather is often wonderful (MUCH better than the UK), the people are welcoming (unless they’re driving and refusing to give way!) and the food involves pasta, pizza and copious amounts of ice cream. Seriously, what’s not to love.

It doesn’t matter whether you are travelling Italy by car, motorhoming or campervanning in Italy or exploring by bike- there’s plenty here for you to start planning your perfect Italy road trip. We’ve provided road trip itineraries, places to visit and more to help you have an amazing adventure.

Ultimate Italy road trip Planner

Don’t forget to grab your FREE road trip planner- this helpful guide will allow you to make notes on the places you want to visit in Italy and keep it all organised so you can remember it all.

Make planning your next road trip EASY (& fun!)

When you’re planning a road trip, keeping track & organising all your ideas is often the hardest part. Fix that TODAY with our printable pdf road trip planner. Grab yours FREE now

italy road trip 2 weeks driving

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Planning a driving holiday in Italy

Italian road trip basics.

Some quick tips for driving in Italy:

  • Italy drives on the right
  • Motorways are GREEN, dual carriageways are blue (opposite to the UK and much of Europe)
  • The maximum speed for private vehicles under 3.5t is 130kph (81mph) on motorways but speed limits are lower for cars towing caravans and for motorhomes over 3.5t in weight.
  • When on two-lane motorways, dipped headlights must be used.
  • If driving through towns and villages, only use the horn in an emergency.
  • Buses and trams have right of way.
  • Seatbelts are compulsory
  • In-car speed camera detectors and motorhome sat-nav systems warning of the presence of radars are illegal (whether they’re in use or not!)
  • Using a mobile phone while driving is illegal, but you can use a hands-free unit.
  • Minor traffic offences can result in on-the-spot fines.
  • UK driving licences are perfectly acceptable to use and you probably won’t need an IDP (find out the changes made to driving in Europe after BREXIT )
  • You will need a green card to prove you have insurance cover when travelling in Italy.

Best places in Italy for a road trip- campervanning in Italy tips

Speed limits in Italy

Speed Limits are as follows for cars and vehicles under 3.5t (unless otherwise signed!)

  • 130 km/h (80 mph) on motorways
  • 110km/hr (30mph) on major roads
  • 90 km/h (50 mph) on minor roads (out of town)
  • 50 km/h (31 mph) in built-up areas

In rain or snow conditions, the limit is lowered to 110 k/h on motorways and 90 k/h on trunk roads- this WILL NOT be signposted- you’re expected to know it

Fuel Stations in Italy

Fuel prices are comparable to France. and slightly cheaper than the UK. Buy fuel anywhere apart from on the main roads- it’ll be cheaper.

There is a ‘two-tier’ payment system in Italy. A cheaper option if you fill yourself (self-service), and a more expensive rate if you get a forecourt attendant to do it for you. There’s often a symbol of a man with a pump, but ‘con servicio’ or servizio for service and ‘self’ for self-service.

Many stations close overnight and on Sundays. Chiuso means closed in Italian and Aperto means open.

Petrol (Unleaded) is Benzina senza piombo/ “Benzina verde”. It’s also called Normale (95) or Speciale (98) and will be green handles at the pump.

Diesel is Gasolio / Diesel and will be black or yellow at the pump.

Planning to take your motorhome to Europe?

Europe Motorhome travel checklist- FREE

GUIDE: Stop the overwhelm with our step-by-step guide. Contains eBook, checklists and more. Complete Europe Motorhome Travel Toolkit

CHECKLIST: Don’t forget to grab your FREE Europe motorhome travel checklist HERE

GEAR – If you need any motorhome gear for touring Europe, here’s what we recommend.

Low Emission Zones and ZTL’s in Italy

Many major cities and towns are trying to reduce pollution levels by restricting vehicles into the centre. This is a ‘Zone Traffico Limitato’ or ZTL. Most ZTLs are for residents only, so if you drive into a ZTL you will receive a fine through the post. Also, NO rented vehicles are allowed in a ZTL at any time.

Low Emission Zones are becoming more common throughout Europe. If you do decide to drive into a city with no ZTL, check if there is an LEZ or congestion charge to pay. Alternatively, park outside the city and use public transport to access the centre.

Hiring a vehicle for your Italy Road Trip

If you don’t want to drive or are planning to fly in, you can hire a car or campervan for your Italy road trip. If you’re flying into Italy, you’ll need to pick an airport near the area you want to explore. Then you’ll need to find a hire company with a base near there and plan how to get from the airport to the campervan.

If you’re driving and then hiring, make sure the hire company has somewhere secure to park your car whilst you’re off touring around Italy.

Want to rent a vehicle for your road trip?

These might help:

  • Discover incredible deals for motorhome/ camper rentals
  • Find the best deals for car rental

READ: 10 essential questions to ask before you rent a motorhome

Driving in Italy- what to do in the event of a road traffic accident

You should have a European Claim Form provided by your insurer before you leave. In the event of an accident, all parties complete and sign the form at the scene and then send a copy to your insurer for assessment.

What to do at the scene:

  • Stop your vehicle immediately but safely- out of the flow of traffic if possible.
  • If a vehicle is blocking the road, use hazard lights and put the red warning triangle 30 metres from the scene to warn approaching traffic
  • Name and address of all the people involved in the accident
  • Vehicle registration numbers of all parties
  • Insurance company details of all parties
  • Take photos of damage using a camera, GoPro or phone

For more details, read our step-by-step guide on dealing with a road traffic accident in Europe

Best time of year to do an Italian Road Trip

As with all European road trips , WHEN is almost as important as WHERE.

We’ve enjoyed several road trips in Italy, both in a car and in our motorhome. We’ve visited in every season- and when you go definitely does make a difference.

Italy Road Trips in Spring

Spring is a great time to road trip in Italy. The later you leave it, the better the weather will be. Try and avoid Easter if you can- many places are closed for religious reasons, but it also gets busy as schools are on holiday.

Italian roadtrips in Summer

Summer is crowded pretty much everywhere in Italy. Although the weather is generally great, having to queue for major attractions in the heat can make you wilt. Also, many hotels and campsites book up months in advance.

Roadtripping Italy in Autumn

This is our favourite time to road trip around Italy. We toured the Dolomites in early October and the weather was perfect. See all our favourite places in Europe in Autumn

Italy road trips in Winter

Don’t dismiss Italy in Winter – there’s still plenty to do. Northern Italy does get cold and there’s snow in winter, so you’ll want to make sure you have proper heating in your camper or motorhome.

Obviously, the further south you go the warmer it will be. Sicily is where the Italians go to escape the chilly temperatures in the north, so that can be busy. Of course, if you want to go skiing with your motorhome, stay in the Dolomites and enjoy some of the best slopes in Europe.

Snow continues in Northern Italy all the way through until March. We did a tour from Rome to Florence (via Pisa) in February and there was still snow on the ground, it was freezing cold, but the lack of people was wonderful- we practically had some of the museums and popular sites to ourselves! If that’s too cold for you, here are the warmest places in Europe in February .

italy road trip 2 weeks driving

Italy Road Trip Route ideas

If you have the time, there are countless places and routes you could take in Italy. To help, we’ve separated the country into regions and sections for you, as well as giving the best places to visit in each area.

Road trip to Italy from UK- route planner

If you’re driving to Italy from the UK, you need to allow at least one day to reach the Italian border. There are several routes you can take.

If you’re planning a road trip through France to Italy, we’ve put together some of the best driving routes for motorhomes, campers, caravans and cars (complete with estimated toll charges)

italy road trip 2 weeks driving

Tolls in Italy

Italy doesn’t have a vignette- it has tolls (pedaggio). You collect a ticket at the machine as you enter the road system and pay (either a person or machine) at the end in cash or on a card. Tolls are generally more expensive than Spain but cheaper than in France.

You can use a tollpass/ telepass (like e-Movis) or you can pay-as-you-go by cash or card (we always recommend carrying some cash- just in case!) Signs indicate the means of payment accepted on each lane.

You can calculate the toll cost of your intended route here

Italy Road Trip- How long to spend touring Italy

Italy road trip one week.

It is possible to do an Italy road trip if you only have a week for your holiday. However, you will need to plan your trip carefully to make sure you get the most out of it. For only one week in Italy, we recommend staying in Northern Italy (unless of course you’re flying in and then renting a vehicle)

If possible, going for at least 10 days will allow you to see much more, and be able to relax and enjoy it.

Italy Road trip 10-14 days (two weeks)

Obviously, the longer you have, the more you can see. As a guide, we’d suggest two weeks for road tripping around Northern Italy, and 10-14 days for Southern Italy.

Driving from North to South Italy

If you’re desperate to see as much of the country (and eat as many of the different regional Italian dishes ) as possible, it takes about 12 hours (1160km) to drive from Milan in the North to Catanzaro in the South- according to Google maps. Personally, I think this is VERY optimistic and you should allow at least 2 days driving.

For the purposes of this guide, we’re calling Northern Italy anything from Rome north, and Southern Italy anything south of Rome.

New to motorhome or camper travel in Europe? You might find these posts helpful:

Tour Europe in a Motorhome; Motorhome Europe Travel

See all our Europe motorhoming posts here

NEED GEAR? If you need any kit or essentials for motorhoming in Europe, here’s what we recommend and where to find it

Northern Italy road trip

There are some spectacular places in Northern Italy to explore by road. In fact, we prefer Northern Italy to Southern Italy- but that’s mainly because we love the mountains. Here are some ideas for your road trip.

Driving in Europe after Brexit

Northern Italy Road Trip highlights and best places to visit

Some of our favourite places in Northern Italy include:

  • Gran Paradiso
  • Cinque Terre, Portofino and Portovenere
  • The Italian Lakes (especially Lake Garda)
  • The Dolomites

Stelvio Pass

Northern italy bucket list map.

Here’s a map of some of the places mentioned on our Northern Italy road trip itinerary, so you can find them easily.

You can find out more about each area below.

Northern Italy Road Trip Map

Italy North West Coast road trip

If you’re driving into Italy, especially if you’re driving from the UK, many people find themselves arriving in the North West- from France or Switzerland. If you are going motorhoming in Switzerland , remember you may need more than a vignette.

This is the perfect introduction to Italy. There are national parks, beautiful villages, amazing coastline and dramatic mountains. It can include Gran Paradiso National Park, Cinque Terre, Portofino and Portovenere, La Spezia and down into Tuscany.

Gran Paradiso National Park

italy road trip 2 weeks driving

The Gran Paradiso National Park was one of the first National Parks to be created in Italy and is popular for skiing, wildlife watching and hiking. 

Only 20% of the park is forest- the rest is scrubland, mountains or grassland, so if you want to see wildlife the forests are a great place to head to. You might even see the famous Ibex and Chamois.

The highest point is Gran Paradiso mountain, which stands at 4061m but there are plenty of other mountains and valleys to explore. There are many hiking trails and walks- and several guidebooks you can buy to stay on track. 

How long to stay in Gran Paradiso

You can get a taste of the park in a day, but if you’d like to do any hikes or see more of the highlights, stay in the area for at least 2 or 3 days.

Where to stay in Gran Paradiso?

If you’re in a campervan, be careful as wild camping is forbidden in National Parks, but there are plenty of campsites and Sostas around.

If you’re touring Italy by car or bike, here are some wonderful accommodation options for you .

italy road trip 2 weeks driving

We love the Bellevue Hotel and Spa – friendly, relaxing and right near the glacier.

Highlights of a road trip in Gran Paradiso National Park

Some of the best things to do in Gran Paradiso include:

  • See Gran Paradiso- the highest mountain
  • Drive the Colle de Nivolet- scenic mountain pass
  • See the views at Serru Lake
  • Drive Col Ferret- mountain pass
  • Cascate di Lillaz- 3-tier waterfall

Cinque Terre and Portovenere

italy road trip 2 weeks driving

Cinque Terre is one of the most famous regions in Italy- and for good reason! It’s a series of 5 beautiful villages, all carved into the incredible coastal cliffs of north-west Italy. 

Cinque Terre literally translates to “five lands”, which are the 5 villages: Monterosso al Mare, Vernazza, Corniglia, Manarola and Riomaggiore . It has been designated a national park and a UNESCO World Heritage Site. Portofino is just outside the Cinque Terre protected zone, but is well worth a visit too.

Driving into Cinque Terre

NOTE: Do NOT try and drive into Cinque Terre, even with a car and ESPECIALLY not with a motorhome or campervan. The roads are tiny and not easy for tourists, plus there’s little to no parking. Some hotels in the area do offer parking- if you’re driving to one of them try to avoid arriving at peak times, so the roads will be quieter.

Alternatively, find somewhere safe to park your vehicle for a couple of nights (such as in La Spezia) and leave it there whilst you enjoy a stay at a hotel in the middle of one of the prettiest places in Italy.

How long to stay in Cinque Terre

We did Cinque Terre in one day and it is possible, but it was a LOT of walking. Staying for 2 days is better- 3 if you want to see Portofino as well.

Where to stay in Cinque Terre?

italy road trip 2 weeks driving

If you want to leave your vehicle safely somewhere and stay in the heart of Cinque Terre, you won’t beat the views from Il Sogno di Manarola by The First

See all Cinque Terre hotels and deals here

Highlights of Cinque Terre

Some of the best things to do in the area include:

  • Enjoy the sandy beach at Monterosso
  • Walking the trail from Monterosso to Vernazza
  • Exploring Vernazza Harbour and Castle Doria
  • Riomaggiore
  • See the sunset at Manarola

Portovenere

Portovenere is further south along the coast. Whilst not technically a part of Cinque Terre, Portovenere is a UNESCO World Heritage Site. The town looks like something from a fairytale and is well worth a stop on your itinerary.

If you visit in August, you’ll find the Madonna Bianca Festival when hundreds, if not thousands, of Roman torches are lit at night. Also, each Monday there is a market in the town centre. 

Italian Lakes Road Trip

italy road trip 2 weeks driving

The Italian Lakes are like a warmer version of the UK Lake District- with more pizza instead of scones. They’re all pretty, but our favourite lakes are Maggiore and Garda.

How long to visit the Italian Lakes for?

We stayed for a week and only really explored Lake Garda and Maggiore properly. So you can easily spend two weeks in the area and still find things to do. Of course, you can just spend a day or two here and get a taste.

Where to stay in the Italian Lakes

There are plenty of incredible hotels, BnBs and campsites around the Italian Lakes (many with lake views!). One of our favourites is Hotel Spiaggia d’Oro Boutique Hotel , with an incredible pool AND views across the lake.

italy road trip 2 weeks driving

See all options and current deals for Lake Garda accommodation

Highlights in the Italian lakes

Some of our favourite places in the lakes include:

  • Sirmione on Lake Garda. This picturesque town dates back to Roman times. The fortress is 12th century and is one of the most beautiful castles in Italy . You can book a tour around the inside if you wish- the views down the lake are even better higher up.
  • Grotte di Catullo- ruins of a Roman Villa built over 2000 years ago! Get here as early as you can because it’s a huge tourist attraction and by mid-morning it will be very crowded. 
  • If you are road tripping Italy in a car or motorbike (or want to rent one for the day), don’t miss the Strada Della Forra Gorge road on the west side of Garda- it’s spectacular. The road is literally carved into a gorge and it’s so steep and narrow that only cars and motorbikes are allowed up it. The tunnels through the gorge are so low that you couldn’t drive through in anything bigger than a large car- I think even a 4×4 might be too big! 
  • If you like heights, there’s a zipwire near Lake Maggiore which has been on my bucket list for a while!

Milan to Lake Como Road Trip

italy road trip 2 weeks driving

This Italian Road Trip was driven by Jamie from Travel Addict

The drive between Milan and Lake Como is only 1.5 hours, but don’t rush north without taking a short break to Monza. This utterly charming Italian village is the halfway point between Milan and Lake Como. Most of the ancient buildings date all the way back to the 1400s, but the town is currently best known as a Formula 1 racing circuit

You can drive around the loop of Lake Como, or take a ferry tour. The most popular towns on the lake are Como and Bellagio, for good reason. Some of the smaller towns have their own unique charm – Varenna, Lenno, Tremezzo and Menaggio to name a few worth visiting. And no drive on the lake is complete without a stop at one of the famous villas, such as Villa del Balbianello or Villa Carlotta.

TOP TIP: The roads are doable with a motorhome, but some of them are VERY small, so try to go early in the morning or well out of peak season.

Afterwards, head west to Lake Maggiore for more of Italy’s lake region, or East to the incredibly beautiful city of Bergamo to extend your journey a few extra days. Bergamo has a rich and long history, incredible architecture that spans a hillside, and a wonderfully authentic vibe.

italy road trip 2 weeks driving

If you’re feeling brave on your Italian road trip, head north from the lakes and drive the Stelvio Pass.

The Stelvio Pass is a high mountain pass carved into the Italian Alps. It has a series of 48 hairpin turns and rises to an elevation of 2,756m (9,045ft) above sea level, making it one of the highest paved roads in Europe.

It’s not for the faint-hearted, but the views are phenomenal.

TOP TIP: Drive Stelvio Pass early in the morning- before the crowds arrive and the road becomes even more crazy!

(And yes, it looks a lot like Trollstigen Road in Norway !)

Dolomites Road Trip

Dolomites road trip

The Dolomites are one of the most breathtaking mountain regions in Europe. The incredible rock formations, combined with the beautiful lakes, valleys and incredible roads make this one of the best road trip destinations ANYWHERE, not just in Italy.

Where are the Dolomites?

The Dolomites are in Northern Italy, about an hour north of Lake Garda.

Venice to Bolzano (the start of the Great Dolomites Road) will take you about 2 and a half hours (the distance is 267km)

Milan to Bolzano is about 3 and a half hours (the distance is 278km)

How long to spend in the Dolomites?

We spent 4 days roadtripping around the Dolomites and feel like we barely scratched the surface. If you want to just drive and see the scenery, 2 or 3 days will give you a taste. If you want to hike and enjoy the outdoors, you need at least 5-7 (and still will want to go back!)

See our full Dolomites road trip itinerary

Highlights of a Dolomites Road Trip

Some of our favourite places in the Dolomites include:

  • Tre Cime di Lavaredo (seriously, if you are doing an Italy road trip in a motorhome or campervan, you HAVE to stay up here for at least one night (we stayed for 2)
  • Driving the Great Dolomites Road – this was magic and Lake Carezza is on it too.
  • Lago di Braies
  • Val di Funes
  • Via Ferrata

Where to stay in the Dolomites

If you’re exploring the Dolomites by motorhome or camper, there are some wonderful campsites and aires with breathtaking views. Don’t miss a chance to stay at the top of Tre Cime di Lavaredo- it’s incredible.

If you’re not in a motorhome or camper, base yourself at one of these fabulous locations (many with views of the Dolomites!)

italy road trip 2 weeks driving

Venice is one of the most beautiful cities in the world- there’s a reason it’s one of the most popular honeymoon destinations in Europe . Avoid in high summer- it’s just too crowded to see anything.

You can’t go road tripping in Italy (especially Northern Italy) and NOT make a stop to see Venice. This incredible city has canals, history, stunning views- and it is utterly unsuitable for vehicles.

If you’re exploring Europe in February, don’t miss the Venice Carnival – it will be crazy busy but spectacular!

When is the best time to visit Venice?

We highly recommend visiting out of high season. Our favourite time to visit Venice is after summer- in fact, it’s one of the best places to see in Europe in October.

But no matter what time of year you go, do NOT try and drive into the city, especially with a motorhome or camper.

Where to stay in Venice

italy road trip 2 weeks driving

If you want to stay in the heart of Venice, the St Regis Venice has the most incredible views.

See all ideas and deals for Venice Hotels

East Coast Italy Road Trip

The east coast of Italy (The Adriatic Coast) has much to recommend it. You can actually drive from Venice to San Marino in about 3 hours, but the prettier route is using the coast roads and taking your time.

Where to go on the East coast of Italy

Some of the best places to visit on the Italian Adriatic Coast include:

  • Trieste: up near the Slovenian border
  • Comacchio: Don’t miss the Trepponti fortified bridge
  • Po Delta Natural Park: UNESCO World Heritage site protecting around 54,000 hectares and many species of local flora and fauna
  • Cesenatico: Don’t miss the Porto Canale, which runs through the historic city centre, or the Maritime Museum which houses several vintage boats.
  • Rimini: can be crowded, but out of season is well worth a visit. Don’t miss Tiberio Bridge- the historic Roman bridge crossing the Marecchia River or the former fishing district of Borgo San Giuliano which now has colourful houses and a great atmosphere.
  • San Marino- one of the oldest and smallest countries in the world!

italy road trip 2 weeks driving

San Marino is actually a totally different country. It’s totally surrounded by Italy, but is independent. San Marino is one of the oldest and smallest countries in the world- only 23sq miles and is mostly one city.

It was founded on September 3rd, 301. The people who live in San Marino are not “Italians” – they are referred to as Sammarinese. They are very proud of their independence from Italy.

NOTE: San Marino is not part of the European Union although they do use the euro as currency.

Spend at least a day enjoying San Marino. There are castles, museums and towers to explore- you won’t get to them all in a day!

Recommended by Pamela from the Directionally Challenged Traveler

Tuscany Road Trip Planner

Italy Road Trip ideas and itinerary

This Tuscan Road Trip itinerary was driven by Martina and Jürgen from Places of Juma

There are many highlights of a Tuscany road trip- the landscapes, the historic towns and the pretty stone villages. Tuscany is also famous for art and delicious cuisine. The infro-structure isn’t bad in most places, and it’s not too crowded, except in high summer.

Some of the best places to see in Tuscany include:

  • Siena- famous for the Piazza del Campo
  • Arezzo- the antique market is legendary
  • Val d’Orcia- UNESCO world Heritage and fabulous views
  • Montalcino- famous for its for its Brunello di Montalcino wine

How long to spend in Tuscany

Plan at least a few days to explore Tuscany. Many people spend 2 weeks just in this area along!

Where to stay in Tuscany

There are many lovely agritourism accommodations all over the place, so you can stay at vineyards, farms or local producers for the night if you want to taste their produce. There are also plenty of hotels and BnBs in the region- here are some wonderful ideas for you.

italy road trip 2 weeks driving

If you’re looking for a beautiful city in Italy, you need to head to Florence. This picturesque city is famous for the culture, renaissance art, architecture and monuments. It’s full of art galleries and museums including the famous Uffizi Gallery and Palazzo Pitti. 

The centre is a UNESCO World Heritage site. There are plenty of churches, cathedrals- including the world-famous Duomo and idyllic streets to explore, as well as plenty of upmarket shops and unique boutiques to discover. 

As well as the galleries mentioned above, you should also visit the Galleria dell’Accademia, which contains the incredible marble sculptures by Michelangelo and others, notably David and Prisoners, Giambologna’s Rape of the Sabines and Botticelli’s Madonna and Child and Madonna of the Sea.

Another must-see is the Ponte Vecchio, one of the most historic bridges in Florence. As well as being picturesque, shops line each side of the bridge, including jewellers, artisans and souvenir shops. 

Where to stay in Florence

If you are visiting Florence while campervanning in Italy, there are plenty of great campsites near the city but if you’d like to stay in the centre, head for the Laurus Al Duomo hotel and be awestruck at the views.

italy road trip 2 weeks driving

See all ideas and deals for Florence Hotels

italy road trip 2 weeks driving

Rome is the capital of Italy and the most visited tourist destination- and for good reason. We’ve been to Rome many times and never get tired of the history, the ancient sites, the architecture or the incredible views.

When is the best time to visit Rome?

We highly recommend visiting out of season. Rome is always busy and always open, so no worries about missing the best parts. In fact, Rome is one of the best cities in Europe to visit in Winter.

Having said that, our favourite time to visit Rome is in October, when the colours of the changing leaves look AMAZING against the backdrop of the city.

How long to visit Rome for?

If you’ve never been to Rome before, stay at least 3-4 days. There’s so much to see, and if you don’t plan enough time, you’ll miss out.

TOP TIP: Don’t drive into Rome- use public transport.

Where to stay in Rome

There are several campsites on the outskirts of Rome, where you could leave your camper. If you’re in a car, or here are some great deals on hotels for any budget.

italy road trip 2 weeks driving

If you’d like a central location, the Otivm Hotel has incredible views and is right in the heart of the city.

Southern Italy Road Trip

So, you’ve made it to Rome and want to keep heading south? Ok, let’s talk about Southern Italy road trips.

You’ll notice a difference in southern Italy in terms of road quality, and also in how many service points and fuel stations there are- so make sure to make use of them when you find them.

It takes about 2 and a half hours to drive from Rome to Naples. The A3/E45 autostrada is the fastest route and is fine for motorhomes/ campers. From Naples, you can start exploring the famous Amalfi coastline and other historical areas, like Pompeii and Mount Vesuvius.

Be careful- parts of the Amalfi Coast route are unsuitable for motorhomes and campers.

Highlights and best places to visit on a Southern Italy Road Trip

italy road trip 2 weeks driving

Some of our favourite places to visit in Southern Italy include:

  • The Amalfi Coast
  • Pompeii and Herculaneun
  • Puglia and Alberobello
  • Cilento National Park and Paestum -the ancient Temple ruins
  • Sassi di Matera (Caves of Mattera)

Southern Italy Road Trip Map

Here’s a map of some of the best places to visit in Southern Italy. See below for more details on each.

Southern Italy Road Trip Map

Personally, we didn’t rate Naples at all, but we didn’t go into the city centre, which is apparently much nicer than the outskirts. Still, it is the home of Pizza, so I feel we need to return and give it a chance.

Pompeii and Herculaneam

Pompeii is the famous Roman city which was buried when Mount Vesuvius erupted in 79 A.D. It’s incredible to be able to walk the streets and see shops, temples, houses and even the local brothel! There’s a great motorhome campsite just across the street, Camping Spartacus

If you get chance, be sure to visit Herculaneum, which is closer to Naples than Pompeii, but much less well-known and therefore less touristy.

Amalfi Coast Road Trip

italy road trip 2 weeks driving

The Amalfi coast is one of the iconic Italy road trips. Be warned, some of the route from Sorrento to Salerno is impossible with a motorhome or camper, so you won’t be able to drive the entire thing unless you have a bike or scooter with you!

Larger than many  towns on the Amalfi Coast , but warm and full of character, Sorrento is fun. The old town is absolutely delightful and has a great choice of restaurants. As the sunsets, relax with a glass of Limoncello, the local lemon liqueur. There are often street musicians on the promenade overlooking the sea.

TOP TIP: Be sure to get chips from the ‘Queens Chips’- often voted the best in the area.

Agerola & Positano

Agerola is the beginning of the ten-km hike called Path of the Gods. The views are stunning and at Vallone Porto, near Positano, a tumbling waterfall and canyon, mark the end of the walk. Positano is an amazing town, built vertically on a rocky precipice.

Amalfi and Ravello

These are two of the larger towns. Amalfi has the Duomo di Amalfi with its mosaics in yellow and green and there are a number of boat trips to enjoy or the chance to slow the tempo and simply relax on the beach.

Ravello’s treasures include two stunning medieval palaces with amazing views of the bay far below.

The last stop on the route is Capri. Take a boat trip to the grottos, or a cable car from the harbour up to the town with its snazzy boutiques and romantic restaurants. 

This Italy road trip itinerary was driven by Chrysoula from Travel Passionate

Cilento Region Road Trip

Cilento is one of the undiscovered gems in Southern Italy. For some reason, it’s not as famous as the other regions- which makes exploring it even better, as it’s generally quieter.

There’s a national park here, which is wonderful to explore, but the two highlights for me are the INCREDIBLE beaches- and the Paestum ruins.

Paestum Ruins

italy road trip 2 weeks driving

Paestum used to be an ancient Greek city and is now famous for the ruins of thre ancient Greek temples, dating from about 550 to 450 BC, which are in a surprisingly good state. The walls and amphitheatre are largely intact, and the bottom of the walls of many other structures remain, as well as paved roads. The site is open to the public, and is well worth a visit.

italy road trip 2 weeks driving

Honestly, much of the coastline of the Cilento region looks similar to this, but this town is a great place to stop for a night or two on your Southern Italy road trip. Thre’s not a huge beach, but the water in unbelievably clear and wonderful to swim in.

Puglia- the heel of the boot!

Puglia is on the Adriatic coast in the south east of Italy and offers a wonderful mix of crystal clear sea and ancient history.

italy road trip 2 weeks driving

Some of the highlights include:

  • Bari, the Capital of Puglia
  • Polignano a Mare
  • Alberobello- with the cone-shaped houses
  • Lecce and Otranto
  • The Cave of Poetry!

Puglia Road Trip itinerary

This Italy Road Trip idea was suggested by Ophelie from Limitless Secrets

You can easily spend one week exploring Puglia as there are many beautiful spots to visit! Start your Puglia road trip in Bari, the capital of Puglia.

Bari has an interesting Old Town that you might want to visit before taking to the road. Then head to Polignano a Mare, about a 30-minute drive away, which is a great place to enjoy the beach and some spectacular coastline views as it perched on top of cliffs.

The next stop is Monopoli, just 15 minutes down the coast. In this charming town you can wander in the Old Town- the Old Port is especially picturesque. 

italy road trip 2 weeks driving

After that, head inland to the beautiful town of Alberobello- famous for its trulli (cone-shaped) houses. It really does look like something out of a storybook. Alberobello is only 25 minutes from Monopoli.

Then head west to Matera, a UNESCO World Heritage built on the side of the Matera Gravine and full of caves (Sassi) which are amazing to visit.

Head south for 2 hours and visit Lecce- famous for the beautiful baroque architecture. If you want more beautiful coastline views, surprising rock formations and natural pools, be sure to visit the Cave of Poetry (Grotta Della Poesia), which is a natural swimming pool in Roca Vecchia village, just 30-minute drive east of Lecce.

italy road trip 2 weeks driving

Lastly, don’t miss Otranto. It doesn’t look much on the map, but the sea here is one of the clearest azure we’ve ever seen!

Where to stay in Puglia?

The best places to eat and stay in Puglia are the agriturismo: these are farms designed to also receive guests (for food or for accommodation). You will find plenty to choose from! 

Sardinia- another Italy Road Trip idea

italy road trip 2 weeks driving

This Italy road trip itinerary was suggested by Rachel of Average Lives

If you’ve explored enough of the Italian mainland, you can extend your Italy road trip to one of the islands nearby, such as Sardinia.

Sardinia is full of beautiful beaches, historic castles, and delicious food. You can enjoy. aroad trip in North Sardinia , from Olbia to Alghero, which will take around five days to a week, depending on your travel style.

Start by exploring the quaint streets and markets of the city of Olbia. After hop on an affordable ferry (with your car) to the nearby Archipelago of La Maddalena. In La Maddalena town, head to I Vittelloni for trendy vibes and the best aperitivo. Over the next couple of days, explore Caprera Island and visit Cala Coticcio, the Garibaldi Museum, and Cala Napoletana. You won’t want to leave, but you must follow the coast to Santa Teresa Di Gallura. First, eat breakfast, have a coffee, and then spend your day exploring the colourful streets, the Spanish Tower and watch the sunset at the nearby hippie village – Valle Della Luna.

The next morning visit Li Cossi for a swim in the emerald water before spending the evening in the medieval village of Castelsardo. After you have finished exploring, make your way towards Alghero and stop to cast your eyes on the ‘Elephant Rock’ and then enjoy the Catalan-style town. In Alghero, you can see sensational beaches and take a trip to Grotte Di Nettuno in Capo Caccia’s cliffs. Most importantly, you will have finished one of the most beautiful road trips in Italy and won’t want to leave the idyllic island.

How to get to Sardinia from Italy

It’s easy to reach the island by car or motorhome from mainland Italy because you can catch a ferry from Genoa to Olbia. Be warned- this ferry can be expensive, so book well in advance if you can, especially in the summer when it gets booked up quickly.

Other posts you might find useful:

  • How to plan a Europe Road Trip
  • Essential Kit you need to drive in Europe (with checklist)
  • Unmissable Europe road trip ideas
  • 15 essential tips for Europe road trips

See all our Italy road trip posts

See all our Europe road trip posts and tips

italy road trip 2 weeks driving

Kat never planned to buy a motorhome. She also never planned to quit her job as an air traffic controller, go touring around Europe in said motorhome, start one of the UK’s largest motorhome travel websites… or get a cocker spaniel.

Find out how she went from stuck in the rat race to being a digital nomad and inspiring thousands of people to have their own epic adventures here.

If you’d like to connect with Kat, send her an email or follow her adventures on social media.

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Vagrants Of The World Travel

15 Incredible Italy Road Trip Itineraries (with Driving Tips)

By: Author Kate O'Malley

Posted on Last updated: June 3, 2023

Home >> Europe >> Italy Travel Guide >> 15 Incredible Italy Road Trip Itineraries (with Driving Tips)

A road trip through Italy is the trip of a lifetime. We have enjoyed numerous Italian road trips and never tire of exploring one of Europe’s most charismatic countries by car.

Italy offers glorious road trip possibilities with beautiful historic cities, stunning countryside, majestic lakes and mountain regions, and quaint coastal towns and islands. And, of course, such varied regional cultures and cuisines to explore.

A vintage moped scooter parked on. cobbled street in front of a yellow building with big wooden doors in Italy.

Whether it’s an extended road trip from north to south or one region of Italy, we’ve rounded up some fabulous itineraries for each area – from a few days to four weeks to help you plan the perfect Italian road trip.

Table of Contents

Tips for Renting a Car and Driving in Italy

  • Always take photos when you pick up your rental and when returning it. Some agencies may try to accuse you of damaging the vehicle after you have returned it.
  • Read your rental contract, and be aware of the excess fees and type of insurance.
  • If possible, rent a small car . Streets can be narrow in small towns, and parking garages in cities and larger towns can be very tight.
  • Collecting your rental car from an airport is always less stressful than in a city.
  • Download the Parclick App to pre-reserve parking all over Italy (and Europe). It can save you up to 50% on parking fees . Select the garage that suits you, book for the required days, and show your reservation (or use the license plate recognition) on arrival. You can come and go from the garage as much as you like during your booked time. We have used it all over Europe and saved ourselves so much stress and money when parking in cities and larger towns.
  • Be careful not to drive into any restricted zones in historical centers . They are called ZTL zones (Limited Traffic Zones) and are monitored with cameras. You can check for the zones online before arriving in a city. Unauthorized vehicles will automatically be issued hefty fines.
  • When it comes to speed limits in Italy, while many people don’t seem to respect them, you can get hefty fines if caught on camera, and there are a lot of speed cameras in Italy.
  • The same goes for parking. It can be difficult to work out where you can or can’t park sometimes but never risk it – In Italy; you will either get a huge fine or worse – they just tow you away. Always look for the ticket machine or park in a paid garage.

Find the Best Car Rental Deals for Italy

When we travel, we always use Discover Cars for car rental as they aggregate the best local deals, have no hidden fees, and offer free cancellation.

Tip:  Always check if you have car rental insurance included on your travel insurance or with your credit card company before paying any additional to the rental car company. 

Search for the Best Car Rental Deals in Italy .

The orange hued houses and buildings in the city of La Spezia Italy.

16 Fabulous Italian Road Trip Ideas

Northern italy to southern italy-south tyrol to bari.

  • Recommended Duration : 3-4 Weeks
  • Distance : Over 1400 Kilometres
  • Destinations : South Tyrol – Venice – Bologna – Brisighella – San Marino – Perugia – Sorrento – Amalfi Coast – Naples – Capri – Pompeii – Ischia – Matera – Bari

For the ultimate Italy road trip, head from north to south. This Italian road trip itinerary starts at the border with Austria, visiting South Tyrol and ending in Bari in the south, where it is possible to head over to Croatia if you choose.

The lush green Italian countryside with medieval villages view from the top of a castle in Brisighella.

Covering over 1400 kilometers and traveling through many regions of Italy, you need to allow 3-4 weeks for the optimal experience.

The best time of year is spring – May/June and autumn – September/October for great weather without the summer crowds. However, this itinerary is great at any time – winter is especially good in South Tyrol for skiers.

Suggested Itinerary

  • Start in South Tyrol for stunning mountain scenery and a mixture of Austrian and Italian culture. The German-speaking towns add a very different feel to this slice of Italy. Hike Lago do Baies to see the best of this area.
  • Next, head to Venice for the quintessential Italian bucket list experience. Take a gondola ride, walk over the Rialto Bridge, and experience the unique ambiance of Venice. We have a fabulous Venice itinerary if you can allow at least a few days in the magical city.
  • On your way south, stop in at Bologna . Bologna is renowned for its fantastic food, so indulge in the region’s typical dishes while exploring the atmospheric Old Town.
  • Brisighella is the perfect rural stop to enjoy the Italian countryside. This gorgeous town has the must-visit Rocco Manfrediana fortress.
  • Pop out of Italy for a moment with a stop on your way south at San Marino . One of the world’s ten smallest countries at 61 sq km, this tiny republic is the world’s oldest surviving sovereign state with glorious views and a beautifully preserved medieval walled town.
  • Soak in the history of Perugia. The center is gorgeous, with interesting museums and many historic churches.
  • Next up is Rome . There is so much to do in Rome (we have a great 3-Day Rome Itinerary to help you plan your stay). From the Colosseum, Pantheon, Trevi Fountain, and Vatican City , Rome is a highlight on any Italian itinerary. If you need a budget-friendly Rome itinerary, there are many great things to do in Rome for free .
  • It’s now time for southern Italy with a week in the Sorrento/Amalfi coast area – one of the most romantic places in Italy for couples . Make a day trip to Naples and Capri , explore the towns of the Amalfi coast by sea, and head to Pompeii and Ischia . There is so much to do in this region, so spend as much time as you can spare. For those that like walking and hiking, see our Amalfi Coast hiking guide .
  • Finish up with a final stop at Matera before getting to Bari . Matera is famous for its cave dwellings which have been inhabited for 9,000 years. It’s amazing to walk around.

Recommended by Sharon Gourlay – Dive Into Germany

Northern Italy Road Trip Itineraries

Road trip through piedmont italy.

  • Recommended Duration : 7-10 days
  • Distance : 290 Kilometres
  • Destinations : Turin – Bra – Barolo – Alba – Asti – Biella – The Sanctuary of Oropa

The  Piedmont region of Italy  is situated in northwest Italy, bordering France and Switzerland. Backdropped by the majestic Swiss Alps, its rolling hills and vineyards eventually give way south to the Ligurian sea.

Town of Barolo among green terraced vineyards in Italy

Piedmont has everything a traveler could want, from welcoming small towns, unique cuisine, and amazing wine, the most famous of which is Barolo, the King of wine.

Highlights of the Trip:

  • Turin, the Imperial capital of Piedmont
  • Bra – Birthplace of the Slow Food movement
  • Barolo – Taste Barolo wine and local cuisine
  • Alba – Home of the rare white truffle
  • Asti – Much more than Spumante wine
  • Biella – Famous wool town supplying the fashion capital of Milan
  • The Sanctuary of Oropa
  • Start your 290 km road trip in Turin , a large but walkable city with dozens of Savoy Royal Palaces to tour, loads of historical attractions, decadent chocolate, and the outstanding Egyptian Museum.
  • Drive 74 km south of Turin to Monforte d’Alba , a hilltop town with many enotecas, restaurants, and historic sites. It’s a perfect base to explore the surrounding wine towns of Bra, Barolo, and Alba .
  • Spend a day in Asti drinking the sweet Moscato wines for which the town is named, then head north to Biella , 125 km north of Asti.
  • Biella is known for producing wool and exquisite cashmere, surrounded by rambling rivers and mountain scenery. Be sure and visit the Sanctuary of Oropa , one of the many sacred mountains in the region.
  • Sixty kilometers north of Biella on the eastern shore of Lake Orta is the quaint medieval village of Orta San Giulio and a great place to end your road trip. Tour the Sacre Monte of Orta and Isola San Giulio just offshore. You can stay at the centrally located Hotel Rocco San Giulio and walk anywhere in town.

Travel to Piedmont in late Spring through Fall to avoid wintery road conditions.

Recommended by Lori Sorrentino – Travlinmad

Northern Italy’s lakes

  • Recommended Duration : 10 days or more
  • Distance : 700 Kilometres. Circular route starting and finishing in Milan.
  • Destinations : Milan – Lake Garda – Lake Como -Lake Maggiore – Cannobio – Lake Orta

An easy circular route from Milan’s airport,  a road trip through northern Italy’s lakes  is a must-try bucket list experience. You’ll cover approximately 700 km in one week, though extending the itinerary to 10 days or more is easy.

Overlooking a small Italian lake side village with a small castle on the edge of the blue lake.

  • The first four days must be dedicated to Lake Garda , the largest lake in Italy. Boasting enchanting coastal towns and beautiful natural scenery, you’ll want to stay forever.

Focus each day on another part of the lake – visit the unique Lemon orchard of Limonaia del Castèl in Limone sul Garda, take a morning stroll around the turquoise Lake Tenno, roam the colorful Malcesine, enjoy wine tasting near Bardolino, climb the Scaligero Castle in Sirmione.

  • Continue to the luxurious Lake Como for one day. Visit the picturesque towns of Varenna and Bellagio and the stunning Gardens of Villa Melzi.
  • Next, spend a day on the lovely Lake Maggiore . Base yourself in the city of Stresa , and opt for a boat tour to the nearby Borromean Islands, one of the most beautiful islands in Italy . See the picture-perfect centuries-old villas and gardens still owned by the noble Borromeo family.
  • Have a relaxed last day with a visit to the serene town of Cannobio and a final cup of coffee in the medieval Orta San Giulio on Lake Orta before returning the car to Milan.

Late spring or early fall are the ideal times for this road trip in terms of weather and crowds. Also, many attractions in the area are only open from April to October.

Recommended by Or – My Path in the World 

Emilia-Romagna, Lombardy, and Piedmont. Bologna to Milan and Turin

  • Recommended Duration : 7 -14 days
  • Distance : 370 Kilometres.
  • Destinations : Bologna – Modena – Parma – Milan – Turin

This fantastic road trip through historic Northern Italy is perfect if you want to taste some of the best ingredients and dishes produced in the country.

A narrow street with orange hued buildings in Bologna reveals a church tower at the end of the street.

The entire distance of this Italian road trip itinerary is only 371 Kilometers, which means you will have plenty of time for small side adventures if you spread it out over two weeks. You could, of course, stay to the major stops and complete it comfortably in a week.

One thing is certain; there is no way you will finish this road trip hungry. You will wish you had just a bit more time to try just one more dish.

  • The trip starts in Emilia Romagna, where you will make stops in Bologna, Modena, and Parma for a whirlwind culinary tour of the region. 

Some must-experience stops include learning how Parmigiano Reggiano is made in Parma and tasting 100-year-old Balsamic in Modena . 

Bologna is a highlight of the road trip, with historic sites like the Piazza Maggiore, its Renaissance buildings, the city’s incredible food scene, and charming cafes.

  • From Emilia Romagna, head northwest toward the Lombardy region for a stop in Milan , the world’s fashion capital and home to the famous Risotto Milanese. 
  • The road trip then continues to the city of Turin in the heart of the Piedmont region . You will want to take some time to go truffle hunting or take a day to taste some Barolo or Barbaresco.

The best time for a road trip through these regions is during truffle season in the late fall – you will experience fewer crowds and accommodation, and car rental prices are lower. It is also a great time of year for food festivals after the harvest season.

Recommended by Gabriel – Chef Travel Guide

Pisa to Genoa

  • Recommended Duration : 2-7 days
  • Distance : 330 Kilometres.
  • Destinations : Pisa – La Spezia – Cinque Terre – Portofino – Genoa

One of Italy’s best coastal road trips is from Pisa to Genoa. This road trip starts in Pisa in the region of Tuscany, tracing the Ligurian Coast to the capital of Liguria, Genoa.

Overlooking the bay surrounded with the colourful cliff side village of Vernazza in Cinque Terre.

It is possible to complete this road trip in two days, with an overnight stop in one of the Cinque Terre Villages.

However, this itinerary would be lovely spread over a week, allowing for at least one night at each destination between Pisa and Genoa. We have a fantastic two-night Cinque Terre itinerary to help you plan extra time in the famous five villages.

  • See the Leaning Tower of Pisa and climb to the top
  • Visit the Technical Naval Museum in La Spezia
  • Enjoy the viewpoints and  Instagrammable places in Cinque Terre .
  • Go to Castello Brown in Portofino
  • Taste focaccia in Genoa
  • On the first day, you’ll discover Pisa and the remarkable monuments in the so-called “Square of Miracles, including the iconic leaning tower.
  • Head to La Spezia , the second largest city in Liguria and the gateway to the famous Five Villages. The pretty coastal city of La Spezia is also home to a major Italian naval base and the Technical Naval Museum.
  • Head north to Cinque Terre to stay in one of the five villages for a night or two. Make sure you try tasty bruschetta at Nessun Dorma in Manarola and catch the sunset from one of the villages.
  • Visit one of the prettiest fishing towns on the Italian Riviera, where the colorful village clusters around a small harbor. Since the late 19th century, Portofino has attracted European aristocracy and the celebrity jet set to its pristine shores, high-end restaurants, and glitzy boutiques. You never know who you might see in Portofino.
  • You can spend an evening (or two) in Portofino or head directly to the final destination, the capital of Liguria, Genoa .

This road trip is best in the shoulder seasons to avoid summer traffic and crowds. However, if you plan to take advantage of the stunning coastal beaches, try for early or late summer. Avoid August if possible.

Recommended by: Dymphe Mensink – Dymabroad

Sanremo to Cinque Terre

  • Recommended Duration : 3-5 days
  • Distance : 260 Kilometres.

Embark on a memorable Italian road trip from Sanremo to Cinque Terre. Enjoy the breathtaking views of the Italian Riviera as you drive along the Mediterranean Sea. This road trip itinerary can be completed in as little as 2-3 days or stretched over a week.

Small boats moored on clear blue water in front of the colourful village of Portofino.

  • Sanremo is a charming and animated town right next to the French border. It’s a perfect starting point for an Italian road trip after exploring the south of France . You will find good restaurants and bars to get a first taste of the culinary talent and kindness of the locals.
  • Drive along the Ligurian Coast from Sanremo for two hours until you reach Genoa , the capital of Liguria. Spend the afternoon visiting the Royal Palace Museum, Piazza De Ferrari, or Cattedrale di San Lorenzo.
  • For the second day of your road trip, head to the marvelous Portofino, less than one hour from Genoa. You will be mesmerized by the colorful waterfront houses that line the harbor of the beautiful coastal town.
  • You can spend the rest of the day (or overnight) in Portofino or head to the world-famous cliff-side fishing villages of Cinque Terre . 
  • You should spend at least two days in Cinque Terre to see it all. Explore each colorful village, from Monterosso al Mare to Riomaggiore, making unforgettable holiday memories while savoring some of Italy’s best seafood dishes. 

Recommended by: Soline Le Page – On the Road Diary

Central Italy Road Trip Itineraries

Rome to pisa along the tyrrhenian coast.

  • Distance : 350 Kilometres.
  • Destinations : Rome – Cerveteri – Santa Severa Beach – The Tarot Garden – Argentario Peninsula – Elba Island – Pisa

A road trip along the Tyrrhenian Coast from Rome to Pisa is especially pleasant in summer. Traveling between the cities along the ancient consular road Aurelia allows you to discover beautiful beaches and small villages off the beaten path.

A stone arched walkway lined with cafe tables leading to a plaza in the old town of Elba Island.

  • Start in Rome, where the city’s historic center is dense with things to see. Aside from the main attractions – the Colosseum and the Trevi Fountain, there are wonderful piazzas, such as Piazza Navona and Piazza del Popolo, to explore.
  • From Rome, head to Cerveteri . One of Rome’s most popular day trips , it is home to a UNESCO World Heritage archaeological site, the Etruscan Necropolis of Cerveteri—a fascinating city of the dead with thousands of tombs carved into the rock.
  • Santa Severa Beach is the most beautiful beach near Rome. The beach is home to a well-preserved medieval castle and is washed by a clear sea.
  • The Tarot Garden is a contemporary art park a few kilometers from the town of Capalbio . The park is home to 22 fascinating sculptures representing the tarot’s major arcana. The creator is French-American contemporary artist Niki De Saint-Phalle .
  • Visit the peculiar Argentario Peninsula linked to the mainland by three narrow strips of land. The perimeter of the Argentario peninsula hides small bays bathed by crystal-clear sea, accessible by fairly steep walking paths. Cala Gesso is the most picturesque of these bays.
  • Visit the largest island in the Tuscan Archipelago National Park, Elba Island . Take one of the regular ferries from the port of Piombino to explore the island’s unique and glorious beaches, such as Fetovaia Beach, and discover Elba’s rich history and the legacy of its most famous resident, Napolean Bonaparte.
  • Finish in Pisa . The small city full of artistic treasures can be toured in a day. Its heart is the Piazza del Duomo, which houses the Leaning Tower, the Cathedral, and the Baptistery.

Tip: Pay attention to the speed limits along Aurelia road, as there are many speed cameras.

Recommended by Lisa –  Travel Connect Experience

Siena Region of Tuscany

  • Recommended Duration : 2-3 days
  • Distance : 70 Kilometres. Siena and Florence are the possible start and finishing points.
  • Destinations : Montalcino – Pienza – Montepulciano – Cortona

One of the quintessential Italian experiences is a Tuscany road trip. The  Tuscan region of Siena  borders the province of Florence in the north, the province of Arezzo to the northeast, Umbria and Lazio to the south, and Pisa to the west. 

Rolling green and gold hills in the Tuscan countryside.

You can complete this road trip as a loop, starting and finishing in Siena. Or as this region is one of the most popular and accessible day trips from Florence , you could start or finish in Florence.

  • You can start from either Siena or Florence.
  • First, head for the tiny hilltop village of Montalcino , famous for its delicious Brunello wine. Visit the wine-tasting room in the fortress of Montalcino, where you can sample most of the local producers in one place. 
  • Next, head to Pienza , the hilltop UNESCO-designated town, arriving through the sublime landscape of cypress trees and gently rolling hills. On the way, stop at Cipressi di San Quirico d’Orcia, a scenic viewpoint. Pienza, known for its Pecorino cheese, is a well-preserved Renaissance town that has remained untouched since the 15th century. Linger over a long meal at La Terrazza del Choistro or Osteria Sette di Vino. 
  • Visit the pretty village of Montepulciano . Sip on some of the village’s finest wine in one of the cozy wine-tasting cellars dotted throughout the town.
  • The last stop is Cortona , the town made famous by the book  Under the Tuscan Sun  by Francis Mayes and the subsequent movie. The town’s buildings span the 11th to 15 centuries.  Grab a gelato from the delicious Gelateria Snoopy and lose yourself in Cortona’s endless winding alleyways and epic views of the Tuscan countryside. 
  • Return to either Siena or Florence.

For a relaxing road trip to this part of Tuscany, plan for 2 to 3 days and enjoy a lovely stay at  Siena House , a charming boutique B&B or explore some of Tuscany’s best wine hotels in the region.

Recommended by Renee – Dream Plan Experience 

Tuscany-Round Trip from Florence

  • Recommended Duration : 7 days
  • Distance : 471 Kilometres. Starting and finishing in Florence
  • Destinations : Florence – Lucca – Pisa- Siena – Cortona – Arezzo – Val d’Orcia – Chianti

A road trip through one of Italy’s most famous regions, starting and finishing in one of Italy’s most beautiful cities, Florence.

Rolling hills of Tuscany with a large red brick monastery in the centre surrounded by trees.

Spring, summer, and fall are particularly beautiful in Tuscany. The hills will be green in the spring, and poppies will bloom in the countryside. In the summer, sunflower fields are a draw, and the golden, bare rolling hills look stunning after the autumn harvest. 

From a weather perspective, spring and fall offer the most pleasant temperatures, with fewer crowds than in the summer. 

Highlights of a  road trip through Tuscany  include:

  • Charming hilltop towns that offer historical landmarks, local cuisine and culture, and charming ambiance.
  • See the world-famous art in Florence.
  • Wine tasting at some of the renowned wine-growing areas in the region, including Chianti and the Val d’Orcia.
  • The opportunity to photograph one of the most picturesque regions in Italy, with its rolling hills, stately cypress rows, and picturesque farmhouses.
  • Taste the region’s cuisine with its pasta, cheeses, meats, and the famous  ribollita  soup.
  • Driving in a loop, you’ll start and end this Tuscany road trip in Florence. You can find our guide on what to do in Florence here .
  • Head west of Florence to the city of Lucca , famous for its well-preserved Renaissance walls encircling the cobbled maze of the historic city center.
  • On to Pisa , a small city best known for its leaning tower in the Piazza del Duomo. The so-called “Square of Miracles” is a treasure trove of remarkable landmarks, including the cathedral, baptistery, and the  camposanto (cemetery).
  • Make your way south toward the stunning medieval city of Siena to explore the city’s 17 historic districts that extend outward from the unique fan-shaped central square, Piazza del Campo. Visit Palazzo Pubblico, the Gothic town hall, and the 14th-century Torre del Mangia for sweeping views of the city.
  • Continue on to the Val d’ Orcia region for stunning landscapes and local wine – Plan some tastings in Montepulciano and Montalcino in the Val d’Orcia, where you can also taste the local pecorino.
  • Head east to visit Cortona . The walled hilltop town, one of Tuscany’s prettiest towns, is famous for its beautiful medieval center and the Etruscan museum.
  • Continue on to Arezzo in the east, an elegant city with an easy-going atmosphere often bypassed by tourists . Yet, the beautiful city is rich with monuments, parks, archaeological remains, churches, and historic squares.
  • Make your last stop in the famed wine region of Chianti just south of Florence before heading back to the city.

If you have more time, you can add many small picturesque towns along the route to your itinerary.

Make sure you book at least one stay at an agriturismo. They capture the region’s essence and allow you to appreciate the countryside.

Recommended by Dhara – It’s Not About the Miles

Chianti Region Tuscany

  • Distance : 100-150 Kilometres.
  • Destinations : Montefioralle – Monteriggioni – San Gimignano – Radda in Chianti

One of Italy’s finest short road trips is a 2-3 day drive around the Chianti region of Tuscany. Chianti is situated between the tourist hotbed of Florence and the stunning medieval city of Siena .

A tree lined narrow winding road weaves through green rolling hills with a small village in the distance.

A road trip between the two cities through Chianti only covers about 100-150 km, but there are so many beautiful places to see along the way that you won’t want to cover more ground. 

A region of rolling hills covered in vineyards and stone masonry villas, Chianti is what many people think of when they imagine Tuscany.

Chianti is mostly known for its wine. The region produces some of the finest wines in the world, especially the local specialty Chianti Classico . Vineyards are scattered throughout the region, mixed in with fairy-tale Tuscan villages and ancient castles.

Plan your road trip to avoid the motorways. While driving the winding back roads, be sure to include the following towns and villages in your itinerary:

  • Montefioralle
  • Monteriggioni
  • San Gimignano
  • Radda in Chianti

Most importantly, stop by some of Italy’s best wineries. Just be sure there is a sober driver in the group, as the local wineries can be generous with the pours.

Some of the top picks for Chianti region wineries are:

  • Castello di Verrazzano
  • Pogglio Amorelli
  • Azienda Agricola Campocorto
  • Fattoria di Montemaggio

Be sure to contact the wineries before visiting to arrange tours or tastings. Most of the more popular wineries require reservations. For a true Tuscan experience, spend the night at a castle vineyard like Castello Vicchiomaggio . 

A road trip through Chianti will leave you longing for more time in the Tuscan hills.

Recommended by: Chris Heckmann – Around the World with Me

Val d’Orcia Tuscany

  • Recommended Duration : 4-7 days
  • Distance : 350 Kilometres Starting in Florence or Siena.
  • Destinations : Florence or Siena – Pienza – Montepulciano – Monticchiello – Bagni San Filippo thermal baths

The charming  Val d’Orcia in Italy  is a true jewel of Tuscany and a fantastic Italian road trip destination.

Most start their tour in Florence (approximately 1.5 hrs from Val d’Orcia), but you can also start or finish in Sienna (approximately 1.20 hrs from Val d’Orcia). You can plan around 350 kilometers for the entire route and 4-7 days.

Hay bales on golden fields with a farm house ruin and cypress trees on the hill in the distance.

On a road trip through Val d’Orcia, you will discover Tuscany you only know from movies. Endless hilly landscapes, breathtaking viewpoints along the panoramic roads, and the typical cypress avenues conjure up a picture-perfect ambiance. 

The stunning landscape dotted with small medieval villages and Renaissance towns is considered so unique it was given UNESCO World Heritage status in 2014.

  • Explore the numerous small, charming Renaissance villages, where you can stroll through medieval alleys and discover Tuscany from its most beautiful side.
  • Pienza is considered the cradle of the Renaissance. Make sure you try the local pecorino di Pienza cheese.
  • The medieval walled town of San Quirico d’Orcia is considered one of the prettiest villages in Tuscany.
  • Montepulciano . The stunning medieval hilltop town is a paradise for wine lovers. Make sure to try the delicious local red Vino Nobile di Montepulciano.
  • Montalcino is another beautiful town for wine lovers. The town’s vineyards produce some of Italy’s most famous and delicious wines, Rosso di Montalcino and Brunello di Montalcino.
  • The beautiful village of Monticchiello, with its famous winding road, becomes an open-air theatre in summer with performances by the local inhabitants.
  • For the onward journey, it is best to choose the Strada Provinciale 146 between Pienza and San Quirico , considered one of the most beautiful panoramic roads in the region with its numerous viewpoints.
  • visit the Bagni San Filippo thermal baths – beautiful natural hot springs in a peaceful forest setting. The water is loaded with calcium, giving the water a milky blue/white color like milk, and leaves white calcium deposits on the rocks, creating a stunning setting to bathe in.

You will find lots of lovely agrotourism accommodations to stay overnight, which will add to the Tuscan experience. A road trip through Val d’Orcia is a wonderful mix of landscape, culture, and wine, which should not be missed on any trip to Tuscany.

Recommended by Martina – PlacesofJuma

Southern Italy Road Trip Itineraries

Puglia road trip.

  • Distance : 580 Kilometres.
  • Destinations : Bari – Manopoli and Polignano a Mare – Alberobello – Locorotondo – Ostuni – Lecce

A Puglia road trip is the best way to explore one of Italy’s most charming regions. The ideal time for this road trip is around seven days in spring, early summer, or early autumn.

A typical white house in Puglia Italy with the cone shaped slate roof.

Visiting Puglia, you can fly into one of two airports, Bari or Brindisi (in the South). Both airports have car rental options to begin your 580 km road trip around Puglia’s best sights.

Suggested Itinerary for Puglia

  • It’s worthwhile beginning your Puglia road trip in the historic city of Bari , Puglia’s capital. Bari has beautiful architectural sights, including the Basilica San Nicolo and Bari Cathedral.
  • From Bari, head to Manopoli and Polignano a Mare , where you will find the region’s best beaches.
  • Head inland to see the famous trulli houses of Alberobello . The white cone-shaped houses of Alberobello are a recognized Unesco World Heritage Site.
  • Locorotondo , a picture-perfect town (often missed by tourists), is a real treat. Visit during holidays such as Easter and Christmas when the locals adorn the town in traditional decor.
  • The white city of Ostuni is a maze of white-washed buildings, sitting below a hill-topped citadel with ancient fortified walls.
  • Before heading back to Bari, if your Puglia road trip itinerary allows, stop at Lecce , known as the ‘Florence of the South,’ with exquisite baroque architecture, including the Piazza del Duomo.
  • It’s also worth stopping in Gallipoli : an old fishing village with a stunning port backed by ancient walls and pretty beaches.

Recommended by: Jasmine – The Life of a Social Butterfly

Calabria in the Toe of Italy’s Boot

  • Recommended Duration : 7-9 days
  • Distance : 153 Kilometres.
  • Destinations : Costa degli Dei and Costa Viola – Pizzo – Zambrone – Marinella – Michelino – Tropea – Costa Viola – Bagnara Calabra

Often overlooked by visitors to Italy, Calabria is a fabulous region in Italy’s south. If the idea of visiting picturesque villages perched in the Pennine mountains, the glowing sun, and relaxing at the beach sounds like your type of road trip, Calabria is perfect.

A small beach with clear blue water and beach umbrellas, surrounded with green vegetation.

If you find yourself in cities such as  Venice  or Rome, you can take an internal flight to Lamezia Terme Airport. Your road trip will start from here and ends in Scilla.

Taking between seven and nine days, you can drive 153 kilometers down the Costa degli Dei and Costa Viola.

  • First, stop in Pizzo , where you can taste the delicious Tartufo (a gelato based dessert).
  • Visit the beaches in Zambrone, Marinella, and Michelino, then the last stop along the Coast of the Gods, Tropea. The tourist town of Tropea is worth visiting for its lovely old city set on high cliffs overlooking the sea. Don’t miss trying the typical Calabrian pasta dish, Fileja alla Tropeana, when in Tropea.
  • Continue towards the Costa Viola with Bagnara Calabra, known for its long stretch of sandy beach and Scilla.
  • In Scilla , you can spend some time snorkeling in some of Italy’s most crystal clear waters and visit Chianalea , the charming fishing village. Make sure you try a swordfish sandwich in Scilla.

The best time of year to be in Calabria is in June or July, right before it gets too busy in August.

This Calabria road trip is an alternative way to explore the Tyrrhenian coast and includes popular places and lesser-known villages.

Recommended by: Maddalena Visentin – Venice Travel Tips

  • Recommended Duration : 2 weeks
  • Distance : 600 Kilometres.
  • Destinations : Cagliari – Villasimius- Cala Goloritze – Gorrupu – Orgosolo – Cala Luna – Cala Brandinchi – Olbia – La Maddalena – Alghero – Bosa

A Mediterranean island road trip through Sardinia offers some of the world’s finest beaches, picturesque hikes, breathtaking natural beauty, and charming towns. 

A trip to Sardinia is an incredible Italian road trip experience.

Secluded Sardinia Beach with clear water and white sand.

A suggested 600 km, two-week itinerary would be to start in the capital city of Cagliari and end in Bosa. The best stops are Villasimius, Cala Goloritze, Gorrupu, Orgosolo, Cala Luna, Cala Brandinchi, Olbia, La Maddalena, and Alghero. 

  • Once you have explored the capital Cagliari , drive along the coast to Villasimius , where you can enjoy the famous Sardinian beaches.
  • Another must-see spot is Cala Goloritze , where a hike leads to one of the island’s most spectacular beaches with crystal-clear water.
  • Gorropu , an impressive canyon, is a reminder that Sardinia has more to offer than just beaches. Inland villages such as Orgosolo , known for its street art and political graffiti, also provide a glimpse into the “real Sardinia.” 
  • Another highlight includes the stunning La Maddalena Island . While there, visit Caprera Island, Cala Coticcio, the Garibaldi Museum, and Cala Napoletana.
  • Finally, back on the mainland, visit the charming city of Alghero, Neptune’s Grotto, and the colorful town of Bosa. 

The best time for a road trip around Sardinia to avoid the crowds and enjoy milder weather is the shoulder season from May to June and September to October. It is still warm enough to go to the beach, but there are fewer crowds to battle – Sardinia is extremely busy in the summer months. See here for more tips on visiting Sardinia .

Recommended by: Rachel – Average Lives

Western Sicily

  • Recommended Duration : 10-12 days
  • Distance : 580 Kilometres. Starting and finishing in Palermo
  • Destinations : Palermo – San Vito Lo Capo – Trapani – Marsala – Caltabellotta – Agrigento – Enna – the Parco delle Madonie.

Sicily is the ideal setting for an Italian road trip. This efficient itinerary starts and ends in Palermo and makes a tidy loop around the western part of the island.

We also have a 10 day Sicily road trip looping the entire island.

The main square with an historical cathedral and town hall in the town of Marsala in Sicily.

Covering both the coast and the lush interior, stops include San Vito Lo Capo, Trapani, Marsala, Caltabellotta, Agrigento, Enna, and the Parco delle Madonie.

This road trip covers a distance of approximately 580 km and requires a minimum of 10-12 days to complete.

The best time of year to explore this part of Italy is early autumn when temperatures are pleasant, the summer crowds have dissipated, and harvest festivities sweep through the vineyards.

  • Embarking on a street food tour of Palermo
  • Swimming and snorkeling at San Vito Lo Capo
  • Exploring the salt flats near Trapani
  • Shopping for traditional Sicilian souvenirs at the carpet ateliers in Erice
  • Doing a fortified wine tasting in Marsala
  • Getting lost in the ancient streets of Caltabellotta
  • Visiting the UNESCO World Heritage-listed Valley of the Temples
  • Touring the incredible Cathedral of Enna
  • Hiking in the Madonie Regional Natural Park
  • After a few days in Sicily’s biggest city, pick up your car and depart Palermo . Follow the coastal road to San Vito Lo Capo, where gorgeous white-sand beaches and ultramarine waters await.
  • Continue along the coast to Trapani , the ‘City of Salt and Sail’, to explore the crystal pans before continuing to Marsala , a picturesque city of honey-colored stone known for its fortified wines. For a unique experience, tour the cellars at Cantine Florio.
  • Detour inland to spend a night in the tiny village of Caltabellotta before making your way down to Agrigento , the departure point for exploring one of Sicily’s most important archaeological sites, the Valley of the Temples.
  • Turning inland, make a quick stop in medieval Enna before spending a few nights on the fringe of Madonie Regional Natural Park , where you can enjoy the area’s hiking trails before returning to Palermo.

Recommended by Emily – Wander-Lush

Italy is such an incredible country to explore leisurely by road. With so many incredible and diverse experiences, it’s hard to choose just one Italy road trip itinerary.

She Wanders Abroad

The Ultimate Northern Italy Road Trip Itinerary for 2 Weeks

Panoramic view from La Villa/Stern in the Dolomites

A Northern Italy road trip means enchanting lakes, astonishing mountains, and romantic cities. Along the way, you will experience delectable Italian gastronomy, adrenaline-pumping hikes, and fascinating museums and art galleries.

There is so much to take into account when planning the perfect Northern Italy itinerary so my travel guide is here to help you get started.

In this 2 weeks in Northern Italy article, you will find all the necessary information about where to visit, where to stay and what to do, along with many useful travel tips and information about the region. Let’s dive right in, shall we?

* Disclosure: This post contains a few affiliate links, which means I may receive a small commission, at no cost to you, if you make a purchase through my link. *

Table of Contents

Overview of Your Northern Italy Road Trip Itinerary

Rather than proposing what to do each day of your 2 week Italy road trip, I have split your itinerary into 6 sections that cover a different region.

Each segment contains useful information about how to get there, where to stay and where to eat as well as the best things to do in that specific area.

Breakdown of your 2 weeks in Northern Italy

  • Milan: 2 days
  • Lake Como: 2 days
  • Lake Garda: 2 days
  • Verona: 1 day
  • Dolomites: 5 days
  • Venice: 2 days

You can choose whether you start in Milan and end in Venice, or go in reverse. This Northern Italy road trip itinerary works either way!

Map for your Northern Italy road trip

Below you can find a customized map that includes all the locations you’re going to visit on this Northern Italy road trip itinerary.

I marked the different parts of the road trip with different colors so you can easily see which places you’re going to visit in each area.

How to use this map: This map is fully interactive, so you can move around, zoom in/zoom out, and click on the icons. If you want to see a larger map, click on the bracket in the upper right corner. To see more details and the different layers, click on the tab in the upper left corner. If you want to save it for later, click on the star icon next to the name of the map. Then simply open Google Maps either on your desktop or phone, go to ‘Saved’/’Maps’, and open the map whenever you need it.

Milan (2 Days)

Milan is the Italian equivalent of Paris with its hundreds of boutiques, splendid landmarks, and fashion-centric identity.

The city was subject to devastation during World War II although fortunately the monuments such as the Duomo di Milan were salvaged and resurrected. That being said, Milan has the most modern vibe of the cities featured on this Northern Italy road trip.

Although it’s a huge city, most of the tourist attractions are centrally located so 2 days in Milan is sufficient time for getting to know the city. 

Milan skyline with modern skyscrapers

Best things to do in Milan

Duomo di milano .

The most iconic landmark in the city, the Duomo di Milano (Cathedral of Milan) is the perfect place to start your 2 weeks in Northern Italy.

You can admire the gothic architecture from the outside and visit the rooftop for panoramic city views. I strongly recommend doing both!

Make sure to book your tickets in advance to skip the line . Trust me, you’ll thank me later!

Girl in a yellow dress twirling in front of the Duomo di Milano in Italy

Piazza del Duomo

The Cathedral Square is the center of Milan and is a great place to hang out with an espresso or gelato while you take in the sights and observe stylish Milan locals going about their day.

Galleria Vittorio Emanuele II 

The Galleria Vittorio Emanuele II is the oldest shopping mall in Italy. You can browse luxury stores in this elegant 19th-century arcade or just visit to take photos.

It’s beautiful at night when it’s illuminated by street lights and if you want to have it all to yourself, make sure to be there before 8 am.

Girl in a yellow dress twirling inside the Galleria Vittorio Emanuele in Milan, Italy

The Last Supper

Did you know that one of the most famous paintings in the world is located in Milan? Leonardo Da Vinci’s The Last Supper is housed in the 15th-century basilica, Santa Maria Delle Grazie.

Tickets are usually sold out months in advance so it’s important to book a ticket online the moment you know the exact dates of your Northern Italy road trip!

Castello Sforzesco

Built in the 15th century by Francesco Sforza (the Duke of Milan), the Castello Sforzesco is wonderfully preserved and it’s one of the most beautiful castles in Europe to this day.

The castle is free to visit and you can visit the current art exhibition at the museum for a minimal fee.

Sforzesco Castle in Milan, Italy

Royal Palace

This impressive 18th-century palace was formerly a governmental seat but now it hosts historic artworks in an opulent setting. It’s worth coinciding a visit with the Modern Art Gallery to note how styles have evolved. 

San Siro (AC Milan) Stadium

Perhaps not for everyone but if you are a football fan you might want to book a tour of the AC Milan Stadium and Museum.

The museum houses historic and contemporary memorabilia while the tour includes the VIP stand, interview room, and dressing rooms. 

Navigli 

This bohemian neighborhood features funky canalside trattorias and floating bars.

After lots of art and landmarks, it makes a nice change to your Milan itinerary and is a great place to spend an afternoon pottering around flea markets and vintage stores or an evening of laid-back drinks. 

Sunset in Navigli, Milan, Italy

Where to eat in Milan

  • Caffè Vergnano 1882 : Situated within walking distance to the Duomo, this is a great place to grab a morning pastry and fresh brew before you dive into a day of sightseeing.  
  • B : B operates a restaurant and a cafe within walking distance of one another. Both are set within chic interiors and give you the chance to enjoy authentic Italian. Visit B for artistic fine dining and wine and B Cafe for gourmet sandwiches and cocktails.
  • Macha Cafe : Because you’re going to be eating a lot of Northern Italian dishes over the next few days, spice things up with some fresh Japanese food. Sushi, poke bowls and stacked pancakes served with matcha are on the menu at this cute string of restaurants. 
  • Rita : One of the coolest bars in Milan, this canalside bar mixes innovative cocktails and serves a mix of comforting Italian dishes 
  • Pavé : If you love the combination of delicious pastries with a heavenly cappuccino, drop by this cute cafe for a hearty breakfast or a quick afternoon snack. Each product is carefully crafted and beautifully presented so it’s a real feast for the eyes and the soul as well!

Breakfast at Pavé Milan

Where to stay in Milan

As you are only spending 2 days in Milan, I recommend that you stay centrally, especially if this is your first time in the city.

The Centro Storico is the heart of the city and this is where you can discover all of the major cultural attractions as well as shops and places to eat. More affordable accommodation is located on the outer rim of the historic center, in Brera and Navigli.

Milan’s center is fairly walkable and has good public transportation so it’s enough to pick up your rental car before leaving. This way you can save some money on the rental time as well as on parking. 

If you want to read more about the different neighborhoods, make sure to check out my in-depth article about where to stay in Milan .

If you’re in a rush, below you can find my top picks for hotels in Milan for different budgets.

  • Luxury: Four Seasons Hotel Milano
  • Mid-range: Sina De La Ville
  • Budget: Acca Palace

Lake Como (2 Days)

Located in the Lombardy region at the foot of the Alps, Lake Como is the third largest lake in Italy.

The azure water is surrounded by cute little lakeside towns, each with its own portfolio of stylish hotels, trendy restaurants, historic churches, landmarks, and museums as well as boat piers that connect to other towns.

Its dramatic setting means that you have viewpoints from pretty much anywhere. Swimming is possible in Lake Como but be prepared for the deep water to be cold even at the peak of summer.

Due to the peculiar shape of the lake (like the letter ‘Y’) the perimeter of the lake is 171 km (106 miles) and this makes it tricky to drive around the entire lake during this Northern Italy road trip itinerary.

Bellagio is strategically positioned to enable you to drive to other nearby towns and hop on boats to those further afield.

Driving time: 1 hour (56 km/35 miles) from Milan to Lecco, 1.5 hours (70 km/44 miles) from Milan to Bellagio or Varenna

Colorful houses in Varenna, Lake Como

Best things to do in Lake Como

Even if you choose to stay elsewhere during this leg of your road trip to Northern Italy, you should still consider spending at least a few hours in this picturesque lakeside town. Wander the cobblestone streets, dip into cafes and soak up the atmosphere – you won’t be disappointed!

Girl in a pink skirt looking at the waterfront in Bellagio, Lake Como

Sail Lake Como

There are plenty of opportunities to hire a motorboat or board a sailing trip to explore Lake Como from the water. This Sailing Boat Experience gives you the chance to have a go at playing captain and swimming opportunities. 

Villa del Balbianello 

Right out of a fairytale, this villa is set upon the Lavedo headland and juts out to provide splendid lake views from its grounds and terraces. The villa has been used for special events and as a film set many times over the years, if you’ve seen James Bond or Star Wars it may ring a bell.

Girl in a white dress in Villa del Balbianello, Lake Como

Villa Carlotta 

A short drive south of Menaggio, this luxurious 17th-century lakeside villa is set within 14 acres of botanical gardens. The residence showcases masterpieces including The Kiss by Francesco Hayez and exhibits how the stately home would have looked in the 19th century. 

View of Villa Carlotta, Lake Como from the water

Isola Comacina

Isola Comacina is the solo island of Lake Como and is located in the southwest part of the lake. Boats shuttle tourists to the island from Ossuccio as well as towns further afield.

For a small place, Isola Comacina has a large history that you can discover via its churches and historic buildings before slashing out on an upscale meal at the island restaurants.

As one of the largest towns, Lecco has a monopoly on some of the most interesting attractions in Lake Como. Tour the Palace of Fears and the Manzoni Museum of Municipal Art and walk along the Lungolago di Lecco.

There are numerous short hiking trails that are accessible from Lecco if you have some extra time.

Panoramic view in Lecco, Lake Como, Italy

Como-Brunate Funicolare

Ride the Funicolare Como-Brunate from Como Town to the mountain town of Brunate for magnificent views.

You’ll find restaurants at the top or you can hike to the summit of Monte Boletto. This 11.7 km (7.3 miles) hike is moderate to challenging and takes approximately 3-4 hours in total. 

Sunset from Brunate, Italy

Where to eat in Lake Como

  • Kitchen : Located in Como, Kitchen puts a modern twist on traditional Italian staples within an exquisite setting that’s perfect for special occasions.
  • Trattoria Corte Fiorina : Hidden away down one of the oldest streets in Lecco, this lovely restaurant features an outdoor courtyard and a sophisticated internal dining room. The risotto is highly commended.
  • Gelateria del Borgo : Homemade ice cream, milkshakes, and cakes to go or savor in a tranquil courtyard in beautiful Bellagio. 
  • Osteria Il Pozzo : This rustic trattoria in Menaggio has a compact menu but every dish is loaded with flavor and the place has a casual ambiance. 
  • Babi Como : Located in Como, this lovely cafe serves the most delicious and aesthetic dishes ever. If you’re looking for a delicious brunch in a beautifully decorated cafe with all the good vibes, don’t miss out on this one!

Breakfast in Babi Como

Where to stay in Lake Como

As Lake Como comprises many small resort towns you have plenty of choices available with accommodations varying from basic guesthouses to luxury villas.

Bellagio is perhaps the most idyllic and most convenient place to stay in Lake Como. However, Como, Lecco, Tremezzo, Menaggio, and Varenna are all worthy contenders. 

You can decide whether you want to book 2 nights and stay in the same hotel or spend the two evenings in different towns.

Whichever one you choose, make sure to ditch your car during the day and use the public boats and ferries to get around Lake Como as driving (and especially finding a parking spot) would be a big hassle.

To get you started, below you can find my personal recommendations for staying in Bellagio or Varenna for every budget which is a great base for your Lake Como itinerary .

If you want to know more about where to stay in Lake Como, check out my detailed guide about the best places to stay in Lake Como which includes 7 different towns with pros-cons and hotel recommendations!

Best places to stay in Bellagio

  • Luxury | Grand Hotel Villa Serbelloni
  • Mid-range | Hotel du Lac & SPA
  • Budget | Hotel Bellagio

Best places to stay in Varenna

  • Luxury | Hotel Royal Victoria
  • Mid-range | Hotel Olivedo
  • Budget | Hotel Montecodeno

Bar Giardino at Hotel Royal Victoria, Varenna

Lake Garda (2 Days)

In terms of surface volume, Lake Garda is the largest lake in Italy. As with Lake Como, Lake Garda is a popular destination for international and domestic tourists alike and it’s the most family-friendly of Italy’s lake destinations.

The glorious sapphire water is framed by resort towns with historic sites and lively restaurants. If you wanted to drive around Lake Garda in its entirety, it would take approximately 3 hours, subject to traffic, to complete the 140 km (90 miles) radius. 

The northern end of Lake Garda almost resembles a system of fjords and arguably is the most impressive visually. As with Lake Como, swimming is possible at Lake Garda so add your swimmers to your Northern Italy road trip packing list. 

Driving time: 2.5 hours (150 km/93 miles) from Bellagio to Sirmione or 3 hours (185km/115 miles) from Bellagio to Riva del Garda

Beach at Limone sul Garda, Italy

Best things to do in Lake Garda 

Rocca scaligero castle.

The main landmark of Sirmione is the moated 13th-century Scaligero Castle. Open to the public, you can pay to tour the interiors and clamber around the towers for sprawling lake views. 

Rocca Scaligero Castle in Sirmione, Lake Garda

Thermal baths 

Sirmione is known for its thermal baths which are believed to have healing benefits. There is a selection of bathhouses on the peninsula or you can drive further afield to Parco Termale del Garda or Villa dei Cedri. After all, 2 weeks in Northern Italy calls for some indulgence, am I right?

Cruise Lake Garda

Watersports and sailings are rife in Lake Garda and provide a unique way to experience the surroundings. You can choose from short boat tours by speedboat , four-hours cruises , and sunset sailings . 

Panoramic view of Limone sul Garda

Monte Baldo hiking trail

Lake Garda provides a wealth of hiking trails that are accessible without a guide. The Monte Baldo circuit is a moderate 8 km (5 miles) trail that takes around 4 hours to complete.

To access the trailhead you will need to ride the cable car from Malcesine to the top of Monte Baldo, which is worth doing regardless of whether or not you want to hike. 

Riva del Garda promenade

Riva del Garda’s backdrop with the towering mountains and greenery really helps make the pastel-colored buildings pop. Take the time to wander the promenade or take a boat ride to appreciate the postcard-perfect landscape even if you don’t choose to stay in the town.  

Colorful houses in Riva del Garda

Lake Garda markets

Traditional Italian markets operate most days in the towns of Lake Garda and give you the opportunity to purchase fresh local produce and souvenirs such as leather goods and ceramics. You can check the schedule for the current locations and timings of the Lake Garda markets online. 

Gardaland 

Italy’s leading amusement park is located right next to Lake Garda and provides white knuckle rides and family-friendly alternatives to appease all. If you’re traveling with children or teenagers, Gardaland is a fun addition to factor into your Northern Italy road trip.

Where to eat in Lake Garda 

  • Jamaica Bar : Nab yourself a spot at one of the most scenic parts of Sirmione and soak up views of Lake Garda over a sunset cocktail. 
  • Mamba Beach Club Limone : Providing incredible views of the lake, a pool and sun terrace, artistic dishes, and flashy cocktails, this is a great spot if you want to indulge in some lakeside luxury. 
  • Hosteria Croce d’Oro : A small family-owned trattoria in Desenzano del Garda that serves homemade pasta, succulent meat, and wholesome seafood with an expansive wine menu. 
  • Aril Pizzeria : An unpretentious diner in Malcesine with an ample pizza menu at budget-friendly prices. 
  • Ristorante Al Vaticano : Situated in a quintessentially Italian courtyard in Riva del Garda, the environment is just as pleasing as the hearty Italian fare. 
  • La Darsena : Operated by Grand Hotel Fasano, this lakeside restaurant offers an extensive outdoor space shaded by chestnut trees right by the lake. They serve aperitifs and cocktails along with authentic local cuisine such as homemade pastas and delicious pizzas.

Dinner at La Darsena at Lake Garda

Where to stay in Lake Garda 

Similar to Lake Como, I recommend booking accommodation for two nights in Lake Garda but consider splitting your accommodation across two towns.

As you approach from the south, you can start your Lake Garda road trip in the southern end and book a hotel in the peninsula town of Sirmione or historic Desenzano del Garda.

For your second night, I suggest either Malcesine in the shadow of Monte Baldo or the colorful resort towns of Riva del Garda or Limone sul Garda. 

All of these proposed towns are well-equipped with amenities, restaurants, and attractions for your road trip to Northern Italy. But, of course, you might prefer to book somewhere more remote along the lakeside – it’s totally up to you!

If you want to know more about the best towns to stay at the lake, make sure to check my in-depth guide about where to stay in Lake Garda .

If you don’t want to spend too much time with searching for accommodations, check out my recommendations below for different budgets.

  • Luxury: Hotel Olivi Spa & Natural Wellness
  • Mid-range: Du Lac Et Du Parc Grand Resort
  • Budget: Albergo Ristorante Montebaldo

Outdoor pool at Grand Hotel Fasano

Verona (1 Day)

Verona is a small medieval city that’s teeming with ancient sights. The historic center, Città Antica, is a UNESCO World Heritage Site with a number of landmarks that predate the Rome equivalents.

Verona is also the gateway to the Valpolicella wine region and while you’re in the city you can sample the esteemed local reds for yourself, best enjoyed with a delicious Verona meal.

It’s a small city so spending 1 day in Verona is sufficient for your Northern Italy road trip.

Driving time: 50 minutes (45 km/28 miles) from Sirmione to Verona or 1 hour 10 minutes (85 km/53 miles) from Riva del Garda to Verona

Panoramic view of Verona, Italy

Best things to do in Verona

Piazza brà.

The beating heart of Verona, Piazza Brà, is where you most likely start your day in Verona. It’s a lovely spot and believed to be the largest public square in Europe.

Note the statue of Italy’s original ruler, King Vittorio Emanuele II, in the center and spend some time admiring the historic buildings and walls of the Verona Arena. 

Juliet’s Balcony

Sure it’s a little touristy but seeing the legendary balcony that Romeo wooed Juliet from is worth adding to your Northern Italy itinerary.

The square that Casa di Giulietta is located in is tiny and gets crowded so you should visit as early as possible in the day to snap a photo. Romeo’s house is just around the corner! 

Juliet's Balcony in Verona, Italy

Torre dei Lamberti

Situated in Piazza del Erbe, the Torre dei Lamberti is a Medieval bell tower that dates back to the 12th century. You can tackle the stairs or hop into the elevator and take in the panoramic views across the rooftops of Verona from the top.

Verona Arena

This Roman amphitheater is so fantastically preserved that it’s still used to this day for opera. You can tour the arena or even watch a live performance if your visit coincides with a concert.

A number of walking tours operate in town that include skip the line entry to Verona Arena . 

Verona Arena

Castel San Pietro

An alternative option for getting a birds-eye view of Verona: ride the funicular to this ancient fortress that was built upon a castle.

To access the funicular station, you will cross over the ornate Ponte Pietro which is a sight within itself.

Castel San Pietro in Verona, Italy

Wine tasting

Enjoy a tipple of Valpolicella in one of Verona’s world-class restaurants or book a Valpolicella Wine Garden Visit with Wine Tasting for deeper insight.

Basilica di San Zeno Maggiore

Another one for the Shakespeare fans, the crypt of the Basilica di San Zeno Maggiore is where the marriage of Romeo and Juliet took place. The Romanesque-style church was constructed between 967-1398 AD in honor of St Zeno of Verona. 

Basilica di San Zeno Maggiore in Verona, Italy

Where to eat in Verona

  • Trattoria Reale : Positioned down a photographic alleyway, this elegant eatery serves a mix of classic Italian dishes. 
  • Elk Bakery : Fluffy pancakes, delicious toasted bagels, and americanos that will satisfy those seeking a reprise from espressos; this is a great little breakfast spot to squeeze in. 
  • Ziga Bar : A cozy vegetarian restaurant that also has excellent vegan options. Perfect for plant-based foodies seeking brunch, lunch, or dinner.
  • Amorino : For anyone seeking their daily gelato fix, the servers at Amorino will present it sculptured into the shape of a flower.

Where to stay in Verona

As you will only spend 1 day in Verona I suggest that you stay close to the Città Antica, the historic center. Cittadella and Borgo Trento are alternatives where accommodation is a fraction cheaper or where parking spaces are more likely to come by.

Below you can find some of the best places to stay in Verona for every budget.

  • Luxury: Due Torri Hotel
  • Mid-range: Hotel Giulietta e Romeo
  • Budget: Hotel San Marco Fitness Pool & Spa

Dolomites (5 Days)

The Dolomites are a UNESCO World Heritage Site comprising razorblade peaks as well as alpine lakes and fairytale meadows.

The area spans the three provinces of Belluno, Trentino, and South Tyrol and you will notice that many towns, lakes, and landmarks have both Italian and German names due to the close proximity to Austria and Switzerland. 

My advice is to split the Dolomites section of your Northern Italy road trip into West and East with 3 days in the Western Dolomites and 2 days in the Eastern Dolomites.

From each base, you will be able to plan short hikes and check out picturesque churches and turquoise lakes. 

To plan this part of your Northern Italy itinerary in more detail you can read my ultimate Dolomites road trip itinerary for 5 days .

Driving time: 2 hours (190 km/118 miles) from Verona to Ortisei, then 1.5 hours (65 km/40 miles) from Ortisei to Cortina d’Ampezzo

Best things to do in the Dolomites

Alpe di siusi (seiser alm).

Hiking at Alpe di Siusi is one of the best hikes in the Dolomites as it enables you to see right across this alpine meadow and at the peaks of the Western Dolomites.

You can get there by riding the cable car from Ortisei during the day but if you want to visit for sunrise or sunset, you’ll have to drive up to Compatsch and hike for about an hour to reach the scenic viewpoint.

It’s important to know that you can only drive to Compatsch and not further, and it’s not allowed to drive up between 9 am and 5 pm.

You can't miss the picturesque Alpe di Siusi on your Dolomites road trip

From Ortisei, you can ride the cable car high into the Puez Odle Nature Park and follow a short hiking trail to see the shocking ridgeline of Seceda with its huge dropoff.

You can continue by walking across the ridge if you have time and you can choose to take some longer hikes in the area as well. 

Churches of the Dolomites

Two of the prettiest churches in the Dolomites are within driving distance of Ortisei. Framed by the Odle mountain range, Santa Maddalena Church is located in the town of the same name.

From here you can choose to walk or drive to the neighboring St. John Church in Ranui which is said to be the most photographed church in the entire Dolomites.

Girl in a white dress sitting on a bench, looking at Santa Maddalena church in Val di Funes, which is a most visit on a Dolomites road trip

Passo Gardena 

This high-altitude mountain pass connects Sëlva in the Val Gardena with Corvara in Val Badia. This is the best way to connect with Cortina d’Ampezzo where you will spend the next few days of your 2 week Italy road trip. Make sure you stop at Rifugio Frara where you can find a fantastic viewpoint!

Lago di Braies (Pragser Wildsee)

There are many beautiful lakes in the Dolomites but perhaps the most famous of all is Lago di Braies. During the summer season, you can rent a rowing boat and sail yourself across the water.

Visit as early as possible to beat the crowds, otherwise, you might not be able to snag a parking spot later!

Lago di Braies, one of the most beautiful lakes in the Dolomites

Tre Cime di Lavaredo

This relatively easy yet utterly scenic hike provides jaw-dropping views of the famous three peaks. It’s a relatively easy hike that can be completed within 4-5 hours and requires no special skills.

Read my complete guide to the Tre Cime di Lavaredo hike and put this at the top of your list of things to do in the Eastern Dolomites.  

Cadini di Misurina

This is a short hike that rewards you with one of the most spectacular viewpoints that you’ll see during your 2 weeks in Northern Italy.

It’s not a very popular find and it’s generally hard to find information about it online so make sure to check out my Cadini di Misurina hiking guide before you go!

Girl in a cave overlooking Tre Cime di Lavaredo

Where to eat in the Dolomites

  • Caffè Val d’Anna : This apres joint in Ortisei dishes up comforting South Tyrolean dishes and light Italian dishes. Their apfelstrüdel is touted as the best in the Dolomites!
  • Baita Resch : A warm and cozy restaurant with warming plates that will provide nourishment after tackling the local hiking trails around Cortina d’Ampezzo.
  • Dolomiti : Feast on freshly baked bread and pastries to start your day or wind down in the evening with a glass of wine at this friendly restaurant and bar. 

Where to stay in the Dolomites

Head to Ortisei (Urtijëi) in the valley of Val Gardena and make this your base for the first 3 days where you will explore the Western Dolomites. This is the largest and prettiest of the three Val Gardena towns.

Then you can relocate to Cortina d’Ampezzo in the province of Belluno for the last 2 days. Considered the ‘Pearl of the Dolomites’, this is an alpine ski resort that offers excellent summer hiking. 

If you want to learn more about the best areas to stay in the Dolomites, make sure to check out my detailed post about where to stay in the Dolomites which contains pros and cons, and hotel recommendations for each area.

In case you don’t want to spend too much time for searching, check out my recommendations for staying in Val Gardena and Cortina d’Ampezzo.

Best places to stay in Val Gardena:

  • Luxury: Hotel Angelo Engel
  • Mid-range: Garni August
  • Budget: Hotel Edda

Best places to stay in Cortina d’Ampezzo:

  • Luxury: Grand Hotel Savoia Cortina d’Ampezzo
  • Mid-range: HOTEL de LEN
  • Budget: Hotel Meuble Oasi

Hotel Angelo Engel in Val Gardena, Dolomites

Venice (2 Days)

As one of the most beautiful cities in Europe , Venice is swimming in evocative views and attractions to make your heart swoon. A cluster of around 100 islands within the Venetian Lagoon form the city of Venice.

The main six sestieri (districts) are wrapped around the Grand Canal but further afield you have other islands such as Burano and Murano that have a different identity of their own.

Venice is a pedestrianized city so you can discard your rental car for the final two days of your 2 week Northern Italy road trip. Regardless of where you choose to stay in Venice, you can get to most places easily on foot or by water taxi (Vaporetto). 

As Venice is a paradise for photographers you might want to check out my guide to the best Venice Instagram spots which contains some essential shooting tips along with the exact coordinates for each location. 

Driving time: 2 hours (160 km/100 miles) from Cortina d’Ampezzo to Venice

Grand Canal, Venice, Italy

Best things to do in Venice

St. mark’s square & st. mark’s basilica .

Start your Venice exploration in the core of the city from where you can access the top tourist attractions and photograph the landmarks.

While you’re there you can also dip into St. Mark’s Basilica and ride the elevator to the top of St. Mark’s Campanile for the best panoramic views over the city.

Girl in a pink dress twirling in front of the St. Marks Basilica in Venice, Italy

Doge Palace

Doge Palace is an ornate complex comprising exhibition halls brimming with artworks, armor, and the famous golden staircase.

It’s worth planning ahead and booking a Doge Palace skip the line ticket which shortens the time spent queuing. 

Bridge of Sighs 

A splendid bridge with a darker history, the Bridge of Sighs is where prisoners released one final breath in daylight before being imprisoned next door to Doge’s Palace. Gondolas usually take you beneath it but it’s worth visiting on foot as well for a different perspective.

Girl in a pink skirt sitting on a stone bridge in front of the Bridge of Sighs in Venice

Gondola Ride

Although the costs will raise any eyebrow, riding on a traditional Venetian gondola is such a special occasion it’s really worth doing it.

Prices are steep, usually around €120 but you might be able to negotiate a little bit. 

Rialto Bridge 

Originally constructed during the 12th century (with subsequent reconstruction), Rialto Bridge is the oldest in Venice and one of the city’s most arresting sights. Pay a visit to take some photos and watch the passing gondolas. 

Rialto Bridge in Venice, Italy

Murano is another one of Venice’s islands that is accessible via Vaporetto and is a joy to explore on foot. Visit the Glass Cathedral of Santa Chiara which all makes sense once you’ve educated yourself on the island’s glass-blowing heritage at the Glass Museum.

Another island you can spend a half day exploring, Burano is known for its colorful architecture, lacemaking, and seafood. Find Bepi’s House, cross the Love Bridge, and order the catch of the day.

Girl in a pink skirt sitting in front of a pink house in Burano

Where to eat in Venice 

  • Cantina Do Mori : It’s tricky to find hidden restaurants in Venice but this historic local joint fits the bill. Come with a hunger for Cicchetti (Italian tapas) and a thirst for wine.
  • Ristorante Wistèria : Fresh, authentic Venetian fare crafted from seasonal produce that suits vegetarians and carnivores alike. Book ahead to secure a table in the canalside garden.
  • Gelatoteca Suso : Rumored to be the greatest gelato in the world, this gelateria is conveniently positioned next to the Rialto Bridge and even offers vegan options. 
  • Caffè Florian : Said to be the oldest cafe in Europe, this is a lovely place to grab a coffee, negroni, or signature hot chocolate in a charismatic setting. Although dining at Caffé Florian is truly a once in a lifetime experience, be prepared that you will have to pay big bucks for it!
  • Trattoria Al Gatto Nero : Stop for the freshest calamari and seafood linguine at this historic Burano trattoria. 

Breakfast in Venice, Italy

Where to stay in Venice 

Although central Venice spreads across six sestieri, the city is far smaller than you might think, therefore 2 days in Venice is all you need to explore the best sights.

San Marco and San Polo together form the touristic center of the city which means that there are lots of accommodations available within walking distance of the major tourist spots, although they are on the pricier side.

Cannaregio is a great alternative that’s still super convenient but a tad more affordable.

To learn more about the different parts of Venice, make sure to read my in-depth guide about where to stay in Venice . And if you want to make your stay even more memorable, you can stay in one of the most incredible Venice hotels with canal views !

Below you can find my personal recommendations for the best places to stay in Venice for different budgets.

  • Luxury: Baglioni Hotel Luna
  • Mid-range: H10 Palazzo Canova
  • Budget: Hotel Bel Sito e Berlino

Useful Info for Your Northern Italy Itinerary

How to get to northern italy .

As you can start this Northern Italy road trip itinerary in either Milan or Venice, you will need to fly to either Milan Malpensa Airport (MXP) or Venice Airport Marco Polo (VCE).

Both are international airports that connect to other Italian cities and destinations in mainland Europe and you can usually find budget flights so keep an eye on upcoming sales. Nonstop flights operate between New York JFK and Milan. 

If you are already in Italy then you might want to take the train to your starting point and then pick up your rental car. Milano Centrale Railway Station (Milan) and Santa Lucia Train Station (Venice) connect to most major Italian cities.

If you’re coming from another European country that is not so far away from Italy and you own a car, it’s worth considering bringing it with you.

This way you can save a lot of money by not having to rent a car but on the other hand, you will need to calculate with the extra fuel usage for getting to Italy from your home country.

But since you’ll be spending 2 weeks in Northern Italy, having your own car is a lot better financially!

Beautiful canal in Venice, Italy

Best time go on a Northern Italy road trip

Italy experiences four seasons and the climate is a fraction cooler year-round in the north in comparison to the south. You can practically visit Northern Italy anytime and you’ll be greeted with beautiful scenery! But let’s see what are the absolute best times for your Northern Italy road trip itinerary.

The shoulder seasons of April, May, June, September, and October are the best times to visit and do this 2 week Italy road trip. This way you will benefit from the most pleasant weather and you will be able to visit everywhere on my itinerary including the hiking trails.

The months of July and August are considered as the peak tourist season which means everywhere will be busier, accommodation rates higher, and the weather at its hottest.

However, if you don’t mind these factors then summer is a wonderful time to visit Northern Italy for seeing the wildflowers in full bloom!

That said, if you like winter wonderlands you’ll love seeing the Dolomites when they’re topped with snow. Although please keep in mind that most of the hiking trails in the Dolomites will be closed during the winter and you will need to take some extra precautions for driving in the snow.

On the other hand, you can go skiing in the mountains which can be a nice addition to your Northern Italy road trip.

Lago di Carezza is a must stop on every Dolomites road trip

Tips for driving in Northern Italy

When planning your dream road trip to Northern Italy don’t forget to check the local driving laws and prepare any paperwork before you pick up your rental. Here are some quick tips to help you get started.

Driving License

If you’re coming from overseas, you will need to carry your driving license from your home country as well as an International Driver’s Permit (IDP) while driving in Northern Italy.

If your driving license was issued by one of the member states of the European Economic Area, you will not need the IDP as your license is valid in Italy.

Seatbelts & Speed Limits

Seatbelts are compulsory in Italy so remember to buckle up. Speed limits in Italy are usually 130 kph (81 mph) on major highways, 110 kph (68 mph) on non-major highways, and 90 kph (56 mph) on local roads. Always check for signs. 

Driving on Autostradas

When driving on autostradas (toll roads) you are required to pay at the booth as you exit the autostrada. Make sure to check the boards above each line in advance because it’s very important to stand in line at the correct one!

Avoid the yellow board that says “Telepass” and choose either the blue board that says “Carte” where you can pay with credit cards or the white board that indicates cash payment only.

Most toll roads accept credit cards but it’s worth having cash in your pocket in case the machine doesn’t work (it happens more than you would think!).

Driving in the Dolomites

When you reach the Dolomites region of your Northern Italy road trip itinerary prepare for narrow winding roads. Err on the side of caution and drive slowly if you are less confident behind the wheel.

Parking lots in the Dolomites are very limited so you will need to arrive early to grab a space at viewpoints, lakes, and trailheads. 

Parking in Northern Italy

When booking accommodation make sure that the hotel provides parking and check whether you need to reserve it in advance or pay extra to secure a spot. Parking in Northern Italy is hard to come by!

There’s no need to drive in the cities as they are generally walkable and you will find the public transport is less stressful. In case your hotel doesn’t provide parking, it’s best to find a parking house and leave your car there while exploring the cities.

View of Santa Maddalena Church in Val di Funes, Dolomites

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The Ultimate Northern Italy Road Trip Itinerary for 2 Weeks

4 thoughts on “The Ultimate Northern Italy Road Trip Itinerary for 2 Weeks”

Would love to follow your great itinerary leaving from Milan but also returning to Milan for our flight home. We have visited Venice but would like to stay one night in Verona before returning to Milan. Do you have suggestions for a scenic, interesting drive from Verona back to Milan? Would like to avoid the Autostrada completely if possible. Thanks for any help with this!

Hi Tish! During our Northern Italy road trip we only used the autostrada between Verona and Milan so unfortunately I don’t have any suggestions for a scenic drive. But if you’re not planning to stay at Lake Garda, maybe you can drive around the lake before returning to Milan from Verona? It’s a super scenic road for sure!

This is the most professional, complete, informative, awe inspiring and beautiful travel blog / guide I have seen. Well done! I plan to use this as a travel guide for sure. I did not see any dates as to when you took this adventure, nor an estimate of costs along the way and overall, but this would be very helpful too. Thank you Kriszti. 😁

Thank you so much for your lovely feedback!

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2 Weeks in Italy – A 14-Day Itinerary for First-Timers

visiter Florence en 2 jours

A trip to Italy has something for everyone: artistic masterpieces, ancient history, amazing food, fabulous landscapes and local folklore.

A 14-day itinerary allows you to discover all the facets of this unique country, from its main cities to some of its most fascinating villages.

Are you ready to spend 2 weeks in Italy?

There are two ways to travel, by car a do an Italy road trip or by train as described below.

Don’t forget to check: my Italy packing list .

Disclaimer: This post contains affiliate links. This means that should you click on certain links, and then subsequently purchase a product, I will receive a small commission.

Table of Contents

How to Spend 14 Days in Italy – 2 Week Itinerary

italy road trip 2 weeks driving

Day 1: Flight to Rome and Transfer To Naples

Fly to Rome, which is not only the Italian capital but also one of its main transportation hubs allowing you to easily reach any other large city.

To find the cheapest flight options from your city, you can use the search form below

Catch a high-speed train to reach Naples in about 1h. Try to be there around lunchtime to be able to spend a few hours visiting the city.

But first, enjoy a real Neapolitan pizza and a well-deserved lunchbreak!

In the afternoon, you can choose between:

  • A visit to the National Archeological Museum (if you’re not too tired!) for a real blast from the past. Book your skip the line tickets for the museum here.

italy road trip 2 weeks driving

  • a visit to the mystic Sansevero Chapel to admire the famous Veiled Christ. Click here to book a small group guided tour to the Old Town and the Veiled Christ.
  • In the evening, take a stroll in the trendy Chiaia neighborhood and have a drink outdoor like a local

italy road trip 2 weeks driving

Where to stay in Naples

Check out my guide on where to stay in Naples here. 

Renaissance Naples Hotel Mediterraneo : This 4-star hotel, a member of the Marriott Group, is located centrally close to the main attractions of Naples and the ferry terminal. Rooms are comfortable and modern while the rooftop where breakfast is served has lovely views of the Bay, Castel Nuovo, and Mount Vesuvius. Click here for more information and to check the latest prices. Grand Hotel Europa – Sea Hotels Group : Located near the main station, this hotel is an excellent choice for those thinking about visiting Pompeii or the Amalfi Coast. It provides excellent 3-star value with comfortable rooms including Wi-Fi, satellite TV, air-con, and safe. Click here for more information and to book the Grand Hotel Europa.

italy road trip 2 weeks driving

You might be interested in: 3 days in Naples.

Day 2 Pompeii & Sorrento

italy road trip 2 weeks driving

Visiting Pompei is a must and you cannot miss this stop during your 2week stay in Italy! You can easily reach Pompei by train and it will surely be an emotional visit making you feel like an ancient inhabitant of these places. To see the main points of interest and make the best of your time, join a guided tour ( Pompeii: Small-Group Tour with an Archeologist ). As an alternative, get a fast-track ticket ( Pompeii Fast Track Entry Ticket ).

italy road trip 2 weeks driving

An organized tour will take around 2- 3 hours, but armed with the knowledge already gained, you may want to spend more time there on your own before returning moving on.

No matter how you choose to visit the site, know that it is very busy especially from May to October. Bring a hat and sunscreen, wear comfortable shoes and drink plenty of water.

In the afternoon, head to the lovely town of Sorrento . How can you spend a few hours?

italy road trip 2 weeks driving

  • take a stroll in the picturesque alleyways of the Old Town
  • visit the beautiful S. Francesco Cloister
  • linger in a café in Piazza Tasso

italy road trip 2 weeks driving

  • meet local fishermen in Marina Grande village
  • watch the sunset from the panoramic terrace of Villa Comunale

As an alternative, you can join a walking tour. If you are looking for an organised skip the line guided tour starting from Naples I suggest this full day guided tour that combines a visit to the Pompeii ruins and the mount Vesuvious .

Day 3 Amalfi Coast

italy road trip 2 weeks driving

Option 1 : rent a car and spend your day driving around to explore all the picturesque villages along the coast. A few tips?

  • Positano : winding alleys, a medieval flair, and some wonderful views. If you feel like being active, don’t miss the Path of the Gods.
  • Amalfi: the main and largest town on the coast, full of historical buildings and monuments. Visit at least S. Andrea Cathedral and the Cloister of Paradise .

italy road trip 2 weeks driving

  • Ravello : up in the Lattari Mountains and overlooking the Mediterranean Sea. Visit the Gardens of Villa Cimbrone to take the most amazing pictures!
  • Cetara: a lovely fisherman village where you can taste a local gastronomic specialty named “colatura di alici” (anchovy extract)

Option 2 : a guided tour from Naples to the Amalfi Coast.

Option 3: It is very easy to do this day trip on your own as well. You just need to catch a train to Sorrento from Naples. There are about 3 trains per hour depending on the season and the journey is about an hour depending on the type of train. As soon as you exit the train station there is a kiosk where you can buy a bus ticket to either Positano or Amalfi. The buses are in front of the station and tickets cost 2-3 euros one way.

It takes around an hour to get to Positano by bus as the road is small and there is huge traffic especially during the summer and you need even more time to get to the Amalfi village because it is further away. Also, during the high season, the queues to take the bus are huge and you might have to ride standing. Also, the road is very curvy and a lot of people get sick.

italy road trip 2 weeks driving

Option 4: There is an alternative way to get to the villages, which is by ferry from Sorrento. You can get the ferry from the port. It is a 10- minute walk from the train station. From Sorrento to Amalfi it is one hour by ferry and the ticket was 16 euros in September that I visited. The ferry makes also a stop in Positano before arriving in Amalfi. There are many small boats connecting Positano with Amalfi and the other villages of the Amalfi Coast. Tickets can be bought at each port.

You might also be interested in: 11 Amalfi towns to visit. An Amalfi Coast itinerary and a guide on where to stay in the Amalfi Coast. A guide to Positano

Day 4 Capri

italy road trip 2 weeks driving

Take a ferry from Naples to reach Capri island in about 40 minutes. The fast ferry takes 50 minutes to Capri from Naples and tickets cost around 21,50 euros one way.

Start your visit with a boat tour taking you to the wonderful Blue Grotto ( Capri Boat Tour With Stop by the Blue Grotto )

Catch a bus and reach the village of Anacapri . Its highlight is the beautiful S. Michele Arcangelo church with its precious majolica floor ( Chiesa di San Michele (chiesa-san-michele.com) )

Now you can either take the chairlift and reach the top of Mount Solaro ( The Chair Lift Monte Solaro (capriseggiovia.it) ) or go back to Capri to visit its Old Town and the medieval Certosa di San Giacomo

Don’t miss a visit to the Gardens of Augustus to enjoy some local nature

If you still have some time to spend on Capri island, reach Villa Jovis on Mount Tiberius

Alternatively, you can book a full-day tour to Capri from Naples.

italy road trip 2 weeks driving

Click here for my post: Things to do in Capri

Day 5 Naples to Rome

italy road trip 2 weeks driving

Spend your last hours in Naples taking the Underground Tour to learn more about some important archeological findings ( Naples Underground (napolisotterranea.org) )

Catch a high-speed train to reach the second stop of your 14day itinerary in Italy: Rome !

Spend the afternoon walking around the city center. Start from Piazza Navona and take a moment to admire the Fountain of the Four Rivers by Bernini

italy road trip 2 weeks driving

Reach Piazza di Spagna and climb its iconic stairs to reach the panoramic terrace in front of the church of Trinità dei Monti

Admire the neoclassical beauty of Piazza del Popolo with its Egyptian obelisk and its twin churches

Reach the Trevi Fountain and wait in line to throw a coin into the basin!

If you still have some time, enjoy some shopping in via Condotti and via del Corso

Where to stay in Rome

Royal Rooms – Via Del Corso : The Royal Rooms are just 200 meters from Via Margutta and many amenities are in the immediate vicinity. They include shopping, piazzas, and cafes. Within the Royal Rooms, you will find everything you need for comfortable accommodation. Click here for more information and to check the latest prices. Palazzo Medusa : Palazzo Medusa is regularly selected by its guests as one of the best in the whole city. Comfortable accommodation includes a large TV, an en-suite bathroom, and a hairdryer. You can even rent a bike if you wish. Palazzo Medusa has gained a reputation for its fine cuisine; enjoy it! Click here for more information and to check the latest prices. Navona Colors Hotel : Located less than 200 meters from Piazza Navona, its situation is ideal for visitors wanting to walk or cycle around. The food is good and the bedrooms are comfortable in this beautiful Baroque building. Click here for more information and to check the latest prices. Piazza Del Gesu Luxury Suites : Situated on the Piazza Navona, a 5-minute walk from one of Rome’s highlights, the Pantheon. Facilities you will enjoy include free WI-FI, lovely furnishings, and a modern bathroom. The views over the City are stunning. Click here for more information and to check the latest prices.

You can also check a local’s guide on where to stay in Rome .

things to do in Rome in 5 days- Colosseum

What’s best than starting off the day with a visit to the Colosseum ?

Dive into ancient times by also visiting the Roman Forum and the Palatine Hill . You can also take a guided tour with skip the line tickets to make the best of your time as lines are huge .

Roman Forum in Rome - 5 days in Rome

In the afternoon, head to the Pantheon and watch the light entering from the hole in its dome.

Enjoy some nature in Villa Borghese Park , but not before taking a tour of the beautiful Villa Borghese Gallery housing some famous statues by Canova. Book your skip the line tickets here to avoid the queues.

Tonight, taste some typical Roman dishes in Trastevere !

You might also be interested in: 5 days in Rome .

italy road trip 2 weeks driving

During your 2week stay in Italy, you should absolutely spend a whole day visiting the Vatican . Start from the Vatican Museums and save enough time for the Sistine Chapel, the Galleries, and Raffaello’s Room.

Tip: Visiting the Vatican is an essential Rome experience, and it will be quite overwhelming! Before anything, you should know that the queues are huge. No matter how much you think you can wait, you can’t. The queues go on for seemingly forever, so I recommend a skip a line tour. Another way to enjoy the Vatican if you don’t have much time is by this Pristine Sistine, early entrance small group Vatican tour . The reason I like this tour is that you get inside the Vatican one hour before it opens, the group is small and you get to see the Vatican in under 4 hours. All 3 times I’ve been there were with the skip-the-line guided tour, and it added to the overall comfort and convenience of my entire visit there.

Visit St. Peter’s Basilica and get lost among its many artistic masterpieces and stunning architectural features like the dome.

italy road trip 2 weeks driving

Leave the Vatican by walking along the majestic via della Conciliazione and take one last picture of the Basilica

italy road trip 2 weeks driving

Reach S. Angelo Castle and watch the Tevere river from the homonymous bridge lined with huge stone Angels. Book here your fast-track ticket to Castel San Angelo or a guided tour.

Spend a romantic evening walking along the Tiber river .

Day 8 Rome to Florence

Piazza del' Duomo in Florence

Get up early and catch a high-speed train to reach Florence in about 1h30.

Start your tour from the Duomo Complex , the beating heart of Florence. It consists of: Santa Maria del Fiore (Cathedral), Brunelleschi Dome (belonging to the cathedral), Baptistery , and Giotto Tower . A guided tour of the Cathedral is always a great idea.

Tip: There is a dress code to enter the church. Women must wear clothes covering their knees and their elbows. Men must wear long trousers. Tip: The queues to enter the Duomo and to climb the Cupola are long and you might have to wait for hours to enter. A great way to skip the lines is by taking a guided tour or if you are using the Firenze Card (The Firenze Card works like a three-day fast pass to your favorite attractions. This is a great option for visitors trying to pack as much sightseeing into a Florence vacation as it lets them skip the long queue lines at most of the most popular sites. It is a great buy if you are staying in Firenze for 3 days). Here are some recommended tours of the Duomo: Duomo skip the line guided tour. Guided Tour of the Duomo Including the Rooftop and View the Terraces

Head to the elegant Piazza della Repubblica with its beautiful Triumphal Arch and the ancient Column of Abundance

Now reach Piazza della Signoria with the iconic Palazzo Vecchio and the famous Loggia dei Lanzi .

Il porcellino Florence

Cross the picturesque Ponte Vecchio , but not before having touched the nose of the wild boar decorating a small fountain nearby (it brings good luck!)

Your last stop will be Santa Croce Basilica , with its marble façade, its frescoes, and the tombs of some famous people like Galileo Galilei and Michelangelo.

The view of river Arno and Ponte Vecchio from Uffizi Gallery

Taste the famous Fiorentina Steak for dinner!

Where to stay in Florence

Tourist House Battistero : This accommodation in a 15 th Century building is close to the Ponte Vecchio and the Scudieri Café. You will get a comfortable room with lovely views over the City. Click here for more information and to check the latest prices. C-Hotels Ambasciatori : You will be close to Florence’s main attractions if you stay at this 4-star hotel. It is a chic, modern hotel surrounded by a wonderful history. Click here for more information and to check the latest prices. Plaza Hotel Lucchesi : Built in 1860, this is 4-star accommodation situated close to the Arno River. You will have lovely views of Florence during your stay. Click here for more information and to check the latest prices.

Day 9 Florence

Spend the whole day admiring some of the most famous artistic masterpieces in the world! An example? The iconic David by Michelangelo! Where to find it? In the Galleria Dell’ Accademia .

Tip: There are usually long queues for the Accademia. To save time you can either buy a timed entrance ticket beforehand or book a guided tour. Skip the line entrance ticket to the Accademia Another great option is to book a skip-the-line half-day tour to both the Accademia and Uffizi.

visiter Florence en 2 jours

Another iconic museum is waiting for you: the Uffizi . Skipping the endless line at the entrance is a must, but a guided tour is what you really need to see everything without spending the whole day wandering around and getting lost!

Tip: The queues for the Uffizi are long. To save time you can either buy a timed entrance ticket beforehand or book a guided tour. Here are some great options: Skip the line Ticket to the Uffizi Skip the long queue with a guided tour of the Uffizi

As an alternative, you can replace one of these visits with Palazzo Pitti , especially if you love Renaissance art. If you go there, step outside and visit the beautiful Boboli Gardens !

Don’t miss the sunset from Piazzale Michelangelo and remember to take a picture of the iconic city’s skyline

The Piazzale Michelangelo has become famous because of its wonderful views of Florence and the neighbouring areas. It is equally impressive by night with its flickering lights or as the sunsets.

Check out here my 2 day Florence itinerary. 

Day 10 Tuscany Tour or Cinque Terre

Vernazza - One day in Cinque Terre

There are interesting day trips from Florence to see the larger region. The choice is yours from a few alternatives:

  • San Gimignano and Siena and Chianti are medieval towns within a famous wine region of Italy. It is a lovely region of rolling hills so even the journeys there and back are fun.
  • Pisa with tickets to the leaning tower, another alternative especially if you want to see the Leaning Tower of Pisa.
  • Cinque Terre is a region of lovely small villages that can be done by train from Florence or with an organized group.

You might like: How to spend one day in Cinque Terre . How to get from Florence to Cinque Terre. The most beautiful hilltop village in Tuscany.

Day 11 Florence to Venice

Doge's palace and Campanile on Piazza di San Marco, Venice - 2 days in Venice

Get up early and take a high-speed train to reach the third stop of your 14day itinerary in Italy: Venice ! Try to be there as early as you can to be able to spend the whole day exploring the city.

Start from Piazza San Marco . Enter the majestic San Marco Basilica and enjoy its golden decorations and its byzantine vibes. It’s always extremely crowded, so it’s best to skip the line .

Visit also Palazzo Ducale (Doge’s Palace) and learn who the famous Doge was

Recommended: Skip the line tour to Doge’s Palace & St Mark’s Basilica.

italy road trip 2 weeks driving

Learn something more about the other two landmarks of San Marco Square: San Marco Tower and the Clock Tower . You can enjoy a complete visit to the Square and its monuments by taking a guided tour .

Basilica and the Doge's Palace in Venice, - 2 days in Venice

In the afternoon, relax and slowly stroll along the canals . Cross Rialto Bridge and don’t forget to take a picture of the Canal Grande !

Your first night out in Venice shall involve some “cicchetti” and an “ombra” in a local “bacaro” (meaning tasting some local tapas and a glass of wine in one of the typical taverns of Venice!)

Rialto Bridge - 2 days in Venice

Where to stay in Venice

Hotel Al Codega : This comfortable hotel has regularly received positive reviews from its guests. That is because of its location close to some of Venice’s top attractions as well as the facilities they have found within their accommodation. Click here for more information and to check the latest prices. Hotel Rio : Hotel Rio is central within Venice so that you will find attractions close by including the Rialto Bridge. The Venezia Santa Lucia Train Station is near and so it is convenient for arrivals and departures. You can expect every modern amenity including satellite TV and Wi-Fi. Click here for more information and to check the latest prices. Hotel Ai Reali – Small Luxury Hotels of the World : An eclectic mix of Baroque and Neoclassical architecture with plenty of marble, this hotel is among the top tourist selections in Venice.  St. Mark’s Basilica is just a short walk away; perhaps the first major attraction you will see in Venice if you book here? Click here for more information and to check the latest prices.

Day 12 Venice

Burano Island, Venice

Start your day with some Venetian art at the Accademia Galleries . Save at least 2h30 for this visit!

If you love modern and contemporary art, replace this visit with a tour of the Peggy Guggenheim Collection. Click here to book your skip-the-line tickets.

Spend the afternoon visiting the smaller islands of the Venetian Lagoon: Murano, Burano, and Torcello . They are well connected to Venice by water taxi, but you can also choose a combined tour Find here more information and book a cruise to Murano, Burano , and Torcello islands.

The perfect Venetian night? It shall start with a romantic gondola ride . Find here more information and book a 30-minute gondola ride.

italy road trip 2 weeks driving

Check out my detailed post about 2 days in Venice .

Day 13 Venice to Milan

Night view of Milan Cathedral - One day in Milan

Today, you’ll reach the last stop of your14day itinerary: Milan ! You can reach it in about 3h by high-speed train

Since you only have 1 day left, focus on the city center and start with the symbol of the city: the Cathedral in Piazza Duomo . This gothic masterpiece deserves a thorough visit and you should absolutely climb up to the rooftop to take in a breathtaking view of the Alps and to see the golden Madonnina (a golden statue of the Virgin Mary protecting the city).

To make the best of your time, choose a fast-track Milan Cathedral and Terraces Guided Tour .

famous Milan Cathedral - one day in Milan

You won’t probably have enough time for a visit, but you should spend a moment to watch the medieval Sforza Castle .

Take a moment to also enjoy some nature and get out of Milan’s crazy traffic in the lovely Sempione Park !

How to spend your last night in Italy? At La Scala Theater of course! It doesn’t need to be super expensive, just have a look at the discounted shows offered by ScalAperta – Teatro alla Scala . Check the regular schedule at Teatro alla Scala

italy road trip 2 weeks driving

Where to stay in Milan

NYX Hotel Milan : This 299-room hotel near the Central Station is close to a number of the City’s attractions; “La Scala” Opera House, the Sforzesco Castle and”Golden Triangle” (Quadrilatero Della Moda). There is a bar, restaurant, gym, and Wi-Fi. Click here for more information and to check the latest prices. Mandarin Oriental Milano : This 104-room hotel takes up four 18 th Century buildings in Quadrilatero della Moda. Its elegant décor, spa, pool and gym, and excellent service combine with a Michelin-starred restaurant, one of two in the hotel, to provide a memorable stay in Milan, no matter how brief. Click here for more information and to check the latest prices.

You can also check my one day Milan itinerary.

Day 14 Fly Home

Book your flight in the afternoon to be able to enjoy an unmissable artistic masterpiece also included in the UNESCO’s World Heritage List: The Last Supper by Leonardo da Vinci . It is kept in the Cenacolo Vinciano, which is part of the monastery of Santa Maria delle Grazie. Visitors are admitted a few days a week and in small groups, so plan your visit in advance ( Last Supper, Leonardo Da Vinci | Cenacolo Vinciano Official Website ). As an alternative, take a guided tour .

Time to fly home!  Reach Malpensa international airport by bus ( By Coach | Milan Malpensa Airport (milanomalpensa-airport.com) ) or by train ( By Train | Milan Malpensa Airport (milanomalpensa-airport.com) ) and say bye to Italy…or better, see you soon!

TRAVEL TIPS

🚗 Rent your car in advance

with Rentalcars and make your trip as convenient as possible

✈️ Book your flight in advance

To find the cheapest flights and most suitable option, use WayAway

🧾 Get your tickets and tours

with Viator and get the most out of your journey

Looking to extend your trip to Italy? Check out the following 20 Northern Italy cities you should visit. One day in Verona. Best Towns on Lake Como. Things to do in Lake Garda. Best towns in Lake Garda.

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A Lovely Planet

The Ultimate Two Week Northern Italy Road Trip Itinerary

If you’ve read this blog before you’ll know Italy is my favourite place in the world.  The food, scenery, beaches and people are all wonderful – so much so that I married an Italian! So the hubby and I decided to take an epic northern Italy road trip and explore some of the beautiful regions in North Italy, and eat as much food as we could along the way. 

Mozzarella and tomato

Disclosure: This article contains affiliate links. This means that if you click a link and purchase something I’ve recommended I may earn a small commission. This does not affect the price you pay but helps me to run this site. You can read my full affiliate disclosure here.

Where to start your Italy road trip?

As this Italy road trip follows a loop, you can start and finish at any point of the itinerary. We started in Enrico’s home town of Treviso, which is easily accessible by two airports; Treviso and Venice. This 14 day Italy itinerary crams in a lot, and can easily be slowed down if you have more time. I’ve also offered options to add on other locations if you’re travelling for longer too or adding Italy to part of a longer Europe itinerary . 

Northern Italy Road Trip Itinerary Summary

Day 1-3 veneto.

  • Day 4-6 Emilia Romagna 

Day 6-10 Tuscany 

Day 10-11 liguria.

  • Day 12-14 Lombardy/Veneto

Northern Italy Road Trip Map

Camper or Car?

Either option is great for a road trip of Italy. If you’re driving a motorhome or campervan, there are lots of ‘area di sosta’ where you can often park for free – many with waste disposal and water facilities. There are also paying campsites with excellent facilities in some prime locations. If you’re travelling Italy by car, then you’ve got lots of accommodation options to choose from – just make sure they offer parking as it can be hard to come by in the cities. All suggested accommodations in this article offer parking (some at a fee). 

Hire a car in Italy.

Hire a motorhome or camper in Italy.

Camping in Italy in a motorhome

Tips for driving in Italy

Italians use the horn often – but don’t get offended – it’s just to let you know they are there. Be careful of your speed when driving through towns and villages – even if there isn’t a sign to say so – it’s likely the speed limit is 50km/h, and there are often speed cameras.

This northern Italy itinerary includes all the things that make Italy great: gastronomy, architecture, art and beaches. Whilst there are plenty of famous and fantastic cities in the North of Italy, we have only included a few as driving in Italian cities is not always enjoyable and one of the benefits of having a car is that you can visit some of the places off the beaten track (and tourist route). 

Check out our southern Italy road trip itinerary.

Veneto Map

Treviso 

We began our Italy trip in Treviso in the Veneto region in Italy’s northeast. I’m obviously completely biased as Enrico is from this area but I think it’s such an underrated and incredible region to visit. 

Treviso is known for a number of things, including being the origin of the popular Italian dessert tiramisù and more importantly, the home of Prosecco. So visiting a few wineries or at the very least, sampling a few glasses is a must while you’re here. 

I recommend spending a morning in the city of Treviso, it’s a walled city with lots of canals and little laneways filled with bars, restaurants and shops. Due to its proximity to Venice, it is often overlooked, which means you’ll find fewer tourists and more locals. 

Treviso

Things to Do in Treviso  

  • The five domed Treviso Cathedral 
  • Walk the ancient city walls
  • Visit the Isola della Pescheria (fish market on an island) 
  • Eat radicchio – a Treviso speciality (usually available between Autumn and Spring) 

Where to Stay in Treviso 

Budget – Dafne B&B offers rooms just outside the city walls. There is a garden and a fully equipped kitchen for guests to use.

Mid-Range – Locanda Ponte Dante is set in a historic building, 500 m from Piazza dei Signori square.

Luxury – Maison Matilda Boutique Hotel has luxurious rooms located next to Piazza Duomo.

Campsites – There is an area di sosta with water and waste facilities on Via Castello d’Amore – outside the city walls. 

italy road trip 2 weeks driving

Find accommodation in Treviso

Venice 

Venice is hugely popular and with good reason, it really is like stepping into a fairytale. It’s worth spending 2 days in Venice , or at least a day and a half to see the main sights.

Rialto Bridge in Venice

Things to Do in Venice

  • Hire a gondola and admire the city from the water 
  • Eat cicchetti and drink a spritz along Fondamenta dei Ormesini 
  • Admire the colourful buildings and lacework in Burano 
  • Visit a glass-blowing factory in Murano 
  • Marvel at the the  Basilica di San Marco  (a Byzantine marvel), the  Torre dell’Orologio  and the  Doge’s Palace  in Piazza di San Marco
  • Visit during Carnevale or the Biennale for an added experience

Colourful buildings in Burano, Venice

Where to Stay in Venice

Venice is really not the place to bring a car, so I recommend leaving your car in Treviso and catching the train in – it takes about 30 minutes. You can also park at Mestre and take the train from there (20 minutes). If you want to drive into Venice, there is a multistory in Piazzale Roma which costs €39 for 24 hours.

Budget – B&B Exclusive features Venetian-style rooms with shared bathrooms a 5-minute walk from Venezia Santa Lucia Train Station and Piazzale Roma.

Mid-Range – Ca’ Amadi is set in a 13th-century palace, a 5-minute walk from the Rialto Bridge.

Luxury – Residenza d’Epoca San Cassiano overlooks the Grand Canal and is a 5-minute walk from Rialto Bridge. The 14th-century villa is furnished with antiques and Murano glass chandeliers.

Super Luxury – Baglioni Hotel Luna is a 5-star hotel set 80 m from Saint Mark’s Square, with views over the lagoon.

Campsites – Venice Utility Park in Mestre has a free shuttle service to Venice Island. For €20 per night for a camper. But I’d recommend leaving your camper in Treviso and taking the train from there.

italy road trip 2 weeks driving

Find accommodation in Venice

Conegliano and Valdobbiadene 

Next, head 40 minutes north of Treviso to Conegliano and Valdobbiadene. This picturesque area has DOCG (Denominazione di Origine Controlla/Controlled and Guaranteed Designation of Origin) status for Prosecco, meaning only Prosecco produced in these two towns can be awarded the prestigious DOCG classification. It is also a UNESCO World Heritage Site, with undulating hills covered in vines with a mountain backdrop. I honestly think it is one of the most beautiful places in Italy. I love it so much that Enrico and I got married here in 2019. 

Things to Do in Conegliano and Valdobbiadene 

  • A visit to some of the wineries for prosecco tasting – my recommendations are Cantina Vigne Matte (we held our wedding reception here and aside from the excellent wines, the views don’t get much better)
  • Osteria Senz’Oste – a hillside spot with Prosecco vending machines and an honesty bar for delicious Italian charcuterie and cheese
  • Molinetto Della Croda – a 17th century water mill (and where we got married!)
  • Cycle the Strada del Prosecco (Prosecco road)

Couple getting married at Molinetto della Croda

Where to Stay in Conegliano and Valdobbiadene

Budget – Oasi di pace nel sito UNESCO del Prosecco DOCG is an apartment with a kitchen, living area and terrace.

Mid-Range – Agriturismo due Carpini is located above Salis restaurant a short walk from Osteria Senz’Oste in Valdobbiadene. We stayed here after our wedding and enjoyed some delicious meals at the restaurant and relaxed by the pool with views of the vines.

Due Carpini

Luxury – Hotel Villa Soligo is a gorgeous 18th-century Venetian villa with lovely grounds and a swimming pool. We stayed here during our wedding with all our guests and it was fabulous! It has just undergone major renovations.

Hotel Villa Soligo

Campsites – There is an area di sosta in Valdobbiadene on Via della Pace. 

Day 4-6 Emilia Romagna

Emilia Romagna Map

Emilia Romagna has some amazing towns and cities. If you have lots of time, then I recommend visiting Bologna, Parma, Modena, Reggio Emilia and Ferrara. If you’re sticking to two weeks then follow the itinerary below. Otherwise, check out our 4 day Emilia Romagna itinerary. 

Read our Emilia Romagna itinerary here.

Reggio Emilia

Depart Treviso and drive an hour and a half to Ferrara for a lunch stop. 

Things to Do in Ferrara

  • Wander the ancient streets (the whole city is a UNESCO site) 
  • Visit the Estense Castle and Palazzo dei Diamanti – named for its diamond-patterned walls
  • Grab a Pasticcio di Maccheroni (a macaroni pie) for lunch

Pasticcio di Maccheroni in Ferrara

Continue on your north Italy itinerary to Modena. Take the scenic route through the countryside and stop at an Acetaia – a balsamic vinegar producer – such as  Acetaia Paltrinieri  and sample some of the world-renowned Aceto Balsamico Tradizionale di Modena DOP.

Balsamic Risotto at Acetaia Paltrinieri

Then stop at a winery or two to try the region’s specialities – Lambrusco and Pignoletto. Cantina Vini Garuti and Vini Zucchi  are both less than ten minutes drive from the Acetaia. 

Modena 

Modena packs a lot into a small city. It’s the home of Maserati, Ferrari, Lamborghini and Ducati, the birthplace of Pavarotti and also a gastronomic paradise with one of the world’s best restaurants.

tortellini in Modena

Things to Do in Modena

  • Explore the covered Albinelli Market – full of delicious Italian food
  • Eat at three Michelin star Osteria Francescana – winner of the world’s best restaurant in 2016 and 2018. (Book at least 6 months in advance)
  • Admire the UNESCO listed Duomo di Modena
  • Watch an opera or concert at the Luciano Pavarotti Municipal Theatre

Modena Cathedral

Where to Stay in Modena

Budget – Ostello San Filippo Neri is located 700m from Modena Cathedral and has rooms with shared and private bathrooms. There is a shared kitchen and living area.

Mid-Range/Luxury – Vittorio Veneto 25 has modern rooms a short walk from the centre.

Super Luxury – Hotel Rua Frati 48 is a 5-star hotel with frescoed rooms, a restaurant, private parking, a fitness centre and a bar.

Campsites – We slept at Cantina Vini Garuti which offers camper parking. Closer to the city, Mutina Camper Club has paid spots.

Find accommodation in Modena

Wines growing at Vini Garuti

If you’re a fan of cheese, then get up early the next day for a visit to a Parmigiano Reggiano factory. We visited  Fattoria Scalabrini and watched the cheese masters at work, before sampling some of the delicious cheese. Book in advance .

Parmigiano Reggiano factory

Next on your Italian road trip is the popular region of Tuscany. There is so much to do in Tuscany and you could easily spend your entire road trip in this region alone. 

Read our guide to the best things to do in Tuscany. 

Tuscany Map

It’s difficult to pick only a few places to visit in Tuscany, with so many stunning towns and villages. This northern Italy road trip sticks to the northern part of the region, but I’ve included other recommended places to visit further south if you have time. 

Val D'Orcia

Florence needs no introduction as one of Italy’s most famous cities.

Things to Do in Florence 

  • Eat Bistecca alla Fiorentina (Florentine Steak)
  • Stroll across Ponte Vecchio 
  • Visit Piazza della Signoria and admire Palazzo Vecchio, the Fountain of Neptune and Perseus with the head of Medusa
  • See Michelangelo’s David in the Accademia Galleries
  • Admire the Cattedrale di Santa Maria del Fiore (The Florence Cathedral/Duomo)

italy road trip 2 weeks driving

Where to Stay in Florence 

If you’re staying in the centre parking can be tricky – so make sure you book a hotel that has parking. Alternatively, stay a little further outside the city and take the train or bus in. 

Budget – Residenza Conte di Cavour & Rooftop is situated 200m from Accademia Galleries and has a rooftop terrace.

Mid-Range – Relais Piazza Signoria is located on the corner of Piazza Signoria and offers studios and apartments, some with terraces.

Luxury – The 4-star Hotel Berchielli is located on the River Arno, with views of Ponte Vecchio. Rooms are decorated in a classic style with antique furniture and details.

Campsites – Florence Park Scandicci is a 15 minute drive from the city centre with regular buses.

italy road trip 2 weeks driving

Find accommodation in Florence

From Florence, drive south to San Gimignano. On the way stop at one of the chianti wineries for a tasting, such as Antinori nel Chianti Classico , Villa Mangiacane  or Castello di Verrazzano . 

San Gimignano

This small town is known for its many towers – 14 to be exact (Although at one time there were 72!). Spend the afternoon and evening here. 

San Gimignano

Things to Do in San Gimignano 

  • Eat delicious gelato at prize-winning  Gelateria Dondoli  in Piazza Della Cisterna
  • Visit the Florentine fortress – Rocca di Montestaffoli
  • Enjoy a glass of Vernaccia at the wine museum
  • Climb the Torre Grossa – the tallest remaining tower 

Where to Stay in San Gimignano

Budget – Hotel La Cisterna in Piazza Della Cisterna – a few steps from the gelateria! We stayed here and you couldn’t ask for a better location.

Mid Range – Casa Torre Margherita has a terrace overlooking the hills, set in a renovated 13th-century building.

Luxury – Located a 5 minute drive from San Gimignano in a converted Franciscan convent. Hotel La Collegiata has stylish rooms and a large outdoor pool.

Campsites – There is an area di sosta at Strada Comunale Di Santa Lucia, which is an 8 minute bus from the city. 

Find accommodation in San Gimignano

Hotel La Cisterna

The next morning, drive 50 minutes north to San Miniato. 

San Miniato

There is a tasty reason for stopping in this sleepy Tuscan town: truffles. You can take a tour with Massimo from  Truffle in Tuscany  and his dog Mela, who is incredibly skilled at sniffing out truffles. During our trip, Mela found two and we were then treated to some delicious truffle dishes after the hunt. 

A truffle dog searching for truffles in Tuscany

Continue north on your road trip in Italy to Lucca. 

Growing up, I spent many summers in Lucca and it’s one of my favourite Italian cities. Lucca is a walled city, and its 16th-century wall is still intact. Inside it has cobbled streets and laneways full of restaurants and bars. 

Things to Do in Lucca 

  • Hire bikes and cycle around the 4km path on top of the walls
  • Visit Piazza dell’Anfiteatro, a huge circular piazza that was once a Roman amphitheatre 
  • Climb Torre Guinigi to enjoy the views and check out the trees at the top

Piazza dell’Anfiteatro in Lucca

Where to Stay in Lucca

Budget – Rooms at Al Tuscany include breakfast. We had a lovely room here with views over the city.

Mid Range/Luxury – Palazzo Rocchi  offers double rooms with breakfast included. We loved our stay here – such opulent decor.

Campsites – Parking del Borgo is located a 5 minute walk outside the city walls and has paid camper spots.

Find accommodation in Lucca

Palazzo Rocchi

If you have more time, then I highly recommend driving south to Siena and to Montalcino and Montepulciano – famous for wines of the same name. Another hour’s drive southwest is Val D’Orcia, a region of incredible natural beauty (so much so it was a filming location for Gladiator). And nearby are the San Filippo Thermal Springs. 

Read more about Montalcino, Siena, Montepulciano, Val D’Orcia and San Filippo here. 

Bagni San Filippo

From Lucca, drive an hour to Lerici. Stop along the way at Viareggio – a glamorous seaside resort. 

Liguria Map

Lerici 

Located in the Bay of Poets, Lerici is a seaside town with a sandy beach.

Lerici

Things to Do in Lerici

  • Visit a mussel farm 
  • Enjoy the beaches in Lerici and nearby Fiascherino 
  • Eat pesto, focaccia and Ligurian honey (the region’s specialities) 

Italian lunch in Fiascherino

Where to Stay in Lerici 

Budget – B&B Camera Bellavista has views of the coastline a 10 minute walk from the town.

Mid-Range – Hotel Byron has modern rooms, some with sea views, 1 minute walk from the beach.

Luxury – Located in the centre of Lerici, Doria Park Hotel has a terrace with views of the Gulf of Poets, the castle, and the old town. We had a lovely stay here.

Campsites – There is a paid area di sosta at Località Vallata which has no facilities. Alternatively, there is a cheaper site in La Spezia at Viale San Bartolomeo.

italy road trip 2 weeks driving

Find accommodation in Lerici

Cinque Terre National Park 

On your second day in Liguria head to Cinque Terre National Park. Cinque Terre means five lands in Italian, and the park is made up of 5 main villages: Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore. These picturesque villages are well photographed and you’re bound to have seen images of the colourful houses overlooking rocky beaches. It’s a very popular spot and parking is limited here, so I recommend taking the train from La Spezia station (20 minutes drive from Lerici). Train tickets cover the whole area and can be used as many times as you like in a day. The first village of Riomaggiore is only 8 minutes by train from La Spezia. 

Manarola, Cinque Terre

Where to Stay in Cinque Terre 

If you prefer to stay in Cinque Terre there are a few accommodation options with parking. 

Budget –  Villa Caribe is set in Monterosso al Mare village, 800m from sandy Gigante Beach.

Mid-range – Also in Monterosso al Mare village, Locanda A Cà Du Gigante is 50 m from Gigante Beach. Parking is €15 per day.

Luxury – Stellio Affittacamere is a guest house in Riomaggiore. Parking is available nearby at €15 per day.

Super Luxury – Arpaiu has rooms and apartments with sea views in Manarola. Parking costs €60 per day.

Campsites – Il Poggio is a camper area within the Cinque Terre National Park in Monterosso al Mare. Campers cost €25 per night which includes transfers to the village. Booking is advised. 

italy road trip 2 weeks driving

Find accommodation in Cinque Terre

If you have more time in Liguria, then visit the pretty town of Portovenere. Read about it here . 

Portovenere in Liguria

Read our full guide to Liguria here. 

Travel 3 hours northeast on your road trip of northern Italy to Lake Garda. On the way stop in Parma for lunch or take a small detour into the countryside to Bré del Gallo – a Culatello cellar. Culatello is a delicious cured meat and though it’s not as famous as Prosciutto di Parma, Culatello is considered the king of salumi.

Bre di Gallo

Day 12-14 Lombardy/Veneto 

Lombardy and Veneto

Lake Garda (Lago di Garda)

Beautiful Lake Garda is Italy’s largest lake, with mountains to the north and beaches to the south. There are lots of lovely towns and villages dotted around its shores and it can be hard to pick one or two to visit. Our recommendations are: 

Lake Garda

Salò is located on the western shores of the lake in the Lombardy region. With a mountain backdrop, it’s an attractive town, particularly the historic centre – which is full of quaint lanes and small piazzas. It has the longest lakeside promenade on the whole of Lake Garda.

Things to Do in Salò

  • Relax on the beaches 
  • Admire the view from the Rocca (castle) – known as the ‘balcony of the lake’
  • Shop at the Saturday market 
  • Enjoy canoeing, fishing and sailing on the lake 
  • Admire the Romanesque cathedral and the Torre dell’Orologio (clock tower)

Salo

Where to Stay in Salò 

Budget – Rivalta Life Style Hotel is located 150 m from Lake Garda promenade. Breakfast is included.

Mid-Range – Hotel Vigna is situated in the historic centre of Salò, with a gorgeous terrace with panoramic views across Lake Garda.

Luxury – Hotel Laurin is located in a charming Art Nouveau style villa from the early 20th century, 5 minutes’ walk from Salo town centre. The hotel features a large outdoor swimming pool and an excellent restaurant.

Campsites – Paradiso is located on the shore of Lake Garda and has 50 paid spaces.

italy road trip 2 weeks driving

Find accommodation in Salo

The next stop is Malcesine. Drive to Limone del Garda – considered the prettiest town on the lake and take the car ferry across to Malcesine. If you’re travelling outside of the summer season, this ferry doesn’t run but you can take a ferry from Maderno to Torri del Benaco. 

Malcesine 

Located on the eastern shore of Lake Garda, Malcesine is a picturesque town with cobbled lanes and a castle at the foot of Monte Baldo.

Things to Do in Malcesine

  • Take the cable-car up to Monte Baldo for hikes and impressive views 
  • Wander the cobbled streets
  • Visit Castello Scaligero and its museum 
  • kitesurf or sail on the lake (the best spot for kitesurfing is Torbole – a 20 minute drive north)
  • Visit the Palazzo dei Capitani
  • Taste local olives

Malcesine

Where to Stay in Malcesine 

Budget – Hotel Lago Di Garda has a roof terrace with views of Lake Garda. 

Mid-Range – Hotel Antonella features an outdoor pool and restaurant, 600m from the lake. Free private parking is available on site.

Luxury – Hotel Castello Lake Front has panoramic lake views and a private beach with parasols and deck chairs. Parking is free.

Campsites –  Camping Priori has twelve pitches a few metres from the lake and 150 meters from the cable car.

italy road trip 2 weeks driving

Find accommodation in Malcesine

From Malcesine, drive south along the coast for an hour to Verona. Along the way stop at some of the lakeside towns including Garda and Bardolino.

Verona 

Considered one of the most romantic cities in Italy, if not the world, there are plenty of reasons to visit Verona . It is full of ancient buildings, has fantastic food and wine and was also the setting for Shakespeare’s Romeo and Juliet. 

Things to Do in Verona

  • Visit Juliet’s Balcony 
  • See an opera at Verona Arena 
  • Drink Amarone (a delicious red wine from the region) or eat risotto all’Amarone
  • Visit Castelvecchio 
  • Stroll through Piazza Delle Erbe in the heart of the historic centre

Juliet's Balcony in Verona - a highlight on a Northern Italy itinerary

Where to Stay in Verona 

Budget – La Nuova Corte Rooms are 600m from the Verona Arena. Many have a balcony or terrace. Parking is €15 per day.

Mid-Range – Relais Ponte Pietra is located in front of Ponte Pietra bridge and 350m from Verona Cathedral in the centre of Verona, in an elegant 13th-century building. Free parking is available at Relais Ponte Pietra.

Luxury – Hotel Accademia is set in Verona’s centre, just 350 m from the Verona Arena, in an 18th-century building. Parking is €21 per day.

Super Luxury – Due Torri Hotel has a large roof terrace with views of the historic centre and is a 5-minute walk from Juliet’s balcony. Parking is €35 per day.

Campsites – Camping Castel San Pietro is located within the ancient city walls, surrounded by lush gardens. 10 minutes walk to the city centre.

italy road trip 2 weeks driving

Find accommodation in Verona

From Verona, it’s the final stretch on your northern Italy road trip back to Treviso. It’s an hour and a half drive and it’s worth stopping in the walled city of Padua along the way. 

Longer than 2 weeks in Northern Italy?

There are plenty of options to extend your trip:

The Dolomites

The Dolomites

Instead of returning to Treviso after Verona, continue north to the Dolomites. This UNESCO World Heritage-listed area offers fantastic skiing in winter and amazing hiking in the summer, with a fusion of Italian and Austrian culture. 

Lago di Sorapis

Things to Do in the Dolomites

  • Row a boat on Lago di Braies  
  • Ski at Cortina d’Ampezzo (or check out the glamorous shops and restaurants in the summer)
  • Hike to Lago di Sorapis – A stunning blue lake 
  • Hike to Tre Cime di Lavaredo – The three peaks 
  • Try a Bombardino
  • Snowshoe in the winter

Lago di Braies

Read our guide to the Dolomites here. 

Where to Stay in the Dolomites 

Budget – Chalet Planvart is located 100m from the Santa Croce ski lift in Badia and 45 minutes drive from Cortina d’Ampezzo.

Mid-Range – Ristorante Rifugio Ospitale is a traditional mountain-style hotel with a restaurant in Rufreddo. 12 minutes drive from Cortina d’Ampezzo.

Luxury – Sporthotel Tyrol is located in the centre of San Candido and has an indoor pool, a spa and panoramic views of the Dolomites. We had an awesome stay here.

Luxury – Hotel Leitlhof Dolomiten has an indoor pool and wellness centre in San Candido, 800m from the Haunold ski slopes.

Campsites – Camping Cortina International is a campsite with a pool and buses to the ski lifts.

Find accommodation in the Dolomites

Sporthotel Tyrol

Have you taken a road trip of northern Italy? Leave us a comment below. 

How long do I need for a Northern Italy road trip?

Ideally two weeks or more. In two weeks you can explore a few of the regions in Northern Italy. If you have more time you can travel at a more relaxed pace, spend longer in each destination and add a few additional stops.

What is the best time of year to visit the south of Italy?

Spring, Summer and Autumn are all great times to travel in Northern Italy. In the summer you will have the highest temperatures, but the biggest crowds. In the shoulder seasons, you can enjoy exploring the towns, cities and countryside with fewer people while generally still having warm weather. Some parts of Italy, such as  the Dolomites  may be cold during Spring and Autumn, so pack accordingly.

What are the most beautiful towns in Northern Italy?

Tuscany  is famous for its beautiful walled towns, such as San Gimignano, Lucca and Siena. Venice is one of the most beautiful cities in the world and the  Ligurian coast  is also home to some incredibly scenic towns and villages, such as the towns of the Cinque Terre, Portovenere and Portofino.

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Thank you for sharing. I have been looking for tips and guides in planning my trip, with husband in northern Italy. You have give lots of details and information I’ve been looking for, especially where to find affordable accommodation in those different regions. Can you tell if I need to pre book accommodation prior traveling? I will be renting a car before leaving Florence.

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Thanks Jackie. I would recommend booking accommodation in advance, especially if you’re travelling in the high or shoulder seasons. I was in Italy again in September and October and it was very busy. Have a lovely time!

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6 beautiful road trips in Italy: drive the country's best routes

Duncan Garwood

Nov 16, 2023 • 7 min read

italy road trip 2 weeks driving

Explore the best of Italy with these scenic road trips © Catherine Falls Commercial / Getty Images

The drive along Italy 's Amalfi Coast, preferably in a vintage Alfa Romeo Spider, is the stuff of travel legend.

And it's just one of dozens of epic road trip routes in this fascinating, richly layered country. Don't be put off by stories of impatient local drivers – the countryside here was made for exploring by road (and stopping every few hundred yards to take another photo).

With an extensive network of well-maintained roads that weave between snow-capped peaks, trace plunging coastlines, and meander through rolling farmland and vineyards to scenic lakes and historic towns, pretty much every journey in Italy is a scenic odyssey, but some road trips stand out as being particularly memorable.

To set the scene, we've chosen six classic road trips ranging from gentle Tuscan jaunts to hair-raising mountain adventures. Some are a little challenging, but they all make for unforgettable experiences! Here are the best road trip routes in Italy.

Positano is a cliffside village on southern Italy's Amalfi Coast. It's a well-known holiday destination with a pebble beachfront and steep, narrow streets lined with boutiques and cafes.

1. The Amalfi Coast

Best classic Italian coastal road trip Salerno–Sorrento; approx 75km/46 miles, 1 day

Experience Italy's most spectacular coastal scenery on this white-knuckle drive along the Amalfi Coast . From Salerno , the main southern gateway to the coast, strike west to Vietri sul Mare , a small town famous for its ceramics and the start point of the coastal road proper. From here, the driving becomes more challenging as the road narrows, the curves become tighter, and the views become ever more dramatic.

After about 20km (12 miles), you'll arrive in Amalfi , the coast's main hub. Stop here to look around the landmark Cattedrale di Sant'Andrea and then head up to Ravello in the hills above. Pause for lunch here, perhaps at the Ristorante Pizzeria Vittoria , and enjoy heady panoramas from the town's lush gardens.

Next, push on to Positano , a chic, near-vertical town where colorful, steeply-stacked houses cascade down the precipitous hillsides. Beyond Positano, the route leads inland, up and across the hilly interior to Sorrento , a lively tourist hot spot overlooked by the dark, brooding bulk of Mount Vesuvius.

Planning tip:  It's a popular drive, so try to come out of season to avoid the traffic. With another day to spare, you can continue north to Naples via the ruins of Pompeii .

A male and female couple ride on the back of a motorbike through the Tuscan countryside as the sun sets

2. The Tuscan tour

Best road trip for art and architecture  Florence–Orvieto; approx 210km/130 miles , 2–3 days

Taking in two of Italy's great medieval cities, the wine treasures of Chianti  and swathes of classic Tuscan scenery, this two-day route leads from Florence to Orvieto in the neighboring region of Umbria . Whet your appetite for the road ahead by feasting on fine art and Renaissance architecture in Florence before striking south to Chianti wine country.

Stop for a tasting at the Enoteca Falorni in Greve and to sample the region's celebrated bistecca (steak) at L'Antica Macelleria Cecchini in Panzano. From here, follow the backroads to Siena , a stunning medieval city centered on an awe-inspiring Duomo and a 12th-century square, the famous Piazza del Campo . Recommended overnight options here include the Pensione Palazzo Ravizza .

In the morning, head to Montalcino to stock up on Brunello di Montalcino, one of Italy's most revered red wines. A short drive to the east, the Val d'Orcia provides quintessential Tuscan landscapes with its billowing green hills, cypress trees and hilltop towns. Lunch in Pienza, then continue through Montepulciano to Orvieto, a striking hilltop town famous for its remarkable Gothic Duomo .

Planning tip:  While you could easily do this route in two days, consider adding an extra overnight stop to explore the region in more depth.

Calamosche; Vendicari; Coastline; Fun; Nature; Noto; Noto - Sicily; Relaxation; Day; Europe; Horizontal; Outdoors; People; Photography; Sand; Sea; Sicily

3. Southeastern Sicily 

Best road trip for exploring Sicily's charming towns Catania–Ragusa; approx 165km/103 miles , 2 days

Hunt UNESCO-listed baroque treasures on this two-day tour of Sicily 's rugged southeast. Start by investigating Catania's grandiose historic center and brilliant fish market. After a seafood lunch, hit the road and make for Syracuse where you can trawl through ancient Greco-Roman ruins at the Parco Archeologico della Neapolis and stroll elegant baroque streets in the Ortygia district. Overnight at the stylish Hotel Gutkowski .

On day two, continue to Noto , home to what is arguably Sicily's most beautiful street, Corso Vittorio Emanuele, which is dotted with churches and charming cafes. Once you've digested this masterpiece of urban design, turn inland to Modica , a bustling town wedged into a deep canyon. Stock up on the town's famous chocolates before pushing on through the rocky hinterland to Ragusa and the handsome historic center known as Ragusa Ibla.

Planning tip:  To round the trip off on a high note, book ahead and treat yourself to dinner at the Ristorante Duomo , one of Sicily's top restaurants with meals prepared by chef Ciccio Sultano.

A view over La Villa, a settlement in a green valley with a mountainous Dolomites backdrop.

4. The Great Dolomites Road

Best road trip for stunning mountain vistas Bolzano–Cortina d'Ampezzo; approx 125km/78 miles; 2 days

The Grande Strada della Dolomiti provides some of Italy's most exhilarating driving. Running from Bolzano to Cortina d'Ampezzo, it boasts superb scenery as it snakes past craggy, saw-tooth peaks and over lofty mountain passes in the Dolomites.

From Bolzano , head eastwards toward Ponte Nova, where you'll get your first sight of the Dolomite's mighty granite peaks. Continue to Val di Fassa, a magnificent valley framed by forested slopes and gigantic rock summits, and up to the 2,239m (7,345 ft) Passo Pordoi. The descent from here is slow going, but you'll be rewarded with stunning views as you corkscrew down to La Villa in the spectacularly sited Val Badia.

From here, you could push directly on to Cortina d'Ampezzo , the chic resort that marks the end of the road, but for a more relaxed trip, stop for the night at the Dolomit B&B and take some scenic detours around La Villa on day two.

Planning tip:  This is serious country for outdoor activities with superb winter skiing and wonderful summer hiking .

Woman admiring sunset over Lake Como and Bellagio old town, Italy

5. The southern shore of Lake Como 

Best springtime road trip Como–Bergamo; approx 112km/70 miles; 1 day

Surrounded by Alpine peaks and wooded hills, Lake Como (Lago di Como) is the most picturesque of Italy's northern lakes. This leisurely one-day drive takes in elegant art nouveau villas and lush waterfront gardens along the lake's southern shoreline.

The obvious starting point is the town of Como itself. Once you've explored the charming historic center and the nearby Villa Olmo , take the swooping road up to Bellagio . Stop at this charming lakeside village to explore the grounds of neoclassical Villa Melzi d'Eril and have lunch at Terrazza Barchetta .

Suitably refreshed, leave your car and jump on a ferry to Tremezzo, home of the 17th-century Villa Carlotta and its spectacular gardens. Back in Bellagio, pick up your wheels and strike southeast, following the scenic lakeside road down to Lecco and on to historic Bergamo , where you can rest up in style at the Hotel Piazza Vecchia .

Planning tip: Time your visit for April and May when the area is awash with spring color.

6. Highlights of Abruzzo

Best road trip for unspoiled landscapes Rome–Sulmona; approx 240km/150 miles, one day

Just over an hour's drive east of Rome , the little-known region of Abruzzo is a world apart from the big city, with wild, empty valleys and unspoiled mountain landscapes. From the capital take the A24 autostrada to Fonte Cerreto, from where it's a twisting climb up to Campo Imperatore, a highland plain overlooked by the Apennines' highest peak, Corno Grande (2,912m/9,553ft).

Continue on to Santo Stefano di Sessanio, a remote, semi-abandoned village high in the Parco Nazionale del Gran Sasso e Monti della Laga. If you're traveling during the weekend you can lunch at the Locanda Sotto gli Archi ; otherwise, pick up picnic supplies in the village.

In the afternoon, push on to Sulmona, a graceful town set in the shadow of the Morrone massif. Famous for its delicacy confetti (sugar-coated almonds), Sulmona makes a good base for exploring the region's rugged southern reaches, offering good accommodation at the Legacy Casa Residencia and filling food at local restaurants such as Il Vecchio Muro .

Planning tip:  We strongly recommend spending a day or more in Sulmona, exploring the surrounding hills by car or on foot away from the tourist crowds.

This article was first published May 2019 and updated November 2023

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Our Puglia Road Trip Itinerary: 2 Weeks in Italy’s Heel

This photo shows a strada bianca, one of those iconic dirt roads of the Italian countryside. There is low vegetation on both sides of the road and a gorgeous lonely tree almost in the middle. This is what a Puglia road trip looks like.

Last updated on January 22nd, 2023 at 05:25 pm

We had been dreaming of a Puglia road trip for a long time. At some point, we stopped dreaming and started planning. Before we knew it, we were on the road, excited to be setting off on a 2-week trip across Italy’s heel. Now, full of memories of stunning countryside, gorgeous towns and warm smiles, we can’t wait to help you plan your own dreamy Puglia itinerary.

Puglia is one of the most authentic regions in Southern Italy. It’s one of those places that can steal your heart without you even noticing. For Puglia beauty is simple, raw and unpretentious.

This image shows an abandoned building in the midst of stunning countryside.

There are countless beautiful places in Puglia and we wish we had all the time in the world to visit each and every one of them. Sadly, we didn’t. However, we made sure we included as many gorgeous places as possible in our 2 weeks in Puglia itinerary. At the same time, we tried to take it quite slow. It wasn’t easy. Yet we somehow did it.

So, if you’re thinking about taking a Puglia road trip yourselves, you’ve come to the right place. This is where you’ll find all the practical information, tips and inspiration you need to plan the most amazing Puglia itinerary that will make you fall in love with the charms of Italy’s sun-kissed heel.

Some of the links in this article are affiliate ones. This means that if you click through them to make a purchase, we may earn a small commission at no additional cost to you . Also, this article contains sponsored content. For more information, visit our Disclosure page .

Why & When To Take a Road Trip in Puglia Italy

Why plan a puglia road trip.

At the planning stage of our trip to Puglia or even before that, when the region made its way into our minds and unnoticeably climbed to the top of our bucket list, we already knew that we would be exploring Puglia on a road trip. Using public transport just wasn’t an option this time.

We’re not saying that you CAN’T explore Puglia by public transport. Of course you can. In Italy, trains and buses can take you pretty much everywhere you want. What we’re saying is that you SHOULDN’T. To put it simply, Puglia feels as though it’s made for road trips.

This image shows Maria leaning on the car, which is pulled over at the side of the road, marvelling at the amazing countryside around.

For one thing, Puglia’s gorgeous countryside, picturesque tiny villages and pristine beaches will make you want to pull over every couple of kilometres to take pictures or simply take in the beauty. It would be a huge shame to let all this pass hastily before your eyes while you’re on a bus or a train.

Another reason is that Puglia’s relaxed rhythm of living is so seductive that you will quickly get used, if not give in, to it. You won’t want to set alarm clocks or run to catch a bus when that happens, trust us. Last but not least, you must definitely experience a farm stay in Puglia and only your car can take you to the prettiest ones which are located outside of the region’s main towns.

This image shows Martina Franca during siesta time. The town is completely empty. In the foreground, the tables and chairs of a cafe.

Planning a trip to Puglia? Be inspired by our list of the best books set in Italy!

Best Time To Visit Puglia

When deciding when to visit Puglia, keep in mind that the region is home to some of the most spectacular beaches we’ve seen in our lives. Therefore, you don’t want to miss swimming in their crystal clear waters. Although winters in Puglia are mild, still you won’t be able to swim unless you are winter swimmers, in which case you deserve our respect.

So, since April and October are generally warm and pleasant but can also be stressfully unpredictable at times, we believe that the best time to plan your Puglia road trip is between May and September. That said, do your best to avoid July and August, which is peak season in Puglia and Italians will be flocking to the region for their summer holidays.

This is a panoramic shot of Porto Badisco Beach in Puglia. We came across countless pristine beaches during this 2-week Puglia road trip itinerary.

How Long Should Your Puglia Itinerary Be

We know that time is the traveller’s worst enemy. But some destinations are just impossible to enjoy when you’re in a hurry or when you try to squeeze too many things in too little time. Puglia is one of those places.

We spent 2 weeks in Puglia. It may sound a lot but it still felt as though we were doing things a bit hurriedly sometimes. Not to mention that there were places we skipped altogether. For instance, we didn’t even go near the province of Foggia in the northern part of the region.

That said, we guess it would be OK to plan a 10-day Puglia road trip if you can’t stretch your vacation days more. But, please, don’t plan a Puglia itinerary that is less than 10 days long.

This image shows Maria standing in front of a green lighthouse in Trani.

How To Choose Your Puglia Road Trip Home Bases

Probably the hardest thing about planning your Puglia road trip is to decide which places to use as your bases from where to explore the region. But fret not! We’re here to help!

You will most probably start your road trip across Puglia from either Bari or Brindisi. Each of these cities is home to an international airport and a port alike. From there you can rent a car (if you’re not travelling by your own car as we did) and set off on your magical journey.

Find the best deals to rent a car in Bari or Brindisi .

Starting from either Bari or Brindisi, you’ll want to follow a circular route that will save you valuable time. In the spirit of saving even more time, it’s better to base yourselves at as many different locations as you can handle along this circular route rather than travel back and forth all the time. Packing-wise this is a huge pain in the neck. But it can work miracles when it comes to time management.

This image shows the old port in Bari with the iconic blue fishing boats.

We tend to overnight at many places but we know that this is quite tiresome for most people. Therefore, we’re not saying that you should spend every or every other night at a different place like we did. But, if you’re following a Puglia itinerary that’s similar to ours, try to split your time between the following five areas by choosing one destination from each as your home base:

  • Bari / Trani / Polignano a Mare / Monopoli
  • Alberobello / Locorotondo / Ostuni / Cisternino / the countryside of Itria Valley
  • Lecce / Grecia Salentina towns / Otranto
  • Leuca / Gallipoli / Nardò

Although distances from one place to another in Puglia are not outrageously long, we recommend splitting your time in that way so that you can enjoy each place to the fullest rather than rush from one destination to the next.

Also, for us, choosing multiple overnight locations means that we can see what places look like after the sun is down (which we love doing by the way) without having to drive back to our accommodation at night (which we hate).

That said, if five home bases still seem a lot to you and you don’t mind driving when it’s dark, you could use only three places as your home bases: One from areas 1 & 2 above, one from 3 & 4 and Matera. You just need to overnight at Matera rather than visit on a day trip. More on that later on.

This image shows the Sassi of Matera dyed in the colours of sunrise. This is one of the most beautiful things we witnessed during our 2 weeks in Puglia road trip itinerary.

Driving in Puglia Italy

General info.

  • When driving in Puglia, keep on the right side of the road.
  • Italians tend to drive quite fast so be extra careful as someone may pop up in front of you out of nowhere. It did happen to us more than once.
  • As far as fuel is concerned, while diesel is the word used in Italy for, well, diesel, if you need unleaded petrol instead, you should ask for benzina at the gas station.

Take The Roads Less Travelled

Driving through Puglia is all about taking in the beauty of an authentic region which remains unspoilt to an impressive degree. This is why it’s best to keep on b-roads all along your Puglia road trip. That’s where the true miracles lay hidden. In our day-to-day description below, we’re mentioning a couple of provincial roads that are too scenic to miss.

The only thing we didn’t particularly like about Puglia’s b-roads was that there were frequent potholes on the road so make sure you don’t damage your car. Other than that, driving in Puglia, which is an overall flat region with only a few moderate hills, is generally very easy, with no demanding road conditions, such as mountain passes and the like.

This image shows olive trees on the side of the road.

Probably the most important thing to remember while driving in Puglia is NEVER TO ENTER the (in)famous ZTL zones. The latter are areas within the limits of Italian historic centres where driving is prohibited, justifiably so, if you ask us. Historic centres all over the world are valuable gems and they should be respected and preserved in every way.

If you are about to enter a ZTL zone, you will know it. There are signs and even yellow flashing lights sometimes at the entry points. Now, you may think, We are tourists, we’re out of harm’s way, let’s enter the ZTL anyway . Apart from the fact that this way of thinking is wrong in so many ways, there is a painful fine for entering the ZTL zones which will be delivered to you by mail no matter how far your home country is.

If your accommodation is in a town’s historic centre, the best thing you can do is contact the hotel prior to your arrival and let them know that you’ll be arriving by car. Sometimes, hotels can provide temporary parking permits for their guests but they have to be notified in advance in order to be able to do so.

This image shows the historic centre of Martina Franca. There is a car in the background.

Parking in Puglia

Another thing you should be mindful of while driving in Puglia is parking. Although you can park for free in smaller towns, villages and in the countryside, the most popular towns in Puglia usually have designated parking spaces along their streets. Prices vary.

Keep in mind that in some towns (e.g. Alberobello) there was a daily cap. Moreover, with a few exceptions, most towns had different prices according to time zones within the day and/or seasonality (off-peak/peak season etc). So, make sure you read thoroughly the directions and information displayed on parking ticket vending machines each time.

This photo shows a light blue vintage car parked in the historic centre of Martina Franca.

Our Complete 2 Weeks in Puglia Itinerary

Day 0: athens – patras – bari.

Our 2 weeks in Puglia road trip itinerary officially started the moment we set foot in Bari. However, getting from Athens to Bari was part of the fun so we couldn’t just leave it out. Hence Day 0 on our Puglia itinerary.

As I explained above, there was no debate as to the way we would explore Puglia. We would do so on a road trip. Therefore, flying to Bari and then renting a car made no sense to us. For many reasons.

First of all, flying from Athens to Bari and then renting a car for two weeks would cost us a lot more than driving our own car to Patras Port and then taking the ferry to Bari from there.

If you’re planning to take the ferry from Greece to Italy like us, you can book your tickets here.

This image was taken from on board the ferry. It shows the back part of the ferry as we leave Patras Port behind on a cloudy afternoon. Our Puglia road trip had just begun!

Secondly, we do avoid flying whenever that’s an option so as to reduce our carbon footprint. Last but not least, Katerina always embraces an opportunity to enjoy a trip without having to step inside a plane. Flight anxiety-free travel is her favourite kind of travel!

Find out more ways to travel sustainably!

So, on a sunny April morning, we jumped on our FIAT 500 and headed to the port city of Patras in Western Greece. After having lunch and then taking a quick stroll around the city, we got on board the ferry for our overnight trip to Bari. The magic had just begun!

This image shows Maria with her back turned on the lens as she snaps a shot of the sunset with her cell phone. The sky is red and yellow and the sea is absolutely calm.

Day 1: Bari

If Bari is your entry point to the region, it makes perfect sense to spend your first or even a couple of days there. Bari is a vibrant port city with an utterly charming Old Town. One day is enough to discover all of Bari’s treasures. However, Bari can also serve as an ideal home base during your Puglia road trip. Therefore, you may want to consider spending quite a few days there.

Check out our complete Bari Travel Guide here!

This photo was shot along the promenade of Bari at sunset. The Bari Ferris Wheel is in the background. The sky is a gorgeous peach colour.

Days 2-5: Polignano a Mare – Itria Valley Towns + Monopoli

For the following four days, we chose to stay in three different locations (Locorotondo, Savelletri, Ostuni). However, all the towns we visited on days 2-5 on our Puglia itinerary are not far from one another. Therefore, they can easily be seen on day trips from a single home base.

During these four days, we got to visit two of Puglia’s prettiest towns on the Adriatic Coast, Polignano a Mare and Monopoli, as well as explore the stunning Itria Valley.

Itria Valley ( Valle d’Itria ) is the quintessence of Puglia. It is the area where the region’s splendid countryside is at its best, dotted as it is with century-old olive groves and vineyards.

Furthermore, Itria Valley coincides with Puglia’s famous  trulli  zone. Only there will you have the opportunity to spot countless  trulli , the typical round stone buildings with the characteristic conical roofs which are unique to Puglia.

If you plan to check out all the places we did in this part of our Puglia road trip, the order in which you choose to do so doesn’t really make a difference.

Day 2: Polignano a Mare – Castellana Caves – Locorotondo

Total distance covered on Day 2 (Bari – Polignano a Mare – Castellana Caves – Locorotondo): 78km

After a wonderful first day spent in Bari, we set off for one of the most beautiful places in Puglia: Polignano a Mare. This stunning coastal town is perhaps the most famous among the best towns in Puglia, especially for its picture-perfect beach, Lama Monachile . Words can’t begin to describe how charming Polignano a Mare is. We only wish we had more time to spend there. But we will go back for sure.

Read everything you need to know about Polignano a Mare here!

This is a panoramic view of Polignano a Mare from Petra Piatta. This is our favourite view of the gorgeous seaside town.

After spending the better part of that day in Polignano a Mare, we reluctantly left it behind and headed towards Itria Valley, where we’d spend the following few days. Our first stop would be the charming town of Locorotondo. Yet, before getting there, we stopped at the impressive Castellana Caves , where we enjoyed a tour of the dark chambers that hide in their depths.

As soon as we left Castellana Caves, we realised that our plan to wander around Locorotondo that evening was out of the question. There was a terrible thunderstorm raging outside which would only get worse by the hour, according to local radio stations. So, we headed to our home for that night which was a gorgeous renovated trullo house just outside the quaint town of Locorotondo.

Trulli , masserie and palazzi are the best places to stay in Puglia. Read more about all three types of accommodation here!

This image shows a complex of trulli, which are white round stone buildings with grey conical roofs. Puglia is abundant in trulli. You shouldn't miss the chance to stay at one during your Puglia road trip. This is Annalocos Trulli in Locorotondo. We spent one night there and loved it.

Once we stepped inside the trullo , we felt happy and relieved that the weather was forcing us to stay inside. The trullo was fantastic and we wanted to spend as much time there as possible. This is why we asked our host for directions to the closest mini market so as to go buy groceries and prepare dinner at the trullo .

Yet she was so utterly kind that she wouldn’t let us go outside in the storm. Instead, she provided us with everything we needed herself. That’s when we realised that our Puglia road trip would be an experience like no other.

When travelling across Puglia, don’t miss the chance to stay at a trullo ! Book one of the best authentic trulli now!

Day 3: Locorotondo – Alberobello – Martina Franca – Savelletri

Total distance covered on Day 3 (Locorotondo – Alberobello – Martina Franca – Savelletri): 51km

The following day we woke up to a cloudy sky but the worst was over. The strong gales that raged all night long had finally subsided. So, nothing could stop us from setting off on a fantastic journey across Itria Valley. We would spend the entire day driving through the jaw-dropping Apulian countryside with stops in the most picture-perfect towns and villages we could ever dream of.

Locorotondo

One of the best places to visit in Itria Valley is the picturesque Locorotondo . Perched on top of a hill in the heart of Valle d’Itria , Locorotondo is one of Italy’s prettiest villages . What’s amazing about Locorotondo is that there aren’t any must-see attractions to check out there. The best way to spend your time in quaint Locorotondo is to get lost in its enchanting Old Town which bears a strong resemblance to the Greek Islands.

This image shows a quaint street in Locorotondo Old Town. It's a narrow alley with beautiful white buildings on both sides. There are no vehicles nor people.

Locorotondo, like any other Italian town for that matter, is home to many beautiful churches. If you happen to stumble upon one or two that are open, step inside to admire their gorgeous interiors. We particularly liked Chiesa Madre di S. Giorgio and Chiesa di San Nicola di Myra .

If it’s time for your caffeine fix while you’re in Locorotondo, head to the irresistibly vintage Caffe della Villa and enjoy your espresso the Italian way, which is standing at the bar. Last but not least, don’t leave Locorotondo without taking in the views of the surrounding countryside from the scenic road that encircles the quaint hilltop town.

This is a courtyard of sorts in Locorotondo Old Town. There are traditional buildings with green shutters and pots with flowers.

Alberobello

Alberobello is the most popular of all Itria Valley towns and one of the most photographed places in Puglia. The reason is quite simple. This is the best place to check out the region’s unique trullo architecture. Alberobello is the town with the most and best-preserved trulli buildings in Itria Valley.

This image shows Maria holding a map in front of a traditional trullo in Alberobello.

The fact that Alberobello is the only town in the entire world where one can admire this type of architecture in such great density is the reason why the small town receives hordes of tourists on a daily basis. During peak hours, Alberobello feels inversely proportional in size to the crowds it attracts.

To be honest, this excessive popularity kind of spoils the magic of an otherwise fascinating place. We’re not saying that you should skip Alberobello for being too touristy. Certainly not. Just try to visit either very early in the morning or late in the afternoon if possible.

Once in Alberobello, there are two major areas you should want to check out. The first of them is Rione Monti , a slightly uphill neighbourhood which is home to more than 1000 trulli , most of which are now turned into souvenir shops, cafés and restaurants. This is the most touristy part of the town but you can’t possibly skip it as it’s gorgeous.

This image shows a picturesque street in Rione Monti, Alberobello. The street is lined with gorgeous trulli on both sides. There are many people walking along the quaint street.

For a more authentic experience, don’t miss the chance to walk around the Rione Aia Piccola district. The latter comprises about 500 trulli , most of which are still inhabited by locals. Therefore, this part of the town is way more laid-back and peaceful.

This image shows a peaceful neighbourhood in Rione Aia Piccola. The trulli look stunning and there isn't a soul around.

One of the most interesting places to visit in Alberobello is Trullo Sovrano . The latter is a magnificent trullo construction built in the first half of the 8th century. It is the only two-storey trullo in the town and it operates as a museum . Walking around its interior will give you a clear picture of the furniture, personal items and way of life in a trullo of the past.

This is a room inside Trullo Sovrano. There are kitchen tools, plates and pots on display, hanging from walls or resting on tables.

Martina Franca

After Alberobello’s crowds and hectic atmosphere, getting to Martina Franca during the locals’ siesta was exactly what we needed. To say that we embraced the quaint town’s peacefulness would be an understatement.

Although Martina Franca is the largest town in Itria Valley, it’s not as popular as other towns there. We’re not saying that as a bad thing of course. On the contrary, Martina Franca has a unique blend of buzzing local life and an irresistibly laid-back ambience.

The Old Town in Martina Franca is adorned with Baroque gates which open to magnificent squares. Equally enchanting are the quaint narrow alleys that surround these gorgeous open spaces. Martina Franca is really worth spending as much time as you can spare because, alongside Locorotondo, it’s the most authentic town in Valle d’Itria.

This is an image of Martina Franca Old Town. The architecture is gorgeous and a splendid Clock Tower dominates a shiny small square.

After an entire day literally on the road, we left Martina Franca and headed to our home for the next couple of days, a traditional masseria just outside the fishing village of Savelletri.

WHAT IS A MASSERIA?

Masserie are large fortified estates, some of which date back to the 16th century. They are unique to Puglia and most of them are now turned into superb farm stays while still being working farms which produce wine, cheese or olive oil. No trip to Puglia is complete without a stay at a masseria.

Day 4: Monopoli – Savelletri

Total distance covered on Day 4 (Savelletri – Monopoli – Savelletri): 29km

Waking up the following morning, we were determined to spend as much time in and around the masseria as possible. Enjoying the stunning countryside was one of the main reasons why we’d planned this Puglia road trip after all.

Therefore, we spent the better part of day 4 of our Puglia itinerary soaking in the sun at the masseria and the surrounding countryside. We walked around the gorgeous estate amid tall olive trees and colourful flowers, we swam in the swimming pool, Katerina went on a bike tour through the countryside and we both enjoyed a fantastic cooking class.

This image shows Maria and Katerina sitting on a bench at the main courtyard in Masseria Torre Coccaro. They are drinking coffee and reading a local newspaper.

Staying at a masseria is a unique experience which offers various ways to keep you busy during your vacation. At the same time, life at the masseria helps visitors delve into local culture and tradition in the best possible way. This is why we can’t recommend this type of accommodation enough.

You haven’t been to Puglia if you haven’t stayed at a masseria . Book your unique farm stay here!

It was not until late in the afternoon that we decided to leave the masseria so as to explore the charms of one of Puglia’s most beautiful towns: Monopoli .

Monopoli is a charming seaside town which could easily serve as your home base instead of more obvious choices such as Bari or Alberobello. This picturesque town boasts the most authentic vibes while its piazzas , streets and marvellous promenade scream dolce vita .

There aren’t any top-rated attractions in Monopoli. The best way to enjoy your time there is to wander around its beautiful historic centre. Hands down the most enchanting part of Monopoli is the Old Port with the iconic blue fishing boats. This exact spot is among the ones we love the most from our entire Puglia itinerary.

This image shows the quaint Old Port in Monopoli with the iconic blue fishing boats and the gorgeous Italian architecture.

Before heading back to the masseria , we paid a short visit to the tranquil fishing village of Savelletri. The latter is super tiny and feels utterly relaxed. Keep in mind, that it’s also home to a couple of nice restaurants if you feel like having dinner by the sea.

This is a close up of a bell tower standing right beside a Ferris wheel in Savelletri.

Day 5: Cisternino – Ostuni

Total distance covered on Day 5 (Savelletri – Cisternino – Ostuni): 38km

It was with a heavy heart that we left the masseria behind first thing the following morning. But the road was calling and on that day we were about to visit two of the most gorgeous places we saw during our 2-week Puglia road trip.

Cisternino is a picture-perfect, all-white village in the heart of Itria Valley. What Cisternino lacks in size, it makes up for in charm. The village’s tiny historic centre has no shortage of picturesque alleys and hidden magical courtyards to explore.

The heart of Cisternino beats at the quaint Piazza dell’ Orologio , a sun-kissed square where you should definitely stop for a Spritz or two. For unique views of the trulli that dot the Apulian countryside, head over to Villa Comunale , a small garden at the edge of the Old Town.

This image shows a gorgeous street lined with whitewashed buildings in the heart of Cisternino Old Town. You could easily mistake Cisternino for a Greek island!

Our next stop was Ostuni, Italy’s so-called White City. Ostuni is one of the most beautiful places in Puglia. It’s built atop a hill overlooking the countryside. Wandering around Ostuni Old Town feels as though you’re somehow teleported to Naxos whitewashed Chora. Moreover, some of the region’s best masserie are scattered in the area around Ostuni and we had the pleasure to stay at probably the best among them .

Read everything you need to know about Ostuni here!

This image shows an uphill path with steps in Ostuni Old town. It is lined with traditional whitewashed buildings with colourful shutters. Ostuni is almost identical to a Greek Island Chora.

Day 6: Lecce

Total distance covered on Day 6 (Ostuni – Lecce): 76km

From now on, we will be referring to Salento quite often so now’s the best time to try and answer any questions you may have about it. If you’re wondering which part of Puglia is called Salento, it is the southernmost part of the region, the actual heel of boot-shaped Italy. The Peninsula Salentina begins just south of Itria Valley and goes all the way down to Santa Maria di Leuca. Administratively, Salento comprises the entire province of Lecce as well as parts of the Brindisi and Taranto provinces. Salento is home to some of the most lost-in-time towns in Southern Italy and many gorgeous beaches alike. Therefore, it’s the ideal destination for a lazy summer vacation like no other.

Lecce is often called the Florence of the South and for good reason. This century-old town in the heart of Salento is packed with superb art and it’s a unique stronghold of the most exquisite Baroque architecture. A stop in Lecce is mandatory during your Puglia road trip so make sure you spend at least one full day there.

Check out our complete guide to Lecce here!

This is a photo of the Cathedral Square in Lecce Italy. The square is dominated by the tall bell tower. There are people walking around the piazza in the afternoon sun.

Days 7-8: Grecia Salentina Towns

Total distance covered on Day 7 (Lecce – Sternatia – Martignano – Calimera – Castrignano de’ Greci – Melpignano – Sternatia): 54km Total distance covered on Day 8 (Sternatia – Martano – Carpignano Salentino – Corigliano d’Otranto): 24km

Grecia Salentina is the collective name for a cluster of small towns and villages in Salento which share a common dialect, the fascinating yet endangered Griko . If you haven’t heard of Griko before, an easy way to understand what it’s all about is this: imagine the Greek and Italian languages had a baby. This baby would be Griko.

The Greek-speaking towns of Salento (Grecia Salentina) are the remnants of the once prosperous colonies the Ancient Greeks had founded in Southern Italy.

Nowadays, wandering around these sleepy towns is an absolutely unique experience and this is why you should include some of them in your Puglia itinerary. We’ve written a thorough article about our emotional trip to Grecia Salentina which can also serve as your ultimate guide to the area.

This is a close up of a gorgeous building in Corigliano d'Otranto. The latter is one of the prettiest towns in Grecia Salentina.

Day 9: Salento (SP366) – Otranto

Total distance covered on Day 9 (Corigliano d’ Otranto – Grotta della Poesia – Otranto via SP366): 45km

On the 9th day of our Puglia itinerary, it was time for us to leave the mainland behind and fill our eyes with the beauty of Puglia’s shoreline. Make sure you stay on the coastal SP366 for this part of your Puglia road trip so that you don’t miss checking out the region’s amazing coastline which is abundant in azure beaches and lonely watchtowers that used to protect the region from pirate invasions in the past.

This is a photo of a lonely watchtower somewhere in the stunning Puglia countryside. There is a narrow path leading to the tower and we can see the sea in the background.

Leaving Grecia Salentina behind, our first brief stop was at a unique natural wonder, the Grotta della Poesia . The latter is a natural swimming pool of emerald waters surrounded by dramatic cliffs. Next up we visited some of Puglia’s most beautiful beaches such as Torre dell’Orso , Spiaggia degli Alimini and Baia dei Turchi , before reaching the seaside town of Otranto where we would spend the night.

This is a panoramic shot of Grotta della Poesia or Cave of Poetry. This is a natural swimming pool surrounded by tall cliffs. The water has an incredible emerald colour. There are some people swimming and others who are ready to dive.

If we were to plan a summer vacation in Puglia, then we would most definitely choose Otranto as our home base. This quaint coastal town is home to an enchanting Old Town as well as a fantastic beach right in the heart of the town.

Book an irresistibly vintage room in Otranto here!

This is an image of the small port of Otranto at sunset. In the foreground, a series of traditional fishing boats. In the background, the sky looks as though it's on fire.

Day 10: Salento (SP87 & SP358) – Gallipoli

Total distance covered on Day 10 (Otranto – Santa Maria di Leuca via SP87 & SP358 – Gallipoli via SS274): 96km

When we woke up the following day refreshed and ready to resume our road trip across Puglia’s charms, nothing could prepare us for the wonderful places we were about to visit. Our drive from Otranto to Santa Maria di Leuca was one filled with wonders and definitely among the best parts of our entire Puglia road trip.

In order for you to enjoy the same route as we did, please make sure you follow the SP87 and SP358 coastal roads all the way from Otranto to Santa Maria di Leuca.

We made our first stop at the surreal Bauxite Quarry and Lake which is situated just 10 minutes by car from downtown Otranto. This surreal scenery is the result of both nature and human intervention as the emerald lake was formed after a bauxite quarry that used to be on this site was abandoned in the late 70s.

This image shows Maria standing on a red rock with the emerald Bauxite Lake which is surrounded by red rocks in the background.

Our second stop involved an easy hike to the majestic Punta Palascia Lightouse which stands silent but vigilant at Italy’s easternmost point. After that, we marvelled at a series of secret coves and pristine bays such as Porto Badisco , Tricase Porto and Marina Serra as well as a brief stop at the spa town of Santa Cesaria Terme before reaching the imposing Ciolo Bridge .

This image shows Villa Sticchi in Santa Cesaria Terme. This is a masterpiece of Moorish style architecture built on a hill in the spa town, overlooking the Adriatic Sea.

While planning our Puglia road trip itinerary, we somehow failed to fully grasp the importance of having as much time as possible to spare in this part of our route. This is why we’re encouraging you not to make the same mistake. Once at Ciolo Bridge, make sure you have plenty of time on your hands. We can’t stress this enough and here’s why.

First of all, the bridge itself is really impressive and you just won’t get enough of taking photos from every possible angle. Especially if you stumble upon a daredevil or two jumping off the bridge into the emerald waters below. Luckily we didn’t. I’m not sure our hearts would handle the shock, to be honest.

This is a panoramic shot of Ciolo Bridge. The bridge stands impressively above a natural fjord in the midst of dramatic cliffs.

Secondly, the area is very scenic with the bridge looming above a gorgeous natural fjord in the emerald waters of which you can swim on a warm day. There is a tiny rocky beach just underneath the bridge to which you have access via steps that start from the bridge itself.

Last but not least, a stunning walking path starts from the bridge and it’s really worth experiencing it. The Sentiero delle Cipolliane is a fairly easy 2.2km long hiking path which passes through landscapes of rare natural beauty while offering unique views of the Adriatic Sea.

This image shows part of the Sentiero delle Cipolliane. This is a fantastic walking path in a unique natural setting with gorgeous sea views.

Santa Maria di Leuca

Santa Maria di Leuca is a coastal town built on the southernmost tip of the Salento sub-peninsula. A popular summer resort since the beginning of the 20th century, Santa Maria di Leuca is caressed by the winds of two seas, the Adriatic and the Ionian, which meet each other just off the shore of this whitewashed town.

Santa Maria di Leuca’s top attraction is definitely its iconic lighthouse which is the most important lighthouse in Italy, second only to Genova’s. Equally impressive, the Sanctuary of Santa Maria is located just a stone’s throw from the lighthouse and offers breathtaking views of the town itself and the sea beyond for as far as the eye can see.

As mentioned above, we had severely underestimated the treasures that lay hidden in this part of our Puglia itinerary. Therefore, although the idea was to carry on driving along the coastal road until we reached Gallipoli, we realised that we wouldn’t have enough time to do so after all. So, it was with a heavy heart that we took the much quicker yet far less interesting SS274 instead.

This image shows the white lighthouse and the sanctuary in Santa Maria di Leuca.

This change of plans made us really grumpy. Yet the moment we set eyes on Gallipoli, we were happy again. Gallipoli is one of the most authentic towns in the Italian South. Its historic centre may feel rather rough around the edges compared to other beach towns in Puglia. But, at the end of the day, this is also what makes Gallipoli quite unique.

Read our guide to our favourite seaside towns in Puglia here!

This is an image of beautiful Gallipoli at sunset. The sky is dramatic and the street lights reflect on the calm sea. Gallipoli is an essential stop on any Puglia road trip.

Days 11-12: Matera

Total distance covered on Day 11 (Gallipoli – Santa Maria al Bagno – Punta Prosciutto – Matera): 181km

After two quick stops in Santa Maria al Bagno and Punta Prosciutto , we headed straight to Matera the following morning and stayed there for two full days. We didn’t even go near the car on day 12 of our Puglia itinerary. We just spent the entire day savouring the charms of that ancient wondrous town.

Matera is not in Puglia but in Basilicata, which is another authentic region in Italy’s South. However, no Puglia road trip is complete without a visit to this ancient cave town which, according to our humble opinion, is the most impressive destination in Italy, second only to Venice .

The nucleus of Matera Old Town is the Sassi. The latter are two neighbourhoods in Matera’s historic centre which are entirely carved in the rock. There are literally no words to describe the wonder that is Matera. You just have to experience it yourselves. This is why we consider Matera an essential stop on every Puglia itinerary.

This image shows the Casalnuovo district in Matera as well as the dramatic ravine.

Because of the fact that Matera is very close to Bari, many people choose to visit the cave town on a day trip. Please, don’t be those people. In order for you to fully grasp Matera’s unique vibes, you have to overnight in the heart of the Sassi. You just can’t miss the spectacle of the dimly lit historic centre at night and you most definitely don’t want to skip the experience of staying at a cave hotel .

Check out our full guide to Matera here!

Day 13: Castel del Monte – Trani

Total distance covered on Day 13 (Matera – Castel del Monte – Trani): 108km

On day 13, our first stop was Castel del Monte . This UNESCO World Heritage Site is one of the best things to see in Puglia. Castel del Monte is built atop a hill which is surrounded by the most stunning countryside.

The drive towards the castle was among the most scenic ones of our entire Puglia road trip. After visiting Castel del Monte, it was time to enjoy the last stop on our Puglia itinerary. This was no other than the elegant coastal town of Trani.

This image shows the impressive Castel del Monte. It's built atop a hill and surrounded by gorgeous countryside.

It seems that the last place we visited during our Puglia road trip was meant to become one of our favourites in the region. What we loved about Trani the most was its gorgeous promenade and its authentic ambience. Furthermore, it was also there that Puglia gave us the gift of the prettiest sunset we had seen in the region. Now that’s what we call the best farewell gift of all!

This image shows the promenade of Trani at sunset. The sky is the most impressive pink and the sea is so calm that it's like a mirror.

Day 14: Bari – Patras – Athens

Total distance covered on Day 14 (Trani – Molfetta – Bari Port): 48km

When we woke up in our cosy room in Trani the following morning, there was just one question whirling in our minds: How on earth had 2 weeks in Puglia flown so quickly? But they had. So, there we were picking the pieces of our broken hearts while packing our things for the last time during the course of those 15 days.

The idea was to head back to Bari, park the car and wander around the Old Town until it was time to get on the ferry for our journey back home. Home ? We didn’t know what home actually meant at that point. Because Puglia sure did feel like home by then.

However, that last stroll around Bari never happened. Any guesses why? Well, who’s the usual party crasher while travelling? That’s right! The weather. For the entire duration of our last day in Puglia it rained so heavily that staying outside was next to impossible.

This photo was shot in Trani Old Town while it was raining heavily. The streets are filled with water.

So, how did we spend our final moments in Puglia? We went to a huge supermarket just outside Molfetta on our way to Bari and shopped our hearts out in local products. We know it sounds pathetic but we still have pasta Pugliese and cafe d’orzo in our pantry thanks to that raid. Yes, it felt like a raid rather than a casual day at the supermarket.

Just picture it. Two passionate with Italy people, who are utterly miserable for leaving their beloved country on a rainy day that won’t even allow them a last stroll BUT who have the privilege to travel in their own car, therefore knowing that cabin baggage allowance has no power over them this time. We just HAD TO buy everything, right?

Relieved that customs officers never confiscated the dozens of orecchiette packages and tomato sauce jars we had unsuccessfully camouflaged with beach towels and the like, we reluctantly boarded the ferry sad and grumpy. But, still, there was a flicker in our hearts.

For that was not Goodbye , it was See You Later, Puglia Nostra .

If you’re headed to Rome, check out our complete Rome Travel Guide and 4-Day Itinerary!

This image shows Katerina and Maria posing in front of their FIAT 500 at the side of the road in the midst of gorgeous countryside.

Disclosure: ANEK Lines , offered us a 40% press discount on ferry tickets.

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See some stunning views in Cinque Terre

2 Weeks In Italy: An Epic 14 Day Italy Itinerary

August 30, 2022 //  by  Follow Me Away //   4 Comments

Are you dreaming of the perfect 2 weeks in Italy itinerary? If so, this article is for you!

Planning your Italy itinerary should be fun and exciting, not stressful, which is why there’s this detailed post to show you how to spend 14 days in Italy!

This itinerary includes some of Italy’s most popular things to do as well as some lesser-known suggestions that may not be recommended by others.

Planning your trip to Italy last minute?

Make sure to book your hotels and tours in Italy in advance to ensure availability! Here are my top picks for your trip!

Tickets you MUST book in advance:

  • Vatican Museums And Sistine Chapel (A MUST in advance)
  • Colosseum Entry Tickets (Another MUST! Book online in advance!)
  • Michelangelo’s David Tickets (Often sells out in Florence)
  • Skip-The-Line Uffizi Gallery Tickets (Buy online to save time!)
  • Doge’s Palace Entry Ticket (Very busy, can sell out)
  • Milan Cathedral And Rooftop Tickets (Sells out and a must-see!)

Top picks for places to stay in Italy:

  • Rome: Hotel Relais Dei Papi (Amazing Vatican location)
  • Florence: Relais Pizza Signoria (City center location)
  • Venice: Hotel Carlton Grand Canal (Grand Canal views!)
  • Dolomites: Parkhotel Laurin (Central location with pool!)
  • Cinque Terre: Affittacamere Casa Dane’ (Affordable location)
  • Milan: Collini Rooms (Just 10 min from Milan airport!)

If you follow this itinerary, you will see the best of what Italy has to offer on your trip. That includes visiting the highlights as well as seeing some seaside villages.

For this 14 days in Italy itinerary, you will be provided with a breakdown of some recommended stops and the best sites to see at each.

There is also a recommendation for how long to stay in each area. Since everyone is different, though, feel free to change this to fit what you would like to see!

Instead of planning out every moment of every day of your 14-day Italy vacation, this itinerary provides you with a structured yet flexible plan to follow for your first trip to Italy itinerary!

If you’re not sure what to pack, check out this list of 10 things to include on your Italy packing list .

Keep reading to learn how to plan a trip to Italy for two weeks!

Read next: 10 Days In Italy Itinerary

A woman in a red dress and hat stands on a rock looking over the ocean at one of the towns of Cinque Terre in Italy.

Begin Your 2 Weeks in Italy Itinerary by Flying into Naples

When planning an Italy itinerary, most tourists decide on flying into Rome or Milan, as those are the more popular airports. However, it is very possible to fly into smaller airports throughout Italy.

This is great for your 2 week Italy itinerary. To begin your vacation to Italy, you can fly into Naples Capodichino Airport (NAP).

This airport is very convenient, as it is only four miles away from the city center, and is the perfect place to start your 14 days in Italy!

When booking your flight to Naples, an easy way to save money is checking to see if you can switch to a smaller airline.

You will most likely already have a transfer on your way to Italy, so see if switching to a budget airline might make it a lower price tag.

Once you have arrived at Naples Capodichino Airport, it is easy to catch a bus to Napoli Centrale Railway Station or take a taxi to the city center.

Panoramic view of Naples viewed from above at dusk.

Getting Around During Your 2 Weeks In Italy Itinerary

When deciding how to get around during your 14 days in Italy, you have a few options.

The first is by using public transportation during your trip. Italy has some amazing high-speed trains that can get you from city to city quickly and easily.

This is the recommended use of transportation for this Italy sample itinerary, as it will get you to your destinations quicker, leaving more time for sightseeing!

You could also rent a car or a Vespa for this two-week Italian trip. This will definitely be the more expensive option, though.

On top of the normal rental price, you will also be dropping off the vehicle at a different location, which can really drive up the price.

The tolls in Italy can also be pretty high, averaging about $25 a toll. This can add up pretty quickly, so you’ll need to budget at least $200 just for tolls.

Parking can also be hard to find in some of the bigger cities.

Having a car does give you a lot of freedom, though, and you can get from one town to another as quickly or slowly as you would like

There is also the option of hiring a private driver for your 14 days in Italy, but only if it works for your financial position.

Whether you go by car or train, you will love your 2-week Italy road trip!

Read more:  Pros And Cons Of Renting A Car In Italy

Small black car on a cobblestone street in Italy.

Days 1-2: Naples

Whether you want to spend your first couple of days in Italy eating pizza, exploring, or both, Naples is an excellent spot to start your two-week Italian trip!

How long you have in Naples depends on your flight and what time you plan on heading to your next destination.

There is so much to do, so pick what sounds the most interesting to you, and get to exploring!

You will probably be tired once you arrive, but once you take the time to rest, make sure you explore Naples during your 2 weeks in Italy itinerary.

Noteworthy Things To Do In Naples:

Find art at the national archaeological museum of naples.

If you want to see all of the relics from Pompeii and Herculaneum, make sure to stop by the National Archaeological Museum of Naples.

This museum is home to one of the most impressive selections of Roman art and artifacts in the world.

Unfortunately, this museum can be confusing, so it is best to visit with a tour group or a self-guided walking tour from a guidebook.

You don’t want to miss out on any of the artifacts from Pompeii and Herculaneum.

Discover the Church of San Francesco di Paola

Located on the west side of Piazza del Plebiscito is this beautiful 19th-century church.

It is one of the most important pieces of neoclassical architecture in Italy.

This church is actually inspired by the Pantheon in Rome, but you won’t find all of the crowds here.

Tour Palazzo Reale (Royal Palace)

Palazzo Reale is a genuinely spectacular palace that is located in Naples. You should definitely try to make it here during your 2 weeks in Italy!

The palace was initially built in the 1600s as a residence for a Spanish King, who never ended up going to Italy.

It wasn’t used until the 1700s when it became the palace for a Bourbon King.

Since it is also close to the Church of San Francesco di Paola, you can easily see both of them while exploring.

It might not seem like eating pizza should be on this list of what to do in Naples, but it most definitely deserves its spot!

After all, you are in the birthplace of pizza, so finding a restaurant serving up Naple’s signature dish is a must.

If you want to find an authentic Neapolitan pizza, look for a place serving “pizza vera Napoletana.”

If you are interested in trying a more “street food” pizza, then be on the lookout for pizza frittata. It’s fried pizza dough stuffed with cheese and/or meat.

See an Opera at San Carlo Theater

If you can grab a ticket to see the opera at the San Carlo Theater, it is highly suggested.

San Carlo is the oldest theater in Europe and the largest theater in Italy, so it definitely worth seeing during your 14 days in Italy.

If you are not able to snag a ticket to the opera, then take a guided tour so that you can still marvel at the interior.

Buy A Ticket To The Opera

Admire The Veiled Christ

A truly spectacular sight, the Veiled Christ is a must while you are in Naples!

Even if art and sculptures aren’t typically your thing, you will definitely appreciate the Veiled Christ during your 2 weeks in Italy.

The Veiled Christ, which is located in the center of the Sansevero Chapel, was carved in 1753. You should definitely check out the Veiled Christ while in Naples!

Skip The Line By Getting Your Tickets Online

Visit Il Duomo (The Cathedral) 

While you are in Naples, you must visit this 14th-century Cathedral!

This Cathedral is a wonderful mix of periods and art styles, making it fascinating to explore.

It was initially built in the 14th century but was destroyed by an earthquake in the 15th century. There were many repairs and additions made, including the neo-Gothic Facade that was only completed in 1905.

Sunset over the Church of San Francesco di Paola.

Where To Stay In Naples:

There are so many options for where to stay in Naples.

Whether you’re looking for budget, luxury, or something in the middle, there is an option for you.

The area you want to stay in depends on what you want to do during your time in Naples.

If you want to stay somewhere close to the airport where you still have relatively convenient access to some of the sights, you should stay in the Historic Center.

If you would like to be closer to some of the popular attractions in Naples, you should try to find a hotel in Chiaia. No matter what you’re looking for during your 2 weeks in Italy, Naples will have something for you!

Stay Near Piazza del Plebiscito: Chiaja Hotel de Charm e Check Rates: Booking.com

Mid-Range: Culture Hotel Centro Storico Check Rates: Booking.com

Stay In The historical Center: M Gallery Palazzo Caracciolo Check Rates: Booking.com

Luxury: Grand Hotel Vesuvio Check Rates: Booking.com

How Long To Spend In Naples During Your Italy Itinerary:

How long you spend in Naples will depend on what time your flight arrives and what time you are leaving.

Whatever your schedule, we suggest that you spend at least one night in Naples.

Since it is the beginning of your 14 days in Italy, you will most likely be tired, so this gives you some time to rest before starting to travel again.

While you are in Naples, you should also try to get some sightseeing in, as there are so many incredible places to see!

Front view of the exterior of the Duomo in Naples, Italy.

Days 3-4: Amalfi Coast

The Amalfi Coast is made up of multiple towns set along the mountainous coast of Italy.

It is one of the most popular areas of Italy, and for excellent reasons. It is absolutely stunning and will leave you only wanting more.

There are so many options for which towns to visit during your time at the Amalfi Coast.

Whether you’re looking for the perfect Amalfi beaches , a more authentic (less touristy) town, or the best place for photos, there is a place for you!

Once you decide on which area you want to stay in, then there’s the decision of where to stay. There are so many different hotels and bed and breakfasts to choose from, no matter your budget!

The Amalfi Coast is the perfect place to relax during your 2 weeks in Italy!

You have multiple options for how to get from Naples to the Amalfi Coast.

If you are driving, then it’s a pretty easy drive that should only take you around an hour.

If you are using public transportation, then you have two main options. The first is the train between Naples and Sorrento , as of summer 2019 though, this option is having many delays and cancellations. It is still an option that is very cheap, but recently the service has not been consistent.

Then you have the option of taking the ferry from Naples to Sorrento, which is called Metro del Mare . Taking the ferry is an excellent option for a couple of reasons.

The first is that you have control over which towns you go to. The second is that even if you don’t stop at some of the popular coastal towns, you can still see them and photograph them to your heart’s content!

What To Do At The Amalfi Coast:

Visit the lovely town of sorrento.

This well-known town on the Amalfi Coast is definitely worth a visit during your 2 weeks in Italy.

It’s located in the northern section of the Amalfi Coast and is most popular for its beautiful scenery and the lovely buildings situated along the coast.

While in Sorrento, make sure to check out the gorgeous cathedral that was built in the 11th century.

There are also two different ports in Sorrento that hold fishing and sailing boats.

If you find yourself interested in the history of Sorrento, you can go to two different museums during your time in Sorrento.

Head Out on the Water With This Boat Tour!

Admire The Colorful Positano

Positano is considered one of the most picturesque towns in Italy, and it’s not hard to see why. It is full of colorful houses that are set against the mountainside

If you want an extra-pretty view of Positano, take a boat out so that you can see all of this lovely town.

Full of pretty beaches, cute cafes, and bright buildings, Positano is the perfect spot to relax during your 14 days in Italy.

See Praiano’s Gorgeous Sights

Praiano is located between Positano and Amalfi and is the perfect spot to take in some gorgeous views with fewer crowds.

This town is not as well known as some of its neighbors, but that doesn’t mean that you should skip over Praiano.

It doesn’t matter if you want to stroll through the quiet streets, take a dip in the ocean, or relax on the beach, you will find each to be incredibly enjoyable.

See The Popular Town Of Amalfi

Amalfi is the most popular of all of these coastal towns and is generally packed with tourists.

Don’t be scared of the number of tourists though, Amalfi is still a gorgeous town to visit.

Amalfi even has its own cathedral, which is absolutely magnificent. There are also plenty of shops for you to spend an afternoon exploring.

For The Best Views On The Amalfi Coast, Visit Ravello

While the Amalfi Coast is known for its spectacular views, go to Ravello to see something rather extraordinary.

Unlike the other towns on the Amalfi Coast that are built into the mountainside, Ravello is located at the top of the mountains, giving some breathtaking views.

It is also much more relaxed than some of the other tourist destinations along the coast.

There are also plenty of outdoor terraces where you can enjoy your evening meal taking in the ocean.

Head To Cetara For An Authentic Italian Town

If you want a more authentic experience, head to the town of Cetara.

Unlike most other towns along the Amalfi coast, Cetara remains relatively unspoiled by tourism. It is a great place to head to for a day of relaxing.

Cetara also has the only fishing fleet in this region that is still in operation, so you can see all of the fishermen going about their work.

Tour The Emerald Grotto

If you are feeling up for a bit of an adventure and want to leave the coast, take a tour to the Emerald Grotto, a genuinely spectacular natural occurrence.

The Emerald Grotto is a collection of caves that are bathed in green light. They are only accessible by boat, so I hope you don’t get seasick!

You can take either a car or a bus to get to the facilities along the road, then take an elevator down to the point of departure; it is open from 9:30 a.m. – 4 p.m.

View over Positano with boats in the ocean.

Where To Stay On The Amalfi Coast:

There are so many options for where to stay along the Amalfi Coast, whether or not you are looking for budget or luxury.

Depending on how much you are willing to spend, there are certain areas that will be best for you.

We have an entire post devoted to Where to Stay On The Amalfi Coast in case you are looking for our suggestions in detail! 

Positano and Amalfi are definitely going to be more expensive, so if you are traveling on a budget, these probably aren’t the towns you should spend the night.

Ravello and Cetara would be much more budget-friendly options. If you are planning on staying in luxury though, you will have no lack of gorgeous and unique hotels offering first-class treatment!

Budget In Cetara: Cetara Albergo Diffuso Check Rates: Booking.com

Mid-Range In Ravello: Hotel Parsifal Check Rates: Booking.com

Private Beach In Amalfi: Hotel Miramalfi Check Rates: Booking.com

Luxury In Positano: Hotel Villa Gabrisa Check Rates: Booking.com

How Long To Spend At The Amalfi Coast During Your 14 Days In Italy:

You will probably want to spend 1-2 nights at the Amalfi Coast in order to have a chance to explore or relax.

Because it is more expensive, you might want to spend 2 nights in Naples, then leave early in the morning to head to the Amalfi Coast.

It’s around a 40-minute ferry ride to the Amalfi Coast, so you can spend the day exploring.

This way you only spend one night on the coast but get 2 days of exploring.

If you have found an awesome deal in Naples though, you might even consider staying at a hotel in Naples and taking the ferry both days. I would only deal with this though if you get an awesome hotel in Naples.

A beach on the Amalfi Coast with a viaduct and mountains in the background.

Days 5-6: Rome

Next up on your 2 weeks in Italy itinerary is one of the most popular cities in Italy: Rome.

Rome is full of history, art, shopping, and some excellent restaurants! You will have no shortage of things to do during your time in Rome.

Spend time exploring some of Rome’s historical sights, like the Colosseum or Vatican City, or strolling through the picturesque streets and stopping at some of the wonderful little cafes!

You can even find some little hidden gems in Rome !

Driving from the Amalfi Coast to Rome will take you around 4 hours depending on the traffic, and be aware that the traffic in Rome can be pretty awful.

You can also pay for a private driver, but this will come with a higher price tag than some of your other options.

For public transportation, you can take the ferry or train back to Naples, and from there take a train to Rome .

Top Things To Do In Rome:

Throw a coin in the fontana di trevi.

While in Rome during your 14 days in Italy, make sure to stop by the Trevi Fountain and drop a coin in.

Dropping in a coin means that you will return to Rome one day (why not throw in a few more coins for some extra luck on getting back to Rome?).

This is one of the most famous landmarks in Rome, so get there early to beat the crowds!

Explore The Colosseum

No trip to Rome is complete without visiting the Colosseum, so make sure you make it there during your two weeks in Italy!

It is one of the most popular places in Rome, and it will be an experience you’ll never forget!

You won’t be the only one planning on seeing the Colosseum though, so you should look into booking a tour. This way you can skip the lines and guarantee your entrance! 

Skip The Line With This Colosseum Tour!

Explore The Roman Forum

Although not as popular as the Colosseum, the Roman Forum is still an impressive sight, and it’s so close to the Colosseum!

You only have to walk a few steps from the Colosseum, and you’ll be able to imagine how the Roman people used to live.

Book Your Tour For The Colosseum And The Roman Forum Here!

Visit Piazza Navona

If you are looking for a place to spend your afternoon shopping and eating at delicious cafes, head to Piazza Navona!

It is one of Rome’s most popular squares, and for good reason! This square was built in the 15th century and is a beautiful area to explore.

Admire Basilica Di Santa Maria Maggiore

Basilica di Santa Maria Maggiore is known as a Basilica Major, which means it is one of the largest churches in Rome.

It is a truly magnificent structure and is well worth a visit during your 14-day Italy vacation!

The interior is intricately designed with gold, frescos, and detailed paintings on the walls and ceilings.

This is a great place to go during winter in Rome to get out of the cold.

Skip The Line With This Basilica di Santa Maria Maggiore Tour!

Climb The Spanish Steps

What would a visit to Rome be without seeing the famous Spanish Steps?

You’ve probably seen them in a movie or two, as they are one of Rome’s famous landmarks.

If you want to climb the steps (which is highly recommended) make sure to bring your walking shoes, as there are 135 steps.

Gaze Upon Castle Saint Angelo

Castle Saint Angelo, also known as the Mausoleum of Hadrian, is a circular castle that was once the tallest building in Rome!

It was built in 129 AD and was originally intended to be a Mausoleum for the Emporer.

It has now been connected to St. Peter’s Basilica, and if you climb to the top of the castle ramparts, you can see a stunning view of Rome.

Visit The Pantheon

The Pantheon is a former Roman temple that is now a church.

Not only is it one of Rome’s most popular landmarks, but it is also full of interesting history. You should add it to your 2 weeks in Italy itinerary.

Reserve An Affordable Audio Guide To The Pantheon Here!

Wander Through The Vatican City

There is so much to do in Vatican City, that you could easily spend one of your days in Rome just exploring this area.

You’ll definitely want to explore other parts of Rome though, so you should decide on what you really want to do in Vatican City.

The two main things to do in Vatican City are St. Peter’s Basilica and the Vatican Museums.

If you are deciding between the two, we highly suggest touring St. Peter’s Basilica. It will be one of the most memorable experiences of your life!

There are also the Vatican Museums that hold tons of history, and it’s where you will find the famous Sistine Chapel.

The Vatican Museums will take about 3 hours to explore, and St. Peter’s Basilica will take around 1 to 3 hours, depending on how long you want to spend.

Vatican Museum And Sistine Chapel Fast Track Entry

St. Peter’s Basilica: Tour with Dome Climb

Sistine Chapel, Vatican Museums, And St. Peter’s Guided Tour

Morning golden hour over the Colosseum in Rome with no people.

Where To Stay In Rome:

Staying near Vatican City while in Rome will be your best option, especially when you’re only going to be in Rome for two days during your two weeks in Italy.

This way, you can walk to Vatican Square at night when it is all lit up and it is a peaceful getaway from the hustle and bustle of the city.

We highly recommend taking a look at our detailed guide on Exactly Where To Stay In Rome!  There are also lots of shops around!

If you want to stay at an Airbnb, there are plenty of Airbnb options in Rome from budget to affordable depending on your funds for your best itinerary for Italy. 

Near the Vatican: Vatican Style Suite . Check Rates: Booking.com

Budget: Bed In Roma . Check Rates: Booking.com

Mid-Range: Casa Montani . Check Rates: Booking.com

Upscale:  The Westin Excelsior Rome . Check Rates:  Booking.com

How Long To Spend In Rome During Your 2 Weeks In Italy Itinerary:

For this 2 weeks in Italy Itinerary, we recommend spending 2 days in Rome .

This gives you time to explore Rome, but still gives you plenty of opportunity for the other areas of Italy that you will be visiting.

You can, of course, alter this however you need to. Try not to stay for more than four days though, as this is plenty of time to explore Rome.

If you do choose to stay longer, there are plenty of lovely day trips from Rome to explore!

Sunset over St. Peter's Basilica in the Vatican City.

Days 7-9: Florence and Tuscany

Next up on your 2 weeks in Italy itinerary is Tuscany, specifically its capital: Florence.

Florence is a much more laid-back city than Rome, so it’s a great place to take your time while seeing what Florence has to offer.

It’s also a very walkable city, so you will only need to use public transportation if you want to explore other villages.

There are so many things to do in the Tuscany region !

Getting from Rome to Florence is very easy to do by train, and it will only take you about 1 hour and 30 minutes.

For the best option, take the high-speed train from Roma Termini station to Firenze S M Novella in Florence. This will take 1 hour and 30 minutes. If you choose to drive, it will take you around 3 hours.

Top things to do in Florence:

Explore boboli gardens.

If gardens are your thing, plan a visit to Boboli Gardens !

Whether you want the perfect place for a photo op, or just want to admire the beautiful surroundings, this 16th-century garden is the place for you.

Bring some sturdy shoes though, as Boboli Gardens is up a steep hill.

You should plan on spending around 1-2 hours here, though you could spend less or more depending on your interest.

Boboli Gardens Skip The Line Tour

Visit The Duomo

While in Florence during your 14 days in Italy, make sure to stop by the Duomo. Even if you only set aside one day in Florence, this is a must-see stop!

This Catholic Church towers over Florence and is pretty difficult to miss.

If you plan on going in though, know there is a dress code for women and men; your knees and shoulders must be covered.

You also must be completely silent when visiting the Duomo in Florence .

It is usually very crowded, but you can skip the line by taking a tour.

Skip The Line At The Duomo With This Tour!

Walk Across The Ponte Vecchio

If you are looking for a picture-perfect bridge during your Italy in 2 weeks trip, Florence has you covered!

Ponte Vecchio is a beautiful bridge, and it’s the perfect spot to watch the sunset. You can also enjoy a leisurely stroll and some delicious gelato if you choose!

It is one of the best free things to do in Florence during your trip! 

See David At Galleria dell’Accademia During Your Italy Itinerary

If you are a lover of art, then you definitely want to explore Galleria dell’Accademia.

This museum is home to some of Michaelangelo’s greatest works, including the famous “David” statue.

The museum gets very crowded, and since you don’t want to waste any of your 14 days in Italy, you should consider buying a timed ticket or booking a tour.

Timed Entrance Ticket For Michaelangelo’s David

Marvel At Renaissance Artwork At Palazzo Pitti

Palazzo Pitti is another museum to see if you are an art lover. It’s Florence’s largest art museum, and is full of Renaissance works of art!

There are so many stunning works of art to admire, and it is a wonderful way to spend an afternoon.

Admire The Church Of Santa Maria Novella

If you are arriving in Florence on the train, then you will have no struggle in seeing the Church of Santa Maria Novella, as it is located right in front of the main railway station.

It is a stunning church and is a wonderful example of Renaissance architecture.

Skip The Line And Audio Guide Ticket For The Church Of Santa Maria Novella

Explore The Countryside Of Tuscany

Florence is the capital of Italy’s Tuscany region, but that doesn’t mean there’s nothing else to do.

Tuscany is known for its beautiful countryside full of rolling hills and vineyards. But that isn’t all!

There are many things in Tuscany such as hot springs and magical castles that you are going to want to see, if possible!

Exploring the countryside will be easiest if you are driving, but is possible to take public transportation to some of the villages.

For ideas on what to do in Tuscany, check out this Tuscany road trip .

Woman in a blue shirt stands looking out at a winding Tuscany road during golden hour.

Where To Stay In Florence:

Florence is much smaller than Rome so if you are staying in the city center there really are no bad places to stay!

We even have an entire post on where to stay in Tuscany which includes Florence!

We also have a complete breakdown of where to stay in Florence .

Hotels in Florence range from affordable to luxury options. You can get a really nice hotel in the city center of Florence for a very reasonable price. 

Affordable:  Hotel Bavaria .  Check Rates:  Booking.com  

Mid-Range:  Globus Urban Hotel .   Check Rates:  Booking.com

Upscale:  Hotel Garibaldi Blu  Check Rates:  Booking.com

How Long To Spend In Florence During Your 14 Days In Italy:

When deciding how long to spend in Florence, it’s important to think about how you want to see Florence.

If you want to wake up early, maybe stay out a little late, and rush through some of the sights, it’s completely possible to see the highlights that Florence has to offer in a day.

If you want to take your time, then two days is the perfect amount of time to stay in Florence.

The Duomo stands out among the rooftops of Florence.

Days 10-11: Venice

Venice, known as one of the most romantic cities in the world, is next up on your 2 weeks in Italy itinerary.

Venice is the capital of Italy’s Vento Region, and it is made up of over 100 tiny islands!

There is plenty to explore during your 2 days in Venice , and you won’t be disappointed!

If you want to rearrange this itinerary and only spend one day in Venice , that is okay too!

It is so easy to get to Venice from Florence, all you have to do is hop on a train and enjoy the ride!

We even have a full Northern Italy itinerary if you are interested in exploring this region in more detail. We highly suggest it as it is one of the most beautiful spots in Italy! 

Here is a post we wrote on Exactly How To Get From Florence To Venice which explains all of your transport options! 

The best route to go from Florence to Venice is to get on the train at Santa Maria Novela station in Florence and head to Venezia Santa LuciaIf in Venice.

This train trip takes a little over 2 hours and is a nice easy ride. Driving will take you around 3 hours, though this will depend a lot on Rome’s traffic.

What To Do In Venice During Your 2-Week Italy Itinerary

Explore the popular piazza san marco.

Piazza San Marco, also known as Saint Mark’s Square, is the most popular square in Venice, and maybe all of Italy!

It was built during the 12th century and is in the center of the square at St. Mark’s Basilica, which you can tour.

If you are looking to do some bird feeding during your 14 days in Italy, this is the square where everyone feeds the pigeons.

It is also one of the best photo spots in Venice if you are looking for something new for your Instagram! 

St. Mark’s Basilica: Tour with Terrace Access

Climb The Campanile di San Marco Bell Tower

While at St. Mark’s Square, why not climb up the bell tower?

When you reach the top you will have one of the most beautiful views in Venice. The tower itself rises high above the square.

It’s very popular, and you’ve probably seen it in many photos or the replica at Walt Disney World.

This is one of the best things to do in Venice !

Walk Across The Bridge Of Sighs

Legend has it that when criminals were taken away from the palace, over the bridge, they would gaze at Venice for the last time and sigh as they thought about their upcoming punishment, hence the name the Bridge of Sighs.

Who knows how true this is, but it’s something to think about as you cross the bridge on your way to Doge’s Palace.

Go On A Gondola Ride

One of the most popular things to do in Venice is to go for a gondola ride.

Though it will require a bit of a splurge, what could be more fun than riding a gondola through the canals of Venice?

This experience is unlike anything else that you will do on your Italy in 2 weeks itinerary.

Venice: Private Gondola Ride along Canal Grande

Admire The Architecture Of Doge’s Palace

Doge’s Palace is an ornate gothic palace right on the canals of Venice!

It is not only a museum but a showroom, and it is one of the most impressive palaces you will see during your Italy in 14 days itinerary.

Doge’s Palace holds lacework, paintings, sculptures, and more and is a real treat for architecture lovers!

You will definitely enjoy exploring this wonderful palace. If you are visiting Venice during the winter, museums such as this one are the perfect way to stay warm.

Timed Admissions Ticket To Doge’s Palace

Take A Tour Of The Venetian Islands

If you are struggling with deciding which of the Venetian Islands to visit during your two weeks in Italy, why not take a tour?

You will visit the small towns of Murano, Burano, and Torcello, depending on what tour you take.

Since Venice isn’t exactly a walkable city, the best way to see these islands and the lagoon is to take a guided tour.

You will also learn lots of great information about Venice!

Boat Trip: Glimpse of Murano, Torcello & Burano Islands

Walk Over The Rialto Bridge

The Rialto Bridge is an iconic sight that you must see during your two weeks in Italy!

While walking across the bridge is incredible, it is also absolutely beautiful to view it from afar.

It’s the perfect place to get some great photos and is one of the best things to do in Italy during your trip!

Woman in a yellow dress and hat sits in a gondola on the Grand Canal in Venice, Italy.

Where To Stay In Venice:

When staying in Venice during your 14-day Italy itinerary, we highly recommend staying in the city center!

There is a variety of hotel and Airbnb options in Venice ranging from the budget $70 a night places to luxury $300 a night hotels.

There are plenty of cute, boutique hotels in Venice too if you are looking for something special.

Please don’t forget to check out our VERY detailed guide on Exactly Where To Stay In Venice Italy!

There is something for everyone when planning your stay during your Italy in 14 days trip so choose the accommodation that feels right for you.

We recommend staying near Saint Mark’s Basilica or the Rialto Bridge.

No matter where you decide to stay, you are in Venice and that is something to celebrate!

City Center:  Hotel Casanova . Check Rates:  Booking.com

Affordable: Alberghiera Venezia . Check Rates: Booking.com

4-Star:  Royal San Marco Hotel .   Check Rates:  Booking.com  

How Long To Stay In Venice During Your Italy Itinerary:

Spending 1-2 days in Venice during your 2 weeks in Italy Itinerary should be enough time to experience what the city offers.

The amount of time that you should spend in Venice really depends on how much you want to see, and this Italy itinerary can be easily changed to fit what you desire for your 14 days in Italy.

Woman in a red dress and hat stands looking at the Bridge of Sighs over a canal.

Days 12-13: Cinque Terre

Cinque Terre is a popular destination for travelers, and it definitely deserves to be explored during your 2 weeks in Italy.

Cinque Terre is split into 5 villages or towns, and that is what the name translates to as “cinque” means 5 and “Terre” means village.

Each of these towns is beautiful and unique, and you should aim to explore each of them during your 14 days in Italy!

Once you have made it to Cinque Terre, getting between the villages is incredibly easy, as there is a train that connects all five.

The journey between villages only lasts a few minutes, so you’ll have plenty of time to explore!

The drive from Venice to Cinque Terre will be around 4 1/2 hours, and you will probably want to use public transportation once you get there, as it can be crazy and expensive to park.

You can also take the train from Venice to Monterosso , which will place you in the perfect spot to explore the surrounding villages.

Top Things To Do In Cinque Terre During Your 14-Day Italy Itinerary

Hike the monterosso footpath.

The Monterosso footpath connects the towns of Monterosso and Vernazza and provides stunning views of the towns!

This hike is a bit challenging as you are going up the coastal cliffs, so plan on at least 1-2 hours to complete it.

The views are worth the effort, but bring plenty of water, especially if you visit during the summer!

Explore The Church of San Francesco

Overlooking the Mediterranean Sea, the Church of San Francesco provides some pretty remarkable views of the dazzling blue water below.

The church was built in the 17th century and is a great place to stop while exploring Cinque Terre during your 2 weeks in Italy.

Visit Parco Nazionale Cinque Terre

This National Park is one of the smallest in Italy at only 15 square miles but it is also one of the most popular and most beautiful!

Parco Nazionale Cinque Terre is one of the most heavily inhabited national parks in Italy and it is easy to see why!

A one-day pass costs $9 per person to enter the National Park. Parco Nazionale Cinque Terre is also a UNESCO World Heritage Site.

Take A Boat Tour Of Cinque Terre During Your Italy Itinerary

If you are short on time during your Italy in 14 days trip, consider taking a boat tour of the Cinque Terre villages.

A boat tour will allow you to see all of the towns with ease and speed and you won’t feel like you missed a thing!

A boat tour is an easy and affordable way to add Cinque Terre to your Italy itinerary even if you are short on time because you can see everything by water!

Cinque Terre: Riomaggiore, Monterosso, Vernazza Boat Cruise

Watch The Sun Set

It doesn’t matter where you do this, but while you are in Cinque Terre you must watch the sunset one evening.

It is absolutely breathtaking, and you won’t regret taking the time to relax and take it in.

This can and should be done from any of the 5 towns in Cinque Terre, so it doesn’t matter where you are staying for the night.

One of the Cinque Terre Beaches is the perfect place for watching the sunset during your trip!

Cinque Terre Sunset Boat Tour 

Woman in a floral dress looks down at one of the Cinque Terre villages and the harbor.

Where To Stay In Cinque Terre

Which of the 5 towns you decide to stay in during your time in Cinque Terre really depends on what you’re looking for.

Here’s a complete guide to where to stay in Cinque Terre !

You have so many options when staying in Cinque Terre. The hard part will be deciding between all of the beautiful hotels!

Enjoy The Nightlife In Riomaggiore: Locanda Ca Da Iride Check Rates: Booking.com

Stay In Manarola For The Best Views: Olimpo Affittacamere Check Rater: Booking.com

Corniglia Is Where To Stay To Escape The Crowds: Arbanella Check Rates: Booking.com

Stay in Vernazza Near the Beach: Appartamento Margherita . Check Rates: Booking.com

A Room with a View in Monterosso : I Tibei Guesthouse . Check Rates: Booking.com

How Long To Spend In Cinque Terre During Your 14 Days In Italy

Even though there are 5 villages that you can explore during your 14 days in Italy, the simple and quick transportation makes it possible to visit all of them within 1-2 days, depending on how long you spend in each village.

You can adjust this, of course, but try to give yourself enough time to enjoy all Cinque Terre has to offer.

Woman in a sun hat sits at a cafe with bread overlooking Cinque Terre.

Day 14: Milan And Fly Home

Your final stop on your 14 days in Italy is Milan, and it is where you will fly out.

Milan is home to a very large international airport and many affordable flight options fly in from all over the world.

Beginning your trip in Naples and ending it in Milan is perfect, especially if you want to spend the majority of your Italy itinerary exploring!

For this 2 week Italy itinerary,  you will get the most of your time by buying two one-way tickets.

However, it would be rather easy if you needed to get back to Naples for a roundtrip flight.

All you have to do is book a train or a flight. This could also be done the other way, by flying into Milan and then heading to Naples.

Just because you have only one day in Milan doesn’t mean there aren’t plenty of exciting things to see and do! 

Milan: Bergamo Airport Transfer

Suggested Things To Do In Milan To End Your Italy Itinerary:

Take in the breathtaking milan cathedral.

Even if you are short on time in Milan, you must visit the Milan Cathedral to admire the stunning architecture, even if it’s just for a moment.

You’ve most likely seen pictures of the Milan Cathedral, but it is so much larger and magnificent in person.

Try to make it a priority to see it during your Italian itinerary in 2 weeks!

Milan Cathedral And Rooftop Entrance Tickets

Go Shopping At Galleria Vittorio Emanuele II

If you want to get some shopping done during your 14 days in Italy, you must visit Galleria Vittorio Emanuele II.

It is Italy’s oldest shopping mall, and a very popular place to spend time browsing through all of the fantastic stores.

Even if you don’t want to shop, Galleria Vittorio Emanuele II is incredibly beautiful and deserves a visit just for the 19th-century glass-covered arcade that houses the mall.

Visit Sforza Castle In Milan

Sforza Castle in Milan is a 15th-century castle located right in the city.

It is also home to various artistic works, including those from Leonardo Da Vinci!

If you are looking to add another museum and art gallery to your Italy itinerary, make sure to put Sforza Castle on your list of things to do in Milan.

Explore The City On A Bus Tour

An easy way to explore Milan when you’re short on time is by doing a hop-on-hop-off bus tour!

Even if you aren’t into doing super touristy things, you will still enjoy this bus tour of Milan.

It will provide insider information about some of the most famous sites in Milan and you will easily be able to get off the bus should you want to explore more!

This is perfect if you only have one day to tour Milan.

Milan: 1, 2, or 3-Day Hop-On Hop-Off Bus Ticket

A fountain in front of Sforza Castle at night.

Where To Stay In Milan:

If you are catching your flight out of Milan Airport the next day, we highly recommend spending your last night in Italy somewhere close to Milan Airport.

This will allow you to explore on the last day of your 14-day Italy itinerary without worrying about waking up early and taking a long transfer taxi or bus to the airport to catch your flight the next day.

That being said, we put together this post on exactly where to stay in Milan where we break down the areas so that you can get a feel for what is best for you!

Mid-Range:  Sheraton Milan Airport Hotel.  Check Rates:  Booking.com

Affordable:  First Hotel Malpensa .  Check Rates:  Booking.com

How Long To Spend In Milan On Your 2 Weeks In Italy Itinerary:

You really only need one day in Milan during your 14 days In Italy itinerary at the most.

Compared to other Italian cities on this itinerary, the highlights of Milan can be done very quickly.

If you are looking for how to save time and budget days elsewhere in this 2-week itinerary for Italy, you can shorten the length of your stay in Milan as you can see the city in a short period of time.

Use Milan as your gateway to the airport, stop off and see a thing or two, and then be on your way home!

Sunset over the Milan Cathedral.

There is so much to see and do in Italy, that it can be hard to narrow down what you should do during your best itinerary for Italy in 2 weeks.

This itinerary gives you some structure to make some of the big decisions a bit easier.

It is also completely flexible, so you can easily change what it is that you see during your 14 day Italy vacation.

Since not everything has made it onto this list, what are some of your favorite things to do in Italy?

the ultimate 2 week italy itinerary

Reader Interactions

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August 31, 2019 at 9:28 am

Please send me more info, can we choose our travel dates and expenses. Thank you Andra Cook

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June 17, 2022 at 11:23 pm

I am interested in your itinerary. do you have it in a downloadable option?

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August 28, 2022 at 1:52 pm

This is a very very nice itinerary. There is no right or wrong answer on where to stay for the 2 weeks. If I was taking my family/friends who have never been to Italy for 2 weeks it would be the following: Fly into Naples early morning and go to Sorrento: 3 nights Sorrento 4 nights Rome 3 nights Tuscany town like Montepulciano 3 nights Florence Fly into Naples and out of Florence. I am in the minority in saying Venice is so over rated and expensive and too far out of the way for an optimal 14 day trip. I think you suggest going all the way North and east to Venice then backtracking from one side to the other to get back to Cinque T. In Sorrento day boat trip to Capri, Day tour Amalfi towns like Positano. Then get a car and stay inside a town such as Montepulciano and drive to see all the towns while coming back to experience spending the evenings/nights in a hillside town. From Florence day trip to Cinque Terre and if yo missed Siena and San Gim. you do that in a Day trip that also includes Pisa. Least amount of backtracking and luggage hauls and checking in/out of hotels. But there is no right itinerary and how did we leave out Sicily or Lake Como, or Dolomites or…..LOL too much to see.

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August 28, 2022 at 3:32 pm

Thank you for sharing this!! It sure is hard right!! so many epic things to see!

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Tuscan countryside as seen from Montepulciano, with the countyside bathed in golden light--this Tuscany travel blog post will cover everything you need to know about finding spots like this during your Tuscany road trip!

The Perfect Tuscany Road Trip Itinerary (+ Driving Tips!)

Planning the perfect Tuscany road trip itinerary is no easy feat–but it’s well worth getting right.

If you’re dreaming of delicious Italian food, of romantic sunsets and Tuscan wines, of rolling hills peppered with vineyards as far as the eye can see, of hilltop villages and of Renaissance art, this Tuscany itinerary has you covered.

We’ve put this ultimate guide to planning a Tuscany road trip after spending several months traveling in the region over a period of years, often on road trips.

We’ve explored Tuscany by car, train, and tour, in large multigenerational family groups and as a couple, in tiny towns and in the fabulous cities of Florence and Siena.

Honeymoon in Tuscany: rooftops of Siena

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

We’ve visited museums, gone horseback riding, zipped along countryside roads on a Vespa, and taken quiet strolls down deserted country lanes. We’ve taken food tours and wine tours, and stopped at more than our fair share of vineyards and restaurants independently, too.

Suffice it to say, we absolutely adore traveling in Tuscany, and this Tuscany itinerary is put together based on our detailed experiences traveling in the region as well as additional research.

We want to help you plan your perfect Tuscany road trip itinerary, especially if it’s your first time in the region.

Here’s what we suggest.

Table of Contents

How We Structured This Tuscany Road Trip Itinerary

How long will this tuscany itinerary take, getting around during your tuscany road trip, will this tuscany itinerary work without a car, the ultimate tuscany road trip itinerary, other destinations to add to your tuscany road trip itinerary, tuscany road trip itinerary map, the best time to visit tuscany, useful travel tips for driving in tuscany, what to pack for your tuscany road trip.

Cool Things to Do in Florence: Cooking Class

We structured this Tuscany road trip itinerary as a loop beginning and ending in Florence.

It’s designed primarily for first-time visitors to the region who want to soak up the classic Tuscany experience: think rolling hills, golden light, scrumptious wine, picturesque hilltop villages, and some of the best food you’ve ever eaten in your life.

… But that being said, even longtime lovers of Tuscany will find something for them here (just ask our extended family).

With this Tuscany itinerary, you’ll visit some of the most iconic places in the region, while also peppering in stops at smaller towns and attractions that would likely go unnoticed if you stuck to exploring via train.

Day Trip to Florence from Rome: View of Arno River

Is it a cop-out to say that this Tuscany road trip will take as long as you have?

Perhaps, but whether you have 5 days in Tuscany, a week in Tuscany, or a month in Tuscany, this circular route will provide an excellent backbone to your Tuscany road trip.

If your trip is short–say 5 days in Tuscany or less–you’ll be able to shorten your stays in some towns (in a pinch, for example, Pisa and Lucca can be combined into one day), and with a longer trip to Tuscany, you’ll have a chance to adopt a leisurely pace and add in more excursions like wine tasting or days spent at one of Tuscany’s saunas.

Ideally, I would say that this Tuscany road trip would be spread across roughly 10 days to 2 weeks in Tuscany, but of course, that won’t always be possible–especially if you want to see more regions of Italy during your trip!

If you do have a longer trip to Tuscany planned, we recommend taking a look at some of the additional Tuscany road trip destinations that we’ve outlined below the main itinerary and seeing what other spots catch your eye.

Honeymoon in Tuscany: Views of Tuscan Countryside

For most people, of course, taking a Tuscany road trip will require renting a car.

We’ll cover some tips and tricks for renting a car here below the Tuscany itinerary (or you can use the table of contents section at the bottom of the introduction to this Tuscany travel blog post to navigate there!), but here’s the short version: we recommend renting a small car in Tuscany through Discover Cars , which will allow you to compare prices and inclusions of multiple companies at the same time and choose the best car for you from there.

We also recommend renting your car only after you leave Florence, which we’ll cover a bit more below, so you likely won’t need one for every day of your trip to Tuscany!

Check rates & book your rental car with Discover Cars today!

Kate Storm on a white Vespa in the Tuscan countryside--riding a Vespa is an incredibly fun experience during a Tuscany itinerary!

Short answer? Yes, it can.

Through a combination of trains, buses, and carefully selected guided tours (we recommend several reputable ones in our Things to Do in Florence post ), this Tuscany itinerary can be completed without a car, though the logistics will be challenging in certain places.

That being said, there’s something very special about taking a Tuscany road trip, and by not driving, you will lose out on the charm of seeing some of the smaller towns at night, miss some of the prettiest vistas, and have a little less freedom in planning your trip.

However, we completely understand that not everyone planning a Tuscany itinerary can or would like to drive, and we fully believe you can have a deeply fulfilling trip to Tuscany without a car–we’ve done it several times ourselves.

And, while you will lose some freedom, you’ll also gain a bit of peace of mind, as driving in Tuscany is certainly not the most carefree driving in the world!

Cone of gelato with a cookie stuck in it held in front of a gelato counter.

Start your Tuscany itinerary in Florence.

As the capital of Tuscany, Cradle of the Renaissance, and home to the biggest airport (and train station) in the region, there’s no better place to start your Tuscany itinerary than in Florence.

Ideally, we recommend a minimum of two full days here, which will give you enough time to explore all of the major sights.

Marvel at the art in the Uffizi Gallery, soak in the views from Piazzale Michelangelo and more, (window)shop for gold jewelry on the Ponte Vecchio, eat your way through Mercato Centrale, stand in awe of the Duomo, and visit Michelangelo’s masterpiece David in the Galleria dell’Accademia.

We’ve created several guides to Florence based on our six weeks or so spent exploring the city, including a one-day itinerary and a two-day itinerary , so be sure to check those out for more detail.

For this Tuscany road trip itinerary in particular, though, we have a crucial piece of advice regarding driving: don’t pick up your rental car until the morning you leave Florence.

Having a rental car while in the city is not only unnecessary, it’s an absolute burden. Driving in Florence’s historic city center is extremely limited, and you’ll save both money and headaches by ditching the car until you’re ready to hit the countryside.

Day Trip to Florence from Rome: View of Duomo from Piazzale Michelangelo

Where to Stay in Florence

B&B Le Stanze del Duomo  — Though Florence hotels can be a bit pricey and stretch the definition of “budget”, B&B Le Stanze’s beautiful rooms and impeccable location in Florence will be sure to have you swooning!

Check rates & book your stay at B&B Le Stanze del Duomo!

Bargello Guest House  — Located in the heart of Florence, this property is only a short (read: less than 5-minute) walk away from some of Florence’s highlights like the Palazzo Vecchio. Staying here, you’ll be within easy walking distance of the best of what Florence has to offer.

Check rates & book your stay at Bargello Guest House!

Hotel Lungarno  — Nestled right against the Arno River and home to one of the best views of the Ponte Vecchio in Florence (not to mention some of the best views of the rest of Florence from their top deck), Hotel Lungarno is our personal “if we ever  really  want to splurge” hotel in Florence. You can’t go wrong using Hotel Lungarno as your base for one day in Florence!

Check rates & book your stay at Hotel Lungarno!

Where to Propose in Italy: Florence Proposal in Boboli Gardens

Start your Tuscany road trip and drive to Lucca.

Laidback and charming, colorful Lucca is the perfect first stop on your Tuscany road trip and an excellent place to grow accustomed to the ins and outs of driving and parking in Tuscan towns.

Lucca is not too big, not too small, and parking is fairly easy to find right outside the city walls.

It also happens to be a gorgeous, relaxing city that is a fantastic place to soak up the ambiance of Tuscany.

While you’re there, be sure to check out the beautiful Piazza dell’Anfiteatro, which, like Siena’s main piazza, is actually an oval rather than a traditional square, and to stroll along the tops of the city’s 16th-century fortifying walls, which are completely accessible to the public.

Don’t miss a climb up Torre Guinigi, either–not only does it boast incredible views of Lucca, but it’s home to several oak trees that are growing in the sky!

Part of the oval square in Lucca Italy, one of the essential stops on your Tuscany road trip itinerary

Stop by Pisa.

I’ll be perfectly honest: of all the places we recommend or mention in this Tuscany itinerary, Pisa is the one I’m least in a hurry to get back to.

It’s generally far more crowded than most of these other destinations–even the very touristy ones–and outside of Pisa’s famous tower and surrounding historic complex, the town is not exactly known as one of the most beautiful or interesting Tuscan villages.

It is, however, incredibly famous, and the Leaning Tower of Pisa itself more than lives up to expectations. The Leaning Tower of Pisa is truly stunning, and far more opulent and beautiful in person than I expected before laying eyes on it for the first time.

If you’d like to see it, we recommend stopping by for half a day on your Tuscan road trip, checking out the tower itself as well as the nearby Duomo and baptistery, and then moving on.

If you’d like to tour the interior of any of the structures, including climbing to the top of the leaning tower, we absolutely recommend booking skip-the-line tickets in advance .

Book your skip-the-line tickets to visit the Leaning Tower of Pisa now!

Kate Storm and Jeremy Storm at the Leaning Tower of Pisa--this bucket list spot is part of just about any Tuscany road trip itinerary!

Make your way to San Gimignano.

Known for its stunning towers (14 of an original 72 remain), long history of wealth due to its prime location along a Roman trading route, gorgeous city center, beautiful views, and convenient location that is roughly equidistant from Siena and Florence, it’s safe to say that San Gimignano is both incredibly popular and well worth visiting.

We adore this beautiful hilltop town, and highly recommend spending at least one night either in town or nearby if you can, in order to enjoy the city without the crowds of day-trippers that tend to take over the streets during the day.

Don’t forget to make time in your schedule for a scoop (or several scoops, let’s be real) of gelato from the world-famous Gelateria Dondoli: as one of the best-known and most acclaimed gelato shops in Italy, it’s a safe bet that whatever you order is bound to impress.

2 Weeks in Italy Itinerary: San Gimignano, Tuscany

Head to Siena.

While today Florence is significantly better-known than Siena, that was not always the case: beautiful Siena was once the military rival of Florence, and the history of the Middle Ages in the region is dotted with stories of their back-and-forth battles.

Today, Siena is known for its Palio di Siena horse race that takes place bi-annually in the oval-shaped Piazza del Campo–when you stand in the middle of the piazza, be sure to picture 20 horses running at full-speed around a packed crowd–it’s truly impressive.

Siena is packed full of interesting things to do: it’s home to arguably the most beautiful Duomo in Tuscany (don’t forget to check out the Piccolomini Library while you’re in there!), and we absolutely recommend taking the Porta di Cielo, aka Gate to Heaven, tour of the cathedral’s roof if you can–it’s magnificent.

At least once during your trip, climb to the top of one of Siena’s monuments for an epic view–the Torre del Mangia in Piazza del Campo is a popular choice, but personally, we love that the view from the top of the Opera della Metropolitana includes stunning views of the Piazza del Campo from a bit of a distance.

2 Weeks in Italy Itinerary: View of Siena

Spend some time in Val d’Orcia and soak up the Tuscan countryside.

Of all the scenic places in Tuscany, Val d’Orcia might just be the most beautiful of them all.

This UNESCO-recognized valley is home to the Tuscan road trip views of your fantasies, and it truly has to be seen to be believed.

If you have the time in your Tuscany itinerary, we recommend booking at least a couple of nights in a nearby country villa or agriturismo in order to slowly savor the beauty of the region, but if not, even an afternoon drive here is well worth the trip out.

Kate Storm in the Tuscan countryside at sunset with a sun flare on the right side of the photo--Tuscan sunsets are an epic part of any Tuscany road trip itinerary.

Marvel at the beauty of Montepulciano.

Tiny, gorgeous, and home to arguably some of the best countryside views of all the villages in Tuscany, it’s impossible not to be charmed by stunning Montepulciano–and that’s even before you start sipping its world-famous wine.

While it doesn’t take terribly long to explore a village this size on your Tuscany road trip, Montepulciano has one of those peaceful atmospheres that you just want to savor.

While you’re there, be sure to stop by the beautiful Piazza Grande, admire views of the nearby Church of San Biagio that is located just outside of town, and to taste the local wine, vino nobile di Montepulciano .

Piazza Grande in Montepulciano right after a rainstorm--this Tuscan town is absolutely worth visiting as part of your Tuscan road trip itinerary.

Pay a visit to Arezzo.

As you turn back north toward Florence to start to wind down your Tuscany road trip, be sure to check out the beautiful city of Arezzo.

Often overlooked on Tuscany road trips, Arezzo is a delightful city that is well worth the time it takes to visit.

Home to Roman ruins (including the remains of Arezzo’s very own Colosseum), sweeping views of the countryside from the Medici fortress, some impressively well-preserved fifteenth-century frescoes, and a large number of antique shops just waiting to be perused, Arezzo is an excellent addition to any Tuscany itinerary.

Be sure not to miss a chance to climb the clock tower at Palazzo della Fraternita dei Laici right off the main square (Piazza Grande)–the views from the top are absolutely sublime, and it is our personal favorite spot in Arezzo.

Weekend in Arezzo: Things to Do in Arezzo, Piazza Grande

Drive back to Florence & say goodbye to Tuscany.

As your Tuscany road trip winds to a close, head back to Florence to drop off your car, say goodbye, and–depending on time–perhaps visit one or two more sights in the Cradle of the Renaissance as well.

While we’ve set up this Tuscany itinerary to act as a loop, if you’re going to be flying out of Italy (or continuing your Italy travels outside of Tuscany) in a different location, you can also consider dropping off your car in Rome, Milan, Bologna, or even Venice–but keep in mind that you will likely incur a one-way drop-off fee for doing so, so be sure to budget for that if needed!

Fun Things to Do in Florence: Ponte Vecchio

While this Tuscany road trip itinerary gives a solid outline of the region and is a delightful trip all on its own, for those with a bit of extra time in the area (or those who like to move at a very fast pace), there is an unlimited number of additional destinations you could add to your trip, both in Tuscany and in its surrounding regions of Umbria, Emilia-Romagna, and Liguria.

We’ve outlined a few of each here to give you some ideas as you plan your trip to Tuscany!

Tuscany Honeymoon: Rooftops of Siena

Within Tuscany

The most famous of all of Tuscany’s hot springs has emerged from comparative obscurity into being a full-blown famous photography location in recent years, but there’s no doubt that it’s still a dream to visit–if you have time during your Tuscany road trip to make the trek out there and you’re a fan of hot springs, it’s definitely worth a visit.

Dating back to the Etruscan period and nestled on a hill high above the sweeping Tuscan landscapes it overlooks, the walled city of Volterra is absolutely worth visiting as part of your Tuscan road trip itinerary.

The ease of accessing it paired with its beauty make this one of the first towns we would recommend if you are looking for additional stops along your road trip in Tuscany.

Photo of Volterra as seen from outside the town--Volterra is an excellent addition to any road trip in Tuscany.

Cortona is perhaps best known for the famous book/movie that is based there, but even without the fame brought by Under the Tuscan Sun , this tiny Tuscan town is still a fabulous place to visit!

I’ll be honest: a trip to Elba is a bit of a stretch for all but the longest trips to Tuscany, but it bears mentioning simply for the fact that Elba is Tuscany’s very own island–and “Mediterranean island” is just not what you normally associate with a trip to Tuscany.

Whether you want to scuba dive, enjoy delicious seafood, lounge on the beach, or chase down the island’s interesting history (Elba was the first place Napoleon was exiled to, though he escaped a little under a year later), there’s no doubt that Elba makes a unique addition to any Tuscany itinerary.

2 Weeks in Italy Itinerary: Beach at Monterosso al Mare

Easier to access than Elba but equally focused on all things coastal, the seaside city of Livorno is the perfect Tuscany road trip destination for anyone looking to enjoy a little sea and sun as part of their trip to Tuscany.

Best known for its delicious Brunello di Montalcino wine, the hilltop town of Montalcino is a delightful slice of Tuscany that is easy to access from Siena and Val d’Orcia.

Cluster of grapes almost ready to be harvested in the Tuscan countryside

Outside of Tuscany

Cinque terre.

Of all destinations outside of Tuscany that people tend to be eager to add onto their Tuscany trip, Cinque Terre almost always falls near the top.

We’ve visited this sensational collection of Ligurian fishing villages twice as part of a Tuscany road trip, as well as on a standalone visit, and we can attest that they are well worth the trouble if you have time in your itinerary.

We absolutely do not recommend driving into the villages, however–instead, drive to the train station at La Spezia or Levanto, park your car, and then take the train into the villages from there.

View of Vernazza Harbor from Above: One Day in Cinque Terre Itinerary

Known, above all else, for its food, Bologna is the perfect location for foodies to flock to if they’re looking for some truly epic cuisine during their road trip.

Bologna is the capital of Emilia-Romagna, the region that is home to so many of the things us foreigners tend to associate with Italian food: tagliatelle al ragu (aka spaghetti bolognese), mortadella (aka bologna), parmigiano-reggiano , traditional balsamic vinegar, and more.

Once you get done eating, Bologna has plenty of other sights to explore, as well–but the food alone is worth visiting for.

The Best Things to Do in Bologna: Climb Asinelli Tower

Set on a hilltop overlooking sweeping views of the Umbrian countryside, Orvieto is as historical as it is picturesque: dating back to the Etruscans and once (briefly) the home of the pope, whether you’re looking to dive deep into the history, enjoy the tasty Orvieto Classico wine, or simply admire the magnificent vistas, Orvieto has something to offer.

We adore this little village–be sure to check out the Duomo, the views from the Torre del Moro, and the underground while you’re there, among plenty of other fun things to do.

View of Orvieto Duomo as seen from Torre del Moro

As the location of the birth, work, and death of St. Francis, Assisi is an enormously popular pilgrim destination among Catholic travelers–but even if you’re not Catholic, this small Umbrian town has plenty of history and beauty to offer.

St. Francis was the founder of the Franciscan Order–a name you’ll see pop up a lot in Italy–and is also one of the patron saints of the country.

In Assisi, you can tour the enormously impressive Basilica of St. Francis while learning about the life and history of the saint.

Take This Map With You! Click each highlight to pull up the name of the destination. To save this map to “Your Places” on Google Maps, click the star to the right of the title. You’ll then be able to find it under the Maps tab of your Google Maps account! To open the map in a new window, click the button on the top right of the map.

Ultimately, Tuscany is a beautiful destination year-round, and you can never go wrong with a visit.

Spring in Tuscany brings beautiful flowers but plenty of rain, summer brings lots of tourists but also long days and sunshine.

Fall brings the harvest and temperamental weather, and winter brings cold, gray weather but also low prices and a distinct lack of crowds.

If you ask us, though, our favorite time to take a Tuscany road trip will always be in the fall, particularly late September through mid-October.

True, it’s hardly offseason (in other words, there will be plenty of other tourists around), and there’s a good chance of experiencing a cold and/or rainy day or two–but the changing colors across the countryside, the incredible food that is freshly harvested, and the crisp chill that sweeps through the air each evening as the heat dies down for the year give the region a magical quality that we will never tire of experiencing.

We’ve spent at least part of the last few autumns in Tuscany, and we see no reason to stop that tradition anytime soon.

The Most Instagrammable Places in Florence: Boboli Garden

While driving in Tuscany is not the most difficult driving you’ll encounter in Italy (looking at you, Rome and Sicily), it definitely has its quirks!

Here are a few tips we recommend keeping in mind as you plan your Tuscany road trip itinerary.

Make sure you have access to a GPS for your Tuscany road trip.

This is absolutely imperative, in our opinion, and can make the difference between an insanely stressful Tuscany road trip and a fairly laid-back one: whether you purchase an international cell phone plan through your carrier before leaving for Tuscany or you purchase an Italian SIM card on the ground, you’ll 100% want to make sure you have cell phone data–and therefore GPS–with you as you drive.

Siena Day Trip: Jeremy with Classic Cars

Shop around for your rental car.

I’m almost 100% certain that we’ve used a different rental car company every time we’ve rented a car in Italy–that’s how much the prices can vary depending on your time of travel, pickup and dropoff locations, size of the vehicle, and more.

We recommend searching for your car via Discover Car Hire , which will allow you to check out the rates of several different rental car agencies in Tuscany at once and compare prices and inclusions side-by-side.

Shop for your Tuscnay rental car with Discover Car Hire today!

Cars parked outside of Siena Italy--parking outside of historical city centers is the norm when on a Tuscany road trip!

Buy the insurance–you won’t regret it.

Ultimately, this is up to you–I know some people prefer not to buy additional CDW insurance (aka the insurance that covers damages to the actual car you’re driving, as opposed to your liability to anyone else) on trips–but we buy it every. single. time. in Tuscany and have no regrets.

I don’t want to overstate things, because driving in Tuscany isn’t exactly like driving in the Wild West–but let’s just say that the roads are often tiny, the buildings very close, the parking lots cramped, and the other tourists’ rental cars parked nearby are frequently scratched and dinged in a way that while not horrendously damaging, is definitely something a car rental company would love to charge you for if it happened on your watch.

The peace of mind is absolutely worth it to us–you can price it for yourself when shopping on Discover Car Hire , or purchase a travel insurance policy through that includes car rental insurance (but be sure to double-check the policy, because only some policies cover it).

2 Weeks in Italy Itinerary: Arezzo, Tuscany

You need an international driving permit to rent a car in Tuscany.

Technically, you always need an international driving permit to rent a car in Italy, and that includes in Tuscany.

You can pick this up before you leave home from AAA, and it’s very easy and cheap to do–just a bit annoying, as it’s one more thing to add to your to-do list before leaving for your Tuscany road trip.

Now, that being said–will your rental agency always ask for it? No. Will the police always ask for it? No.

Is it worth the risk of being refused a rental car or getting a ticket over $25 USD and a bit of hassle? Not in my opinion.

Rent the smallest car possible.

Not only is it cheaper, which is always excellent, but a smaller car in Tuscany is also much easier to drive.

While the highways in Tuscany are pretty standard, this-could-be-anywhere highways, the small country roads, parking lots near villages, and dirt roads leading to vineyards and villas can be incredibly narrow–which, naturally, does not stop them from being used for two-way traffic (you’ll probably end up pulling over to let someone maneuver past you at least a couple of times during your Tuscany road trip).

Be sure to account for how much space you’ll need for luggage, especially if you have three or more people in your group, but other than that–the smaller, the better.

Romantic Things to Do in Tuscany: Sunset over Florence

If you get a ticket, you probably won’t know it right away.

Traffic citations in Tuscany are generally captured via camera, so if you get one, you probably won’t know it right away.

Instead, your license plate will be captured, the ticket will be sent to the owner of the car (ie, your rental company), and then your rental company will forward it onto you.

Unfortunately, that means you won’t be 100% sure you didn’t have any infractions during your Tuscany road trip until several weeks after you get home.

You will encounter toll roads in Tuscany–so carry cash.

Most toll roads in Tuscany will accept credit cards, but it’s always best to have small bills/coins of cash on you–just in case you run into a cash-only booth (or you need a last-minute coffee and/or gelato, which are also very important parts of any Tuscany road trip itinerary).

Best Views of Florence: Girl near Ponte Vecchio

Be prepared to park and then climb up to towns.

Tuscany is known for its delightful hilltop towns, full of winding, narrow streets and plenty of foot traffic.

Combine the above description of Tuscany that we all know and love with the very concept of a Tuscany road trip, and an obvious question emerges: where are the cars?

Usually, they’re in parking garages built literally under the hilltop towns or on the outskirts of historical centers… which means you often have to walk up steep hills in order to reach the center.

Some cities, like Siena, have escalators installed to help alleviate this problem–but in general, be prepared for a little bit of a leg workout when visiting small towns in Tuscany!

View of the countryside from the edge of Montepulciano, an excellent stop on any Tuscany itinerary!

Avoid ZTL zones like the plague.

Essentially, ZTL zones are restricted access zones that dot most of Italy’s historic city centers, including in Tuscany.

If you drive into one, even accidentally, you’re risking a big ticket (and we’ve definitely had to call tiny Tuscan police stations to help some of our family members pay them off months after the fact).

Avoid them by parking on the outskirts of historical centers and by doing your research ahead of time, which leads me to…

Whenever possible, figure out where you’re going to park next before leaving.

This is one of our favorite tricks to keeping stress levels down when driving into a new town in Tuscany: know where the public parking lots are and, when heading out for the day, put your directions on for that particular spot rather than just the town.

This will absolutely cut down on the risk of accidentally driving into a ZTL zone (and therefore getting a ticket), and also make the trip into town much less stressful.

Now, in the interest of full disclosure, this doesn’t always work–occasionally the parking lot you have picked out will be full, or you’ll luck out and find street parking along the way–but in general, it will definitely make your life easier during your Tuscany road trip.

Couple on steps of a villa in Tuscany: Packing list for Europe Summer

Travel Insurance  — We don’t ever suggest traveling without travel insurance–anything can happen, and this is definitely a case of better safe than sorry. We use and recommend  Safety Wing for trips to Tuscany.

International Driving Permit — If you’re coming from outside the EU and plan to rent a car in Tuscany, you’ll need to make sure to acquire an International Driving Permit in your home country, before  coming to Italy.

It is required for all car rentals in Italy, and while the rental company may not ask, it’s not worth the risk of being refused a car once you arrive or getting a fine if you’re pulled over to be without one. Play it safe and if you plan to drive during your trip, add getting an International Driving Permit to your pre-Tuscany planning!

Small Gravel road in the Tuscan countryside with a vineyard to one side--this Tuscany travel blog post will help you plan the ultimate Tuscany road trip itinerary!

About Kate Storm

Image of the author, Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

67 thoughts on “The Perfect Tuscany Road Trip Itinerary (+ Driving Tips!)”

I love this website It has convinced my husband and me to go on a driving tour of italy! I actually have a question. How do you know or find out where is the ZTL zones so you can avoid them? Thanks! Ilene

So glad to hear that, Ilene! Hope you guys have a great time!

Your GPS can help you avoid the ZTL zones, but the biggest thing is paying very close attention to the signs, as they’ll be marked there. As a general rule, historic centers of cities are ZTL zones, so it’s safest to avoid those entirely and park outside the center before walking into the town!

Hi Kate, Do you have any recommendations for accommodations on the Tuscan itinerary? We would be going in Sept 2022.

Hi Sabrina!

Yes, absolutely. We have several properties linked in this post, but if you’re looking for specific towns/cities, we also have recommendations in each of our independent city guides.

Hello, You guys look like you have a great life! My husband and I are older than you but have retired a bit early so we can travel while we are still able to move about. We have traveled quite a bit independently throughout the years so we are comfortable going to new places. Your blog is great and has so much useful information. Thank you for putting all of your knowledge out there. I know it’s a lot of work to do so. If you don’t mind me asking…we were told you have to have a permanent address at least 6 months out of the year for tax purposes. How do you get around that? Don’t mean to overstep. Thanks!

Thank you so much, Joanne! We really appreciate it. 🙂 Residency requirements vary by state, but we maintain a technical permanent address in our home state of Oklahoma where we pay our taxes, maintain our businesses, keep our driver’s licenses up to date, etc. Most nomadic travelers have a similar setup for logistical purposes!

Hello, thanks so much for this post. It’s so helpful! My partner and I are going to copy this for our holiday in June this year. I was just wondering if you could tell me which towns you stayed overnight in? Grazie, Olivia

So glad it was helpful, Olivia! Where to spend the night really depends on your specific taste, but from this itinerary, we’ve stayed overnight in Florence, Siena, and Arezzo. We’ve also stayed in countryside villas near the Val d’Orcia and Lucca.

Since you’ll be driving, we 100% recommend staying in the country at least once–Tuscan villas and agriturismos are absolutely amazing. For staying in the towns themselves, make sure your hotels have parking, but other than that, any and all of them make a great place to spend the night.

My daughter and I just booked a rental car for our trip to Tuscany this summer thanks to your post. I was nervous about driving but you laid it all out perfectly, thank you. We’re going for her graduation present and it’ll be the first time in Italy for us both. Bookmarking your site now for when the trip gets closer. Thanks again!

That’s amazing to hear, thank you Susan! Comments like this never fail to make my day, we are ALL about making sure your trip goes perfectly! Hope you guys have a fantastic time, and congratulations to your daughter on her graduation!

Hey, this has been quite useful. Im planning my road trip, but im going clockwise on this route. Since i live in The Netherlands, i will drive in from the north, Florence and start here and after Pisa-Lucca, the last stop instead of heading back to Florence is Cinque Terre, to enjoy a bit of the coast. I will take the advice of leaving the car in La Spezia, but if you had to choose to spend a night in Cinque Terre, which woudl you guys recommend, Vernazza or Manarola?

Glad to hear it, thanks Rodolfo!

Which village is best for spending the night in Cinque Terre is definitely a matter of preference, and Vernazza and Manarola happen to be two of my top 3 favorites (the other is Riomaggiore). You can’t go wrong with either, but I’d recommend Vernazza if you’re looking for something smaller, and Manarola if you want to have access to a wider variety of shops and restaurants. Manarola is a more popular (read: crowded) sunset spot, but both places will quiet down considerably once the day trippers head home.

Wonderful, informative article! I am so glad I found your website. We are hoping to be able to visit Tuscany in summer 2022. Italy is our favourite country, but we haven’t been to Tuscany or Cinque Terre, so I really appreciate the wealth of information on your website!

Thank you so much, Cheryl! So glad to hear that. 🙂 Hope you guys have an amazing trip to Tuscany and Cinque Terre!

Hi! I just came upon your site when doing a search for info on an upcoming trip. My husband and I are planning a trip for the end of Oct. We will be renting a car in Florence, spending about two days driving through Tuscany and returning the rental in Rome. I know that’s way too short to do Tuscany justice, but we have a commitment in Venice prior to Florence, and are bookended with a fixed return date from Rome. Where in Florence would be our best choice to rent a car so we can get on the road to Tuscany easily? Same question for returning rental in Rome without having to deal with city driving. Lastly, we are doing some basic research in Tuscany in order to maybe get a place there down the road. Should we consider spending our two nights there in Lucca? Thanks so much and I will definitely be following your adventures!

Hi Rohini! There are so many places to rent cars in both cities it’s really impossible to say–I’d keep an eye out for the best deal and then look carefully at the directions. Unfortunately, some city driving is probably unavoidable if you want to make it all the way from Florence to Rome, but you can limit it based on your schedule.

If you’re just going to relax, Lucca is a great choice! If you want to compare possible areas to own a property in Tuscany though, I’d probably recommend one night there and one night in the Val d’Orcia area. You may also want to consider a look at Siena, depending on whether you want to be close to a city or not.

Hi Kate. Thanks for your quick response! This is very helpful info. I had read somewhere that Tiburtina station in Rome is a good spot for rental return since it would not involve going into the city to return. Would you say that is the case? Once again, thank you for your help!

Hi guys, I imagine you’ve had some ups and downs in your travel in the last 2 years because of Covid. I really hope you’ve been able to stay safe and still continue some of your adventures. I found your site and am really keen to follow your path around Tuscany when my husband and I go this year. I looked up your destinations and would really encourage you to look into coming to Australia and New Zealand some time if you can. Down Under is a wonderful place and New Zealand has just about everything you could ever want to see in a really small country! Thank you for your really helpful and informative site. Take care.

Yes, there have been many ups and downs over the last couple of years for sure, but luckily things are mostly up right now! We’ve decided to base ourselves in Portugal for the next little bit to enjoy lots of Europe throughout 2022. 🙂 Knock on wood, but hopefully our next Tuscan road trip is just around the corner!

We’d love to head down to Aus and New Zealand one day! No plans at the moment, but you never know. 🙂

Hope you guys have a wonderful trip!

Such a great and helpful Itinerary, thank you!

We’re planning to visit late September and I am nervous about the driving portion – what location would you recommend for pick up, outside of Florence? We’re hoping to get a drive to our first destination (open to anywhere) and then pick up a car – appreciate any extra tips you might have! I was surprised to not see any mention of Greve as a stop, have you been? This was what I thought was my main stop in Tuscany but I am now rethinking everything! 😀 We have 5 nights in Tuscany (counted Florence separately as a stop when we head North) and prefer to not spend too much time in the city and want to visit many wineries and enjoy the local food! If you have any very specific favorite wineries to stay at or places to dine, I would love to hear about them!

Thanks again for such a detailed post! I have a lot to consider 🙂

Thanks so much, Cait!

There’s never enough time for all the towns, lol, but if you want to swap in Greve you absolutely can! We haven’t been ourselves yet but generally speaking there’s no such thing as a “wrong” Tuscan town to visit. 😉

If you want to pick up a car outside of Florence, I’d recommend taking a look at Siena. By the time you get into the very small hilltop towns like San Gimignano, etc, there may not be car rental agencies available (or if they are, it’ll just be an office and they’ll need to drive the car itself to you from a bigger city–which often comes with a fee).

Have an amazing trip!

Hi, I am planning a vacation trip to Rome (5 days) and from there a road trip (5 days) to the Tuscan area. I’ve been already to Florence and Pisa. I will like to know cities or towns with good food and scenery off the beaten path. Thanks so much for your time and sharing your knowledge.

It depends on how you define off the beaten path, but just about everywhere in Tuscany is further off the path than Florence and Pisa! And virtually everywhere in Tuscany has great food. 🙂

Arezzo, Volterra, Pienza, Montepulciano are all delightful, some more commonly visited than others. Montalcino is tiny but beautiful.

We also love Lucca, it’s much quieter in many ways than Florence or Siena.

A common theme is that if you spend the night in any of these places, they will get much more peaceful and quiet if you spend the night, as the day-trippers will head home.

Some of the spa towns other than Saturnia can feel off the beaten path, such as Bagno Vignoni. They’re popular, but more catered to tourists from nearby.

Wonderful article – thanks!

Planning Sept trip – 4 days Rome, 2 days Florence, 3 days Venice (as of now)

Considering adding a Tuscany component but limited to time. Any suggestions to condensing to 2-3 days as a loop or feasibility of starting in Florence and ending in Venice?

Any input greatly appreciated.

Happy to help, Richard!

With a 2-3 day driving loop from Florence, I’d recommend driving to either the Val d’Orcia (so towns like Montalcino and Pienza) or a nearby base like Montepulciano, and then basing yourself there for a couple of days. You can drive between a handful of close-together towns, see the landscape, enjoy an agriturismo, do some wine tastings, etc, all within a close distance.

Driving from Florence to Venice isn’t a go-to suggestion of mine since you don’t need a car in either city, but we’ve actually made the drive ourselves as part of a family trip and it was lovely! Bologna, Ferrara, and/or Padua are easy stops right along the route.

If you wanted to take a couple of days between the two cities, a loop through Parma, Modena, Reggio-Emilio and Bologna would put you in the heart of Emilia-Romagna, which is the origin of some of the most beloved Italian foods (traditional balsamic, parmigiano-reggiano, etc).

It’s not the most efficient way to get from Florence to Venice of course (that’d be the high-speed train), but if you want to make a trip of it, you’ll have fun!

If you do want to consider renting a car in Florence and dropping it off in Venice, though, be sure to ask your rental company if they allow it and what fees they would charge before making any plans.

One of my stops is in Luca and the hotel and parking garage are in the Atlantic. How do I get a permit to drive through it.

I think you may have a typo in there, but I’m assuming you mean you have a hotel booked in the historic center of Lucca? If the hotel offers private parking on-site, you can give them your license plate number and they’ll be able to make arrangements for you.

If they don’t have parking, you’ll likely need to park outside the walls and walk into the center to reach your hotel.

Hope that helps!

The parking os not on-site but within the walls.

So you are saying that all I need to do is call either the garage or hotel with my rental car license number and they would be able to get me a permit to drive inside the walled city to get to the hotel and garage?

In your case, I’d contact the hotel and ask where they recommend you park, and then if you head to the garage inside the walls, look at the map to confirm the directions to access it.

Essentially, your goal is to avoid the ZTL zones, which trigger an automatic ticket (and technically two–one for entering the zone and one for leaving it). Unfortunately, since all of the traffic controls are done by camera, you’ll have no sure way of knowing at the time you park if you’ve crossed the boundary.

The public parking within the walls should have a way to access it without passing through a ZTL zone, the concern is taking a wrong turn, etc. If you do need to pass through a ZTL zone (generally speaking in Italy), hotels within the walls can get access for their guests but I’m not sure if yours can since they don’t have on-site parking. These rules also vary from city to city in Italy.

Generally speaking, in the case that you do get access to a ZTL zone to access hotel parking (I know yours doesn’t have it, but just generally), you won’t get a paper permit or anything like that. It’s all done by license plate and camera.

Hi Kate! What an insightful article. I am planning a trip to Itlay in August for 12 days with a girlfriend who has never been to Italy. We are landing in Rome, spending 3 days there, and making our way to Florence by train. We will have 6 days in the Tuscany region and plan to rent a car after reading your article. This is what I am planning for our road trip and what your feedback. Would love to know if you can recommend an amazing winery with meals and wine tasting at one of our stops. I have taken suggestions from your blog on places to see and things to do at each stop:) Am I packing in too much? Day 1 – Florence to Lucca to San Gimignano spend the night here Day 2 – San Gimignano to Siena to Val D’Orcia spend 1 or 2 nights here Day 3 or 4 – Val d’orcia to Montepulciano to Montalcino (not sure about Montalcino) Day 4 – Drive to Saturnia from the last destination and head back to Florence

Hi Gira! All of the places you have mentioned are wonderful, but yes, I’d highly recommend cutting a few places from your list in order to savor the others more!

Driving, parking, walking into historic centers, etc, all eat up quite a bit of time.

I’m assuming you’re planning a couple of days in Florence on days 5-6. Ideally, I’d recommend only changing your “base” one other time. Montepulciano is a convenient spot as you can reach the Val d’Orcia, Montalcino, etc, from there. Siena is another fantastic option, but it’s definitely a small city, not a tiny town.

Saturnia is pretty far out of the way from everything else on your list, so unless it’s your dream destination in Florence, I’d consider trimming that. 🙂

Hi, Your article is very informative. Thanks. One question, I understand that leaving anything in the car in Italy is not a good idea as it can be stolen. What about these small towns in Tuscany? Is it risky to leave luggage in the trunk when parking there, too? Thanks

That’s essentially down to your personal risk tolerance. Many people leave luggage in the car when they have no other good option if it is kept out of sight in a locked trunk.

Obviously, there’s always a small risk with that, but it’s a fairly common practice.

The most important thing is to make sure nothing visible is left behind.

Thank you for such a insightful article, it has definitely helped to make a road trip through Tuscany feel less daunting!

Are there are places on your list that are more or less English friendly? We will obviously try to learn what we can in Italian, but it is always helpful to know 🙂

My husband and I previously visited Florence and did a day trip to Pisa, Siena, and San Gimignano. The scenery was so breathtaking it quickly made a road trip through Tuscany a MUST on our bucket list! Having already visited those places (wouldn’t mind visiting San Gimignano again!), what would be your top picks for 5-6 nights (not including Florence but starting from there)? I would love to make a stop at Saturnia if time allowed. Thank you SO much for your suggestions!

Hi Samantha,

Thank you so much! Glad we can help. 🙂

Unless you go exceptionally off the beaten path, you won’t have any problem using English (plus body language/hand signs/etc) in Tuscany, so don’t worry! Definitely learn what Italian you can, but Tuscans are very friendly and exceptionally used to foreigners.

Since you guys have already done quite a bit in the northern part of Tuscany, I recommend heading to the southern part! Montepulciano, the Val d’Orcia (including towns like Pienza and Montalcino), Cortona, and Saturnia, make a great loop.

You might also look at taking a day trip to Civita di Bagnoregio, Orvieto, Perugia, or Assisi. Those places aren’t in Tuscany but are wonderful, and depending on your itinerary might make fun additions.

This is so helpful Kate, THANK YOU!!!! This will be my first time in Italy, I’m traveling solo, and I’ve never driven outside of the U.S. before, so I’m thinking I’ll stick to trains to get around this time (which I know will limit how much flexibility I have). Are any of these towns easily accessible by train from Florence (and/or each other)?

Happy to help, Tara!

Yes, Lucca, Pisa, Arezzo, and Siena are all easy to get to by train.

The smaller hilltop towns are generally harder to access without a car, and many don’t have train stations. You can technically get to Montepulciano by train, but the station is outside of town and you’ll need to catch a bus or taxi to get all the way there.

If you want to visit a few of the tiny hilltop towns, I’d recommend signing up for a day trip one day–we link a some popular ones in this post: https://www.ourescapeclause.com/best-day-trips-from-florence-italy/

Generally from Florence, you can find either day trips that focus on the north (San Gimignano is a common stop) or the southern Val d’Orcia towns. They’re a great way to see harder-to-access spots while letting someone else deal with the driving and parking!

Thanks so much for responding and for the additional tips! <3

Hi Kate! Thank you, thank you, thank you for the wealth of information. Very helpful for our upcoming visit!

Any possibility of emailing you directly with a few more questions?

Thanks, Lori and Steve, USA, coming in October for our 60th birthday’s!!!!

Yes, of course!

We’re not travel agents and don’t plan/book trips for people, but we’re always happy to answer a few questions and point travelers in the right direction. 🙂

Happy early birthdays!

Hello again, We will only have about 4 (3 full) days and nights to explore Florence and Tuscany. We hear that Florence is not terribly large and is very walkable? Would it be practical and safe to utilize motor scooters to do so? The countryside is a PRIORITY, but we are considering not venturing too far from the city to limit travel time. We’d like to spend at least one night in the city, and at least one in the country. And we very much want to explore a couple of very small villages. Suggestions?

Would you recommend purchasing train tickets in advance, or is it really not necessary? Likewise for renting a car, and making hotel reservations (First week of October).

For the train tickets–it depends. For high-speed trains across long distances, like from Florence to Venice, yes, absolutely book in advance. The prices increase dramatically as you get closer to your dates.

For regional/slow trains, like taking a day trip from Florence to Lucca, there’s no need to book in advance.

What gets a bit confusing is that some lines, like between Rome and Florence, have both high-speed trains (essential if you’re making a day trip, as it takes under 2 hours), and regional/slow trains, which depending on the exact timetable can take anywhere from 3-5 hours or so.

If you want an overview of what’s available, we recommend using Omio to search for tickets and compare prices/timetables.

For hotels and a rental car, yes, you’ll want to book in advance. It’s not as urgent as in, say, July, but to get maximum availability it’s best to be prepared, especially if you have special requirements for your rental car such as wanting to rent an automatic.

I hope that helps and that you guys have a great time! October is our favorite month to be in Tuscany. 🙂

My daughter & I will have 5 days in Tuscany, have a rental car & want to visit mostly hill towns. Our hotel is outside Florence. We’d like to drive to Cortona then to for wine tasting, then to Monticchiello for a 7:30 dinner at Daria & spend night. Is this possible? Where do I find city maps?

I think you mean you plan to spend the night in Monticchiello? If so, yes, that will probably work well. Cortona is a bit out of the way as far as Tuscan hill towns go, but it’s very popular!

For city maps, your hotel will usually offer one, especially if you ask. For towns that you just take a day trip to, the easiest way to find them is to head to the tourism office (there’s virtually always a well-marked office in the town center).

Some tourism offices do charge a nominal fee for maps, so it’s a good idea to have a few Euros in small coins/bills on you when you go.

Totally loved it!!! Would you recommend doing this roadtrip with a child? I really want my 5year old daughter to witness new cultures and enjoy some holidays with mum and dad!

Of course it depends on the child, etc, but it’s definitely possible! Italy is considered to be very kid-friendly, and kids are adored and welcome just about everywhere.

The distances in this road trip are also fairly short, so no extremely long car days to contend with.

I don’t see your 2 night Tuscany itinerary?

Hi Lorraine,

I’m not sure what you mean–maybe you’re looking for our 2 day Florence itinerary? Here it is: https://www.ourescapeclause.com/2-days-in-florence-itinerary/

I don’t have anything on spending 3 days/2 nights in Tuscany specifically, but for most visitors, I’d recommend spending 2 days in Florence and then taking a day trip to the countryside on the 3rd day.

Hope that answers your question!

Thank you very much for your article, it was very helpful to consider the cities/town to visit in La Toscana. What would you recommend me for a 10-day trip (honeymoon 🙂 ) by arriving to Rome? For sure, I want to rent a car and do all by car. Would it be better to take a train all over to Florence and from there do the trip all over to Rome? Is it a big deal if I do not have an international license? Thank you for your help.

You can definitely structure this trip as a road trip from Rome to Florence, touring Tuscany by road trip along the way instead if you prefer. For that version, you’ll likely want to start at Montepulciano and then make sort of a “V” shape ending in Florence. Keep in mind that you’ll probably have a one-way car rental fee if you do it this way.

In that case, you may want to add on a stop in Orvieto along the way as well–it’s in Umbria, and a beautiful place: https://www.ourescapeclause.com/things-to-do-in-orvieto-italy/

Having an international driving permit is required for non-EU drivers in Italy. It’s not often asked for, so you can choose to take the risk, but your rental company can refuse to rent to you and of course, you can have issues if you get into an accident, etc, if you don’t have one as well. They’re not complicated to get, so it’s much better to acquire one before going to Italy!

Hi! Thank you so much for this wonderful site – it is so informative!! We are planning 2-3 days traveling from Florence to Rome and wonder if there are private drivers for hire in Tuscany. Is that an option? And, if so, do you have a sense of how we would locate good drivers? Our concept is that it may be easier on us if we just left the driving to a trained professional local… your thoughts? Thanks again! Paul

We’ve never hired a private driver in Tuscany, so I can’t speak to that personally! I know that some private drivers and tours advertise through Get Your Guide. Other than that, I’d recommend asking your hotel concierge, they’ll no doubt know of someone.

However, if your goal is to travel between Rome and Florence, you could also easily take the train. If you’d rather take 2-3 days to do the journey and sightsee along the way, Orvieto and Siena are both stops to consider on the way.

If you’re confident drivers, though, that route is fairly simple–lots of highway driving, etc. If you’re considering the option of driving yourselves, I’d say there’s no real reason not to.

Hi Thank you for putting together all this info, it has filled me with excitement thinking about our trip this year. My husband and I are hoping to fulfil my dream of travelling to Tuscany this year at the start of April. We will be driving from the UK and stopping off in Normandy then driving across to Italy and Tuscany. The first large city we will enter is Turin before moving towards Tuscany. We have 7 days in Italy but we thought a circular road trip would be great made up of countryside, wine, food and wandering around towns and markets. I love the road trip based around Florence but given our route and our starting point, would you be able to recommend anywhere we should visit/stay/avoid that starts further north and drops into Tuscany. I don’t want to disappoint myself by making poor choices in destinations so any help would be much appreciated. Thank you

Sounds like a wonderful trip! We’ve driven from Portugal to Italy and/or France (and back) several times ourselves, so we’re very familiar with the breadth of the drive you’re taking on.

The Langhe region of Piedmont, located close-ish to Turin, is fantastic: think small towns, gorgeous views, delicious wine, and fewer crowds than Tuscany. You may want to consider a stop there before heading further south! We loved La Morra in particular, but there is lots to see around there, including Alba, Barolo, etc.

Depending on what route you take in, you may pass through Emilia-Romagna as well, one of our favorite foodie regions in Italy. There are a million places to fall in love with there, but Parma might be right along your drive: https://www.ourescapeclause.com/best-things-to-do-in-parma-italy/

Hope you guys have a fantastic trip!

Hi, I loved your article. My husband and I are planning to head to Tuscany in September. My thought is to arrive in Florence from the states and stay for 3 nights. Originally I was planning to head to Greve and stay at Borgo de Cabrea. for 5 nights and just do day trips from there. (The pictures of the hotel views blew me away). However after doing some more research, I’m thinking that I would leave Florence and head down to the Val d’ Orcia region for two nights, do some day trips from there, then head back up to the hotel in Greve for my remaining 3 nights. I don’t want to short change my experience in southern Tuscany. Looking for advice on where to stop on the way down, and the way up versus day trips from where we are staying. I’m thinking of stopping in Sienna on our way back up since it’s closer to Greve then we can avoid a day trip back down. Where do you think is good place to stop on the way down vs. places that would be better as day trips? Also any advise on where to stay in Val d’ Orcia region? Thanks for the advise on the cars. The site you suggested is much cheaper than the one I was originally looking at.

Those hotel views do look incredible!

With the caveat that you can’t make a very wrong decision in Tuscany, I’d recommend spending 3 nights in the Val d’Orcia area and 2 around Greve. Definitely check out the tiny town of Montefioralle when you’re in the Greve area, too: https://www.ourescapeclause.com/montefioralle-italy/

Siena is a decent-sized city rather than a hilltop town, so I’d spend more time there than you can–but if a couple of hours is all you can spare, visiting the Piazza del Campo + the Duomo + visiting one of the viewpoints to see the city from above will make for a memorable stop.

As for where to stay in the Val d’Orcia, we’re partial to Montepulciano as a base. It’s not in the Val d’Orcia, but nearby, well-connected, and beautiful. Pienza also makes an excellent base and has some hotels whose views I think you’ll also love: https://www.ourescapeclause.com/pienza-italy/

Depending on which route you take down from Florence, you may pass Monteriggioni, if so, that’d be a lovely stop during your drive.

Thank You so much for your response. After doing some of my own research and keeping your advise in mind, we booked a hotel in Montepulciano. I have another question for you. We are renting a car and tried discover cars. The prices for renting a compact car through Noleggiare are significantly cheaper than any other company. We need an automatic so it can get pricey. The reviews are mediocre and I was wondering if you had any experience with them. Thanks!

I don’t think we’ve ever used them in particular, but in general, we’ve never had any issues with a car rental in Italy and have zero brand loyalty with rental cars there. We tend to go with whoever is most affordable, as the prices can vary so much. We do buy rental insurance, though–for us, it’s worth the peace of mind.

Hi Planning on driving from Rome to Florence, taking our time. Where would you rent the car? And can you drop off a car in Florence if you rent in Rome. Thanks

Hi Sebastiano,

Personally, we’d rent the car in Rome wherever we could find the best deal–we’re not particularly loyal to any one car rental company.

You can definitely rent a car in Rome and drop it off in Florence, however, you’ll likely incur a one-way rental fee. These can vary dramatically, but are usually pretty reasonable if you’re picking up and dropping off the car in the same country (driving from Italy to Switzerland, for example, would be a different story).

Hi! I liked your insights very much, I hope to go visit Tuscany soon with my family. Though you didn’t really mention seaside areas – I guess it’s because people don’t tend to visit Tuscany region because of beaches, but still, there IS some seaside (judging from map sorry), and I would like to know more, either if you had any experience, or from locals or friends. I clinged to the one photo of a beach at Livorno. I was wondering, if it is worth seeing the seaside as well, if there are any beaches, maybe areas where swimming is not recommended, dangerous tides, sharks… or are there nice places as well, worth visiting. Is the shore easily accessible? The shoreline area is more flat I guess, less hills there as I assume again, from maps…

You’re right, I didn’t include seaside areas because typically, that’s not what non-Italian travelers are looking for from the Tuscany region. You’re right that it has a lovely coastline, though!

A few popular beach towns in Tuscany include Viareggio and Forte dei Marmi. Livorno is a popular cruise ship stop, and has a historic fort right on the water. Don’t miss the view from Terrazza Mascagni if you go!

If you want to go further off the beaten path, the Tuscan island of Elba (where Napoleon was once banished to) is beautiful.

If you’re in a beach town, you’ll definitely have access to the sea!

Will be in Tuscany for four days and thinking one day each in Pisa, Florence and Montepulciano (or combine a couple (like Pisa/Florence). Can you suggest a good home base area? We will have a car – any suggestions for a couple of one day road trips (if we can combine P, F or M) to visit wineries, different towns, etc? So many things to see it’s hard to decide and are hoping you can help us out. Thank you so much!!!

Hi Collette,

If you plan to have a car, I’d recommend staying outside a city center and enjoying the countryside a bit. That’s the advantage of having a car in Tuscany!

I’d also recommend combining Lucca with Pisa–Pisa doesn’t take long to see, but Florence definitely takes a full day at a minimum assuming you want to go inside a museum, up a viewpoint, etc.

On the route from Florence to Montepulciano, Monteriggioni and Siena are great options (depending on which route you take). The Chianti area is also between the two, though it’s a bit more out of the way to access!

San Gimignano and/or Volterra would also make a great day, and would be enhanced by having a car.

Deciding where to stay can be fairly flexible, as all of those places can be visited as a day-trip from the others, but I’d choose based on your priorities, as you’ll have some long drives round-trip. The Siena area makes a great base if your priority is Montepulciano and towns like the Val d’Orcia. The Lucca area or Chianti area is lovely for accessing northern Tuscany (Florence, Pisa, San Gimignano, etc).

Ciao! Thank you so much for writing so much about Italy! It’s been very helpful while planning our upcoming Tuscany road trip. We’re planning to rent a car from Florence and are seeing a lot of negative reviews on all the cheaper Discover Cars rental companies. What rental companies have you used in the past and would you recommend them? Also, are there any we should stay away from? Trying to be budget friendly but also do not want hit with a bunch of fees after the fact. Thank you so much for your help!

Hi Natalie,

Happy to help!

Honestly, I could not even remember all the rental companies we’ve used in Italy, let alone in Europe. We’re not picky–we’ve used everything from big brands like Hertz and Sixt all the way to tiny local outfits that we spot on the ground. We’ve never been charged for damage, but we do take precautions.

Specifically, we ALWAYS thoroughly photograph and video (a full 360 video) the vehicle when picking it up, and we tend to buy the additional insurance as well. If you want to ensure there’s a 0% chance of being charged for anything, most companies offer a $0 deductible (in Europe, a deductible is called excess) policy. It’s an increase in the upfront budget, but offers a lot of peace of mind if it’s something you’re worried about!

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Truly Expat

Two Week Southern Italy Road Trip Itinerary

italian flag on balcony

Most people who travel to Italy and want to explore the country by car opt for  Northern Italy , which  has so many fantastic tourist spots to cover, like  Verona ,  Trento   and  Lake Como  (just to name a few).

However, if you are anything like me and enjoy exploring hidden gems, then maybe a Southern Italy road trip is the perfect way to see the South of Italy’s best. 

Standing in the middle of pompeii

Table of Contents

Southern Italy Road Trip Tips

There are many great places to visit on your Italian r oad trip , but the trick is limiting it to sites that will give you the most fantastic experience in the time frame you have to vacation in. This southern itinerary travel guide will help you plan an already well-driven route through some of the most beautiful places in Southern Italy. 

Car Hire in Italy

Your road trip would not be complete without firstly organizing your car hire. Hiring a car from Naples International Airport is simple; I highly recommend  Discover Cars , where you can book online, choose the company with the best deal, and it will be ready for you when you land.

Important note:  Many cities are off-limit to parking in the city centre walls to protect the historic towns. It would help if you researched each city before entering; many sites will give you the correct information on parking.

Visa in Italy

Check that you do not require a visa for Italy. The   ivisa   website is a quick and easy way to check whether your passport requires a permit or not.

Travel insurance in Italy

SafetyWing   is the world’s first International Travel Medical Insurance developed to meet the needs of entrepreneurs and remote workers travelling or living abroad worldwide. Perfect for those who will be away for long periods, live and work abroad or are nomad travellers.

Southern Italy Road Trip planner

Book all your  accommodation   online before you arrive, and then link all of your bookings, tours, reservations and any transportation to your  tripit   app. The Tripit app is a game-changer and has all your itinerary nicely mapped out before you begin your round trip to Northern Italy.  My favourite travelling apps   blog post found other apps that make your Southern Italy itinerary planning more manageable. 

southern italy

Northern Italy Road Trip Route

Day 1:Naples

Day 2:Naples to Pompei

Day 3Naples to Capri

Day 4: Capri to Amalfi Coast

Day 5:Explore Amalfi Coast

Day 6:Explore Almafi Coast

Day 7:Amalfi Coast to Lamezia Terme

Day 8:Explore Lamezia Terme

Day 9:Lamezia Terme to Reggio Calabria

Day 10:explore Reggio Calabria

Day 11:Reggio Calabria to Messina

Day 12Messina to Taormina

Day 13:explore Taormina

Day 14:explore Taormina

italy road trip 2 weeks driving

Road Trip Around Italy For Two Weeks

Southern italy road trip: day 1 naples.

Arriving in Naples is easy; follow the signs to pick up your car, check your tripit app for your address to your accommodation in Naples, and your road trip to Southern Italy begins. 

Things to do in Naples

What better way to kick off your Southern Italy Road trip than a day in grungy Naples. This city might seem dirty from the outside, but it has some kind of southern Italian charm once you start exploring. 

The best way to experience the city of Naples is on the open-top,  hop-on hop-off bus . With two routes on offer, you will be able to cover ample time during your one day of exploration. Or explore this ancient city on a  private walking tour .   Discover everything from architecture to old historical churches.

Standing tall at Naples Port’s edge, you will find Castel Nuovo (new castle), an impressive medieval Renaissance fortress. The Castel Nuovo is open from Monday to Saturday: 8:30 am to 6 pm, and 10 am to 1 pm on Sunday. 

Another fascinating must-see is the Castel dell’Ovo (Egg Castle), which has defended the city, become a prison and as was once a royal residence. It is said that poet Virgil hid a magical egg here, and if someone broke the egg, he promised that the city would suffer great catastrophes. Not sure if anyone ever found the egg, but the name stuck! The entry is free, so no need to book online. 

Visit Palazzo Reale, where inside, you will find the historic apartment and staircase of honour, amongst other rooms of such beauty. The Royal Palace of Naples was built when Naples was under Spanish rule when the Bourbon Kings ruled the Kingdom of two Sicilies. The  Royal Palace  o pens from 9 am daily, and you can purchase tickets online.

Accommodation

Accommodation in naples.

Splurge –  Renaissance Naples Hotel Mediterraneo – The Marriott franchise can not go wrong; they are always in the best locations and offer the same service worldwide. The Renaissance Naples Hotel Mediterraneo is no different. The best part about this hotel, the daily breakfast on the roof with views over Naples Port. 

Budget –  Una Notte al Museo – It shows you don’t have to pay a lot in Naples to get a great place to sleep. The pensione is only 3 minutes from significant museums and 5 minutes from the city centre. Moreover, parking is available, which is essential if you plan to start on a southern Italy road trip.

standing in the centre of naples

Southern Italy Road Trip: Day 2 Naples to Pompeii

Travel time from naples to pompeii.

Travelling from Naples to Pompei will take approximately 30 minutes, but if you are touring the south part of Italy during summer, Pompei can be hot, very hot! So I would highly recommend arriving early or late in the afternoon to save you from the midday sun as there is no shelter.

Things to do in Pompeii

We all know the reason to come to the old town of Pompeii is to see the Unesco world heritage site; the  ruins of Pompeii;   Doors open at 9 am, and tickets can be purchased online. 

Mount Vesuvius made the world heritage site of Pompeii what it is today. So while you are in the area, why not take a guided tour along the  crater of Vesuvius?  If you would like to visit yourself, then you can drive to the lower parking lot and then walk the rest of the way (approximately 30 minutes)

Once you have discovered the UNESCO archaeological sites of Pompeii, drive 20 minutes away and discover  Herculaneum.  This small town is less well known but is as equally as impressive as also blanketed by ash and preserved over these years.

My son on a rock in pompeii

Southern Italy Road Trip: Day 3 Naples to Capri

Travel time from naples to capri.

The  ferry  you catch will depend on how long it will take to get there (prices vary). Catch the slow ferry, and you will arrive in just under 1.5 hours, catch the regular ferry and be in Capri in just under 1 hour; however, if you want a faster way to get there, catch the high-speed ferry, and you will be there in 40 minutes. 

Car Parking

If you plan to stay the night on the Island of Capri, you will have to park your car at the  Naples Port . However, parking is not expensive, and the parking station is conveniently located with a shuttle bus service to the port offered for customers.

Things to do on the island of Capri

If you would rather not spend the night on Capri and instead make a day trip, then head over on a   tour   of this beautiful island (including the Blue Grotto). Here you will go on a guided tour of this magical island without the worry of parking the car for the night. 

If you want to see why this island has a reputation as being outstanding, then why not see it from the ocean? Spend a day on a  boat tour  of this beautiful island and its amazing grottos (yes, there is more than one).

Hire a boat from the dock as soon as you arrive on Capri; many different companies are offering a trip out to the Grottoes. These are not tours but a trip to the Grottos, where you then pay another person with a small dingy to visit the actual Grotto’s. 

The Blue Grotto is the most well-known for its history of witches, monsters, and Emperor Tiberius’ personal swimming hole; this spectacular cave is blue beyond blue! Why? Because sunlight passes through the underwater cavity, this reflection illuminates and makes the water so blue that it is breathtaking. 

On the other side of the island of Capri, you will find the Grotta Verde (Green Grotto). The colour in each Grotto is determined by the unique combination of water clarity, light source, cave depth, and Grotto’s size. 

The Grotta Bianca (white cave) has white limestone rocks set against the crystal blue sea, combined with the density of the water and the stalactites and stalagmites, which gives it that spectacular look.

Just a reminder that; all caves will depend on season, and the rise of the ocean, so check before you go. If the sea is too high, you will not have access to the caves. 

Accommodation: 

Splurge:  Relais Maresca Luxury Small Hotel V iews to die for, convenient location for a night stay, this small hotel has it all, right on the coast of one of the prettiest islands in Italy. So stop over for one night or splurge and stay one week; you will not get sick of the views from your room (I promise). 

Budget : Don Raffaé  I f you are looking for value for money, Don Raffae is the perfect place to stay. It is metres from a beautiful little coastal beach with the bus station is minutes away. Choose a room with a terrace to enjoy the entire experience of being on the island of Capri.

sailing to Capri

Southern Italy Road Trip: Day 4 to Day 6 Capri to Amalfi Coast

Travel time from naples to positano.

From one slice of heaven to another, today, you will head back to Naples, pick up the car and drive to the Amalfi Coast. Just a short 1.5 hours away from the Naples Port will have you there in time to be relaxing on the beach and enjoying a heartful Italian lunch.

Things to do in Positano 

Spend the entire day relaxing in this beautiful part of Southern Italy. Lay on the beach, enjoy a long lunch and take it easy. You have plenty of time to explore the Amalfi Coast. 

The Amalfi Coast was listed in 1977 as a UNESCO World Heritage Site, and it consists of 13 towns in the region. So there are a lot of exciting areas to explore.

The drive along the Amalfi coastal road is one of the most breathtaking views in Italy. However, it can be slightly terrifying as you zigzag your way along the coastal road.

Spending time on the water may seem luxurious on the Amalfi coast, and to some, it probably is. But you have to experience Amalfi and Positano on a boat tour, where you will stop to explore the towns, swim in the crystal clear ocean and enjoy time snorkelling, amongst other things.

Visit other unique towns such as Sorrento and Ravello. See why people come back here year after year! If you think a private guide would be a better option for exploring the Amalfi villages, try a  tour   where a knowledgeable guide can answer all your questions. 

Drive inland for approximately 1 hour, and you will find  Ferriere Valley,   where you can spend the day hiking the pristine wildness and discover hidden gems (like waterfalls). 

Accommodation in Positano

Splurge –  La Caravella di Positano – The location of La Caravella di Positano says it all. Right on the beach of one of the most talked-about locations in the world. Just 3min walk to the ferries as well as shops and restaurants. The view just takes your breath away.

Budget – La sorgente del sole – La Sorgente del sole offers a great price in this rather expensive town. It also provides a place to park your car, with amazing views from the balconies; the best part is that all apartments boast their kitchen and access to an outdoor hot tub with sunbeds.

sitting on a rock on the beach

Southern Italy Road Trip: Day 7 and 8 Positano to Lamezia Terme

Travel time from positano to lamezia terme.

The route from Positano to Lamezia is your longest drive with approximately 4.5 to 5 hours driving time (whether you take the coastal road or go the more direct inland route), you are best to start the day early. 

Things to do in Lamezia Terme

Although there might not seem like there is much to see or do in this little old town in Southern Italy, we all know looks can be deceiving! Why not explore the village by visiting   Museo Archeologico Lametino , Teatro Umberto I and the beautiful Pontile di Lamezia (about a 20 minute drive to the coast).

Accommodation in Lamezia Terme

Splurge –  Albergo Centrale – You won’t be paying ridiculous prices in this part of Italy. Instead, your splurge is nothing more than what you expect to pay for budget accommodation. You will be pleasantly surprised as the rooms are clean and modern and the location is within walking distance of all you need.

Budget –  Carpe Diem – If you only want to pay half the price of Albergo Centrale, then Carpe Diem is highly recommended. Only ten minutes walk away from the centre this highly sort after newly renovated air-conditioned rooms are for rent. With tv, private rooms and a fridge, what else do you need?

standing in front of an old house

Southern Italy Road Trip: Day 9 to 10 Lamezia Terme to Reggio Calabria

Travel time from lamezia terme to reggio calabria .

During this 1.5 hours drive, there isn’t much to see of this part of Calabria, as it is less travelled by tourists, with most opting to pass through Calabria and head straight to Sicily. 

Things to do in Reggio Calabria

If you arrive early enough and want to explore more than what Reggio Calabria has to offer, hire a guide and travel to the ghost village of  Pentedattilo , a beautiful town situated on the cliff of Mount Calvario.

Visit one of Italy’s most priced statues at  Museo Nazionale della Magna Grecia.  The Riace bronzes were two life-size Greek bronzes of naked bearded warriors cast around 460–450 BC in the sea in 1972 near Riace, Calabria.

Or spend the day at one of Calabria’s many beautiful beaches. The beaches are clean, the water is crystal clear, and the area is less crowded (even in summer). 

Accommodation in Reggio Calabria

Splurge –  Grand Hotel Excelsior’ – The Grand Hotel Excelsior is ideally located between the beach and the city centre, beside The National Archaeological Museum. Some rooms have sea views (well worth the few dollars extra).

Budget  –  B&B Santa Caterina – B&B Santa Caterina is a 15-minute walk from Reggio Calabria’s seafront. With air-conditioned rooms and value for money, you can’t go past this pensione. 

View of the sea

Southern Italy Road Trip: Day 11 Reggio Calabria to Messina

Travel time from reggio calabria to messina.

Driving from Reggio Calabria to the Villa San Giovanni ferry pier is approximately 15 minutes. However, be warned that there can be a long wait getting onto the ferry, so arrive early and check ferry times before you get there. 

The Messina ferry takes approximately 25 minutes, and   tickets  can be bought online or at the  Villa San Giovanni  f erry pier. When arriving in Messina, it will take you under 5 minutes to get to the city centre.

Things to do in Messina

As the third-largest city in Sicily, this bustling town has much to offer as you start your final leg of this Southern Italy road trip. Start at the Duomo di Messina, then head to the belltower and if you want more history, then continue to  The Regional Interdisciplinary Museum of Messina . Otherwise, visit the Piazza, sit down for a long lunch and enjoy what Sicily offers. 

Accommodation in Messina

Splurge –   Villa Pulejo – If you are willing to drive 15 minutes away from the city centre, you will find yourself at Villa Pulejo. You will find yourself at the most magical place, far away from the hustle and bustle of Messina. This magnificent hotel has a bar, spa and wellness centre, swimming pool, hot tub and tennis court – need I say more?

Budget  –  Caio Duilio B&B – If laying your head to rest somewhere close to amenities is what you are after, then Caio Duilio B&B is the perfect place for you to stay the night. The pensione is clean, modern, and the friendly staff make the experience memorable.

on the ferry to messina with the car

Southern Italy Road Trip: Day 12 Messina to Taormina

Travel time from messina to taormina.

The drive from Messina town centre to Taormina will have you there within the hour. As the trip is such a short distance, this allows you to spend the morning relaxing, as taking off too early isn’t necessary for your final journey on this southern Italy road trip. 

Things to do in Taormina

Oh Taormina, what a wonderful place to finish your two-week southern Italy road trip. This ancient town in Sicily is beautiful to the eye and magical to the soul. Why? Well, it is hard to put in words what makes this part of Italy so unique; for some reason, it makes my heart sing. 

Spend the day laying on the sunbeds, swimming in the ocean and eating incredible food. If that isn’t enough, go for a walk through The   Corso Umberto, the main street of Taormina, and you will see why it has been christened “the Sicilian Saint Tropez “.  Spend the afternoon right in the centre of Corso Umberto at  Piazza IX Aprile, where there are many cafes to rest your tired legs. 

Explore Taormina and the historical sites like the  Greek Theatre of Taormina  a nd St Nichola’s cathedral of Taormina ( Duomo di Taormina) . Or spend the day getting lost in the maze of arches and backstreets this beautiful town has to offer! Eat alfresco, stroll the streets, grab a gelato and take in the atmosphere! 

Accommodation in Taormina

Splurge  –  Hotel Villa Belvedere – Hotel Villa Belvedere is within a 5 minutes’ walk from Taormina’s Corso Umberto. Ideally located, spectacular views and boasts a private swimming pool. The Hotel Villa Belvedere has an old-world charm that suites a modern-day perspective. The perfect stop for the end of your road trip.

Budget  –  Hotel Lido Mediterranee – Okay, so it isn’t quite budget, budget, but for the price and location, it is truly worth more than what you pay. With views over the ocean, a private beach, and being only a 5-minute drive from the city centre, you really can’t beat the Hotel Lido Mediterranee for value for money.

standing in front of the steps

Southern Italy Road Trip Day 13 and Day 14: Explore Taormina

Whether your last days are spent solely in Taormina (I don’t blame you here) or you feel like exploring this beautiful area is more your thing. It is totally up to you, but here are some great ideas for day trips from Taormina if you choose the latter. 

Taormina day trips 

Head out to  Mount Edna   and get up-close and personal to the volcano. Listed as a World Heritage site in 2013, both the highest volcano in Europe and one of the most active volcanoes globally. Please note: The distance from Taormina city centre to Mount Edna is just over an hours drive. 

Savoca and Forza d’Agrò 

Visit the towns of Savoca and Forza d’Agrò and relive the   Godfather   movie by visiting where the Corleone’s ate, drank and got married. Please note: The distance from Taormina city centre to Savoca is approximately 40 minutes.

If you are travelling with kids (or even if you aren’t), spend the day at Sicily’s waterpark,  Etnaland . Sicily can be dry and very hot during summer, so this is the perfect way to escape the summer heat. Please note: The distance from Taormina city centre to Etnaland is approximately a 1-hour drive. 

standing in front of the etnaland sign

Thanks for taking the time to read my blog. I hope this post has given you the information you need. If you have any recommendations, tips or advice, I would love to share them in the comment section below!

This post may contain affiliate links, which means I/we may receive a commission at no extra cost to you if you make a purchase through a link. Please see my/our  full disclosure   for further information.

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