key west florida tours

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See The Best First

You’ve arrived! Now, get the insider’s view of the city aboard Old Town Trolley! We’ll take you to all the best spots first, giving you the most comprehensive sightseeing experience in Key West.

13 Convenient Stops

Old Town Trolley Tours has the largest fleet of trolleys in the city! So when you hop off, spend a few hours (or even just a few minutes) at any of the stops, you won’t have to wait too long for the next trolley. Less waiting time = More sightseeing time!

Our Environmental Commitment

With our use of clean burning propane, we’ve been committed to preserving and protecting the environment since we began delighting guests across the United States with our wonderful brand of Transportainment ® .

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Ghosts & Gravestones Top Ten Best Ghost Tour by USA Today

The World Famous Conch Tour Train

Sails to Rails Museum The Ultimate Key West Bachelorette Party Guide

Shipwreck Treasure Museum

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★★★★★

1012 reviews

Old Town Trolley Tours Key West 4.4

Choose Your Tickets

Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Key West and still see the best first!

1-Day Trolley

• 1 day of free unlimited re-boarding
• Open-air sightseeing perfect for taking pictures
• More than 100 points of interest
• FREE admission to the Sails to Rails Museum included
• FREE coupons worth up to $50 in discounts
• 100% satisfaction guarantee
• Exclusive stops and Key West attraction discounts

Ghosts & Gravestones

• Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
• Explore Some of Key West’s Most Haunted Sites…
• Pass by Some of the Most Tragic and Most Sacred Sites of the Island
• Your voyage includes a stop at the Key West Shipwreck Treasure Museum
• East Martello Fort & Robert the Doll are no longer a stop on our tour

1-Day Conch Tour Train

• 1-day tour of the Conch Republic
• One full loop through Old Town Key West
• Includes three stops
• Highlights marvelous sights, stories and entertainment

2-Day Trolley

• 2 consecutive days of free unlimited re-boarding

2-Day Conch Tour Train

• 2-consecutive day tour of the Conch Republic

Key West Aquarium

• Daily shark and turtle feedings
• Touch Tank offers guests hands on experience
• Featuring a wide variety of fish including grouper, moray eels, barracuda, tropical fish, tarpon, parrotfish and more

Truman Little White House

• See the home Harry S. Truman came to relax and rest
• History tellers share fascinating stories of the most important man of his time
• Visit where Eisenhower recuperated from his heart attack in 1956
• Thomas Edison resided here during World War I

Key West Shipwreck Treasure Museum

• Discover the world of Shipwrecking
• Hear the story of the Isaac Allerton
• Climb a 65' Captain's Observatory
• Lift a silver bar salvaged from a Spanish galleon
• Enjoy a video presentation about the shipwrecking industry

Sails to Rails Museum

• Discover the Age of Sail in the Caribbean, Gulf of Mexico and the Florida Keys
• Lift a genuine silver bar
• Enjoy video presentations on the Overseas Railroad
• Hands on, immersive activities

Why use Old Town Trolley Tours in Key West

• Riding around for over 30 years!
• All our tours are 100% live in real time - No pre-recorded narration
• The finest, most highly-trained and knowledgeable guides
• Unlimited hop-on & hop-off as often as you like all day long
• Proudly owned and operated in the United States

Old Town Trolley Tours is

Key west’s best hop-on, hop-off all day tour.

• Best view! Ride high above it all
• Every seat is the best seat!
• Most frequent service
• 13 convenient stops
• Exclusive stops
• Key West attraction discounts

Your Vacation… All Mapped Out For You!

• Trolley Routes & Stops
• Helpful information
• Points of Interest
• Shopping & Entertainment
• Restaurants & Bars
• And much more!

OLD TOWN TROLLEY TOURS

What Our Guests Are Saying

Luis was the highlight of our visit.

We had Luis as our tour guide. First time visit to Key West so I don’t know what the rest of your guides are like, but Luis was the highlight of our visit. When I come back to Key West I will be looking him up to take the tour again. He was informative and very funny. Thanks Luis for the great time.

We had truly the world’s greatest tour guide

We were in Key West last week and had truly the world’s greatest tour guide, Mark. We were so impressed with his kindness, sense of humor and knowledge and pride of Key West that we remained on the trolley for the full 90 minutes!

...The best day of the trip

Mr. History is by far the best guide we have ever had. My wife and I are history nerds and not that we are knowledgeable but we just like getting the history wherever we go on vacation. Mr. History was an absolute well of knowledge. He saved our rainy day and made it the best day of the trip.

Great value for money

Just like to say: brilliant, funny, great value for money; will recommend your tours to anybody going to Key West. Louie, David: very funny guys; had my wife laughing …thanks

This was a first class tour

…We had the opportunity to take an old town trolley tour. My wife and I thoroughly enjoyed it… Our guide Louie, was most informative and so funny at the same time. He made the tour one of the best we’ve ever been on. Of course the history of Key West was very good but the highlight was our guide… I could see the other passengers just waiting on his next comments and his delivery was exceptional from a local’s standpoint!…

What a great tour...

We had the pleasure of having Juni as our tour guide. What a great tour she provided. I’ve always wondered who are the people in the world who love their job. She definitely does. She had such enthusiasm for Key West… Please let her know what a great asset she is to your tour company and to keep up the good work. She was wonderful!

Please keep expanding to more cities

Just wanted to let you know how much we enjoyed our recent tour in Key West. It was all that we expected after we took your San Diego tours a few years ago. I just wish you had a trolley in New Orleans… Special cudos to your excellent guides. Please keep expanding to more cities.

We will be back for a visit

My wife and I were recently in Key West… After driving the island for a few days and finding it hard to park, the concierge suggested your narrated trolley tour. I really didn’t like the idea of a stuffy tour but we went anyway. After the first 5 minutes of laughing almost nonstop, we were hooked. We had a great time and your drivers were anything but stuffy…

Outstanding!

Thoroughly enjoyed your service in Key West. This is our 3rd city to use your services and we have never been disappointed. We really enjoyed Claire as our guide. Very knowledgeable and a lot of fun. Gave us some great tips to help us make the most of our trip. She is a keeper for you!… If we are in any of your other cities we will definitely use your service, it is outstanding!

...A great way to see Key West

We just returned from our vacation and did the Old Town Trolley Tour. It was great! We got off at a couple of stops (had Key Lime pie on a stick with chocolate that was fabulous!) and so got to experience more than one driver/guide. They were all great and the tour is a great way to see Key West in a short period of time…The trolley tour was an absolute bargain!

Old Town Trolley Tours

First tour starts at 9am.

Last tour departs from Mallory Square at 4:30pm.

All schedules are subject to change. Please call for the most current information: (855) 623-8289

For specific information, go to Ghosts & Gravestones schedule .

Reservations are required . Call for availability prior to making your e-ticket purchase:

(305) 294-4678

First tour starts at 9:00 am.

Last tour departs from Front Street at 4:30 pm.

For specific information, go to Conch Tour Train schedule .

What are the most popular stops on the Key West tour route? + -

We take great pride in providing an itinerary that showcases all the great aspects of each city during our tours. The most popular stops on our Key West tour include the Historic Seaport, Duval Street, and the Southernmost Point.

How long is the Key West tour route from start to finish? + -

Our Key West tour is 13 miles long and averages 90 minutes from start to finish, but our hop-on, hop-off tour is designed for you to hop off at any stop, explore a Key West attraction or neighborhood, and hop back on when you are ready to resume your Key West sightseeing experience.

Do I have to start at stop #1? + -

You may start your Old Town Trolley Tour at any of our convenient stops. Click on Map and Stops to see a list of our stops with information about the attractions and points of interest at each stop.

What neighborhoods does the tour visit? + -

The Key West tour travels through Bahama Village, Old Town, Truval Village, and the Historic Seaport.

Does the tour run on holidays and holiday weekends? + -

Our Key West tours run 364 days per year (365 in leap years). We’re closed on the Saturday of Fantasy Fest (October).

How often do tours run throughout the day? + -

Old Town Trolley Tours of Key West operates the city’s largest fleet of sightseeing vehicles, and this allows us to pick up and drop off more frequently than any other trolley company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions.

How do I get to Mallory Square? + -

One of the must-visit places in Key West is Mallory Square, which is famous for its stunning sunsets and street performers. Old Town Trolley is unique and fun and the most convenient way to get to Mallory Square. The tour takes you through the winding streets of Key West, past colorful houses, lush gardens, and sparkling waterways. The tour guide gives you a brief history of the city’s landmarks, including the Ernest Hemingway Home & Museum, the Southernmost Point, and the Truman Little White House. The trolley takes you to the entrance of Mallory Square, where you can get off and start exploring on foot. You can take a leisurely stroll along the waterfront, admiring the breathtaking views of the sea and the distant horizon. You will also find many street performers here, who entertain visitors with their unique talents, including magic tricks, fire dancing, and acrobatics.

What is the best way to tour Key West? + -

With so much to see and do, it can be challenging to explore the city in a short amount of time. Luckily, there is an easy and convenient way to tour Key West — with a Key West Old Town Trolley Tour. Sit back and relax while the trolley takes you to all the major sites and attractions in the city. With its open-air design, you can enjoy the warm Florida breeze and scenic views while learning about the city’s rich history from knowledgeable tour guides. You can visit popular landmarks such as the Ernest Hemingway Home & Museum, Harry Truman’s Little White House, and the famous Southernmost Point buoy. You can take advantage of packages that include admission to the Truman Little White House, the Key West Aquarium, and the Key West Shipwreck Treasure Museum.

How long does it take to visit Key West? + -

The short answer is that it depends on what you want to see and do. If you’re looking to get a taste of the excitement, two days may be enough. You will have ample time to explore the many museums, art galleries, shops, and restaurants that this beautiful city has to offer. When you’re on a tight schedule and want to experience Key West in a day, Old Town Trolley Tour is the perfect solution for you. The beauty of this tour is that it covers more than 100 points of interest, making it easy for you to hop on and off as you please.

What are the most famous attractions? + -

If you’re planning to visit, don’t miss out on the chance to discover the most famous attractions in Key West. The must-see attractions in Key West include the Ernest Hemingway Home & Museum, the Key West Butterfly & Nature Conservatory, the Historic Seaport District, and the Key West Lighthouse. Additionally, make sure you visit the Southernmost Point buoy, stroll down Duval Street, and enjoy a slice of Key lime pie! The city is rich in history and culture, and an Old Town Trolley Tour is a perfect way to experience and explore the city’s famous landmarks. The attractions mentioned are some of the top-rated tourist destinations that you should include in your itinerary. Don’t miss the chance to visit these fantastic places and see the colorful and lively locations that have captured the hearts of tourists worldwide.

Which street has the most things to do in Key West? + -

If you are visiting Key West, you will want to take a stroll down the lively and vibrant Duval Street. This bustling street is the heart of the city, a veritable hub of tourist activity. It is a must-visit destination that offers something for everyone. From dining and shopping to nightlife and fascinating attractions, Duval Street has it all. The street is home to several historic landmarks, shops, restaurants, and entertainment spots. You can explore the street on foot, by bike, or by taking a ride on the famous Conch Tour Train or Old Town Trolley Tour. The street is home to several popular tourist attractions, such as Crowne Plaza La Concha, Sloppy Joe’s Bar, Kermit’s Key West Key Lime Pie Shoppe, and the Key West Butterfly and Nature Conservatory.

What is the most beautiful part of Key West? + -

The first must-visit location that everyone should see in Key West is the Southernmost Point buoy. This famous landmark is located at the southernmost point of the continental U.S. The buoy has become an iconic spot due to its colorful appearance and its proximity to Cuba, just 90 miles away.

Another stunning vista to experience is Fort Zachary Taylor Historic State Park, located on the southern tip of Key West. Fort Zachary is favored for its beautiful beaches and striking views of the horizon. This lovely spot is a perfect place to enjoy some relaxation, taking in the beauty of the surroundings.

The Old Town Trolley Tour is perfect for travelers who want to explore and witness the beauty and history of the city.

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CONCH TOUR TRAIN

SEE THE BEST OF KEY WEST ON THE TOUR THAT’S BEEN ENTERTAINING GUESTS SINCE 1958

TICKETS & PACKAGES

Buy online & save, 1-day conch tour train.

• 1-day tour of the Conch Republic
• One full loop through Old Town Key West
• Includes three stops
• FREE admission to the Sails to Rails Museum included
• FREE coupons worth up to $50 in discounts
• Open-air sightseeing perfect for taking pictures

2-Day Conch Tour Train

• 2-day tour of the Conch Republic

Conch Train and Ghosts & Gravestones Package

• Conch Tour Train:
• Ghosts & Gravestones Night Tour:
• Explore Some of Key West’s Most Haunted Sites…
• 1 stop at the Key West Shipwreck Treasure Museum

ONE OF THE MOST POPULAR KEY WEST ATTRACTIONS

The world famous conch tour train in key west.

All aboard and welcome to 400 years of history, family fun and excitement! The Conch Train is one of Florida’s most popular attractions and for good reason. Our expert ‘engineers’ and friendly staff have delighted over 15 million guests with legends such as Ernest Hemingway and lores of this charming tropical paradise. Your tour of Key West will give you a conch’s eye view of all the wonderful Key West attractions. No Key West vacation is complete without The World Famous Conch Tour Train.

100% SATISFACTION GUARANTEE

• Full-color map and discount coupons for Key West attractions, restaurants, and shopping with every ticket.
• FREE admission to the Sails to Rails Museum is included with ticket.
• Stops at Truval Village: Steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point, and Key West Butterfly and Nature Conservatory.
• Rated 4.5 stars on Google

275 reviews

Conch Tour Train 4.3

HOW OUR TOUR WORKS

An amazing 75 minute adventure.

This Key West tour begins at the 303 Front Street Depot and ends right behind it in Mallory Square. Once you have your ticket, climb on board and take your seat, as you are about to embark on a terrific 75-minute journey through time. During the tour, the train will make one loop through Old Town Key West.

How Our Tour Works

Enjoy 3 stops.

First Stop (B): Stop B is at Truval Village , corner of Duval St. and Truman Ave. From Truval Village you are just minutes away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point, the Key West Butterfly and Nature Conservatory and the many fine art galleries, shops and restaurants of upper Duval Street.

Second Stop (C): The second stop is at Station Depot , corner of Front St. and Duval St., allowing for a 10-minute rest break where you will find refreshments and shopping.

Third Stop (D): The third stop is at the Sails to Rails Museum  (Flagler Station), corner of Caroline St. and Margaret St. This stop is also where those who wish to can disembark to see the sights of the Historic Key West Seaport and choose to catch a later train.

Where to board the Conch Tour Train

The best place to board the train is at Front Street; you may also board at Truval Village or Sails to Rails Museum if there are still seats available. If you are closest to the Roosevelt Depot, you can take advantage of our complimentary transportation down to the Station Depot. It takes approximately an hour to get to Mallory Square where you will then board a train.

Boarding every 30 minutes

9:00 AM - 4:30 PM

• First tour starts at 9:00 am.
• The last tour departs from Front Street at 4:30 pm.
• Closed the last Saturday in October (Fantasy Fest).
• All schedules are subject to change. Please call (305) 707-5775 for the most current information.

Key West Attractions

Points of Interest

Since 1958, the Conch Tour Train has treated guests to a close-up view of the Southernmost City’s most popular places including Mallory Square, Sails to Rails Museum, the Key West Aquarium and more.

TRAVEL GUIDE

Things to do with Kids

Mallory Square

Featured Attractions

What are the must-see places in key west.

• Duval Street: The street is lined with perfectly preserved 19th-century buildings that have now been lovingly restored and repurposed. From the local boutiques to the charming cafes and top-rated restaurants, Duval Street is filled with something for everyone..
• Mallory Square: No trip to Key West is complete without experiencing the famous Mallory Square Sunset Celebration. Every evening, locals and tourists gather to watch the sunset over the Gulf of Mexico. You can enjoy live music, street performers, and food vendors while taking in the breathtaking views. It’s a great way to end a day of exploring and relaxing with friends and family.
• Truman Little White House Museum: Visit the winter residence of President Harry Truman and get a glimpse into his life on the island. You can explore the house’s historic rooms, including the office where the president spent his time and you’ll find a gallery filled with photos and memorabilia of Truman’s presidency. The museum has knowledgeable guides that can take you through the house and provide you with fascinating insights.
• Key West Aquarium: Home to a wide variety of marine life, the Key West Aquarium is a must-visit attraction that’s fun for all ages. You can see sharks, sea turtles, stingrays, and other fascinating creatures up close. Don’t miss the interactive touch tanks where you can hold a starfish or sea urchin. The aquarium is committed to marine conservation and education, so you’ll not only have fun but also learn about the issues affecting our oceans.
• Key West Shipwreck Museum: Discover the dangers and adventures of shipwreck salvage in the 1800s at the Key West Shipwreck Museum. You’ll learn about the island’s unique maritime culture and see artifacts from shipwrecks around the world. Check out the lookout tower for a panoramic view of the surrounding area and a chance to ring the lookout bell. 
• Sails To Rails Museum: Explore the history of the railroad, the story of Henry Flagler, and his ambitious project to connect Key West to the mainland via the Overseas Railroad. You’ll see vintage railcars, historic photographs, and learn about the train’s construction and destruction in the 1935 Labor Day hurricane. 

Enjoy visiting Key West as the Conch Tour train journey takes you through the city’s historic streets, beautiful architecture, and breathtaking sights. The knowledgeable guides will offer interesting insights into the city’s history and culture, pointing out the most architecturally inspiring buildings.

How many days do I need to visit Key West?

Whether you have one day or several to visit Key West, there is a fantastic way to see Key West in one day by taking the Conch Tour Train. There are several popular attractions and activities that you won’t want to miss, including exploring the historic Old Town, visiting the Ernest Hemingway Home and Museum, and experiencing the legendary sunset at Mallory Square. Make sure you see it all by hopping on one of our Conch Tour Trains. It’s a fun and convenient way to see the most popular sights, and you can customize your journey to fit your preferences.

How can I explore Key West without a car?

Yes! The city is incredibly walk-friendly, boasting numerous sidewalks and pedestrian-friendly streets. For an immersive experience, you can hop on a Conch Tour Train tour, which delves into the history and culture of Old Town Key West. With knowledgeable guides and picturesque scenery, this train journey takes you through the charming Old Town, passing by delightful houses and enchanting landscapes. The tour gets you close to all major highlights, including the renowned Ernest Hemingway Home and Museum, the fascinating Key West Aquarium, the famous Mallory Square, and the adventures in the Key West Shipwreck Museum.

Where is Mallory Square?

Mallory Square is most famous for its sunset celebration. It has become synonymous with Key West and draws more than a million tourists and locals every year. Every evening, hundreds of tourists gather here to experience the vibrant culture of Key West and watch the beautiful sunset. During the sunset celebration, visitors can enjoy live music, street performers, and food vendors offering tasty local cuisine.

What is the Sunset Celebration in Key West?

The Sunset Celebration is a daily event that has become a staple of the island’s culture and a must-see for any traveler. It all started with a group of local street performers who would gather at Mallory Square to entertain crowds during sunset. You can find everything from musicians and jugglers to artists and tarot card readers, all showcasing their talents against the backdrop of a breathtaking sunset.

What famous houses are in Key West?

One of the biggest attractions of Key West is its historic houses that reflect the architectural style of different eras. 

Harry S. Truman Little White House: The Harry S. Truman Little White House, located at Front Street, was the residence of the US President during his frequent visits to Key West in the 1940s and 1950s.The house is now a museum and hosts a collection of presidential artifacts and photographs.

Ernest Hemingway Home and Museum : This house, located at Whitehead Street, was the residence of Hemingway from 1931 to 1961. Hemingway wrote some of his best-known works in this house, including “For Whom the Bell Tolls” and “The Snows of Kilimanjaro.” The house has a colonial-style architecture and is surrounded by lush green gardens. The highlight of the house is the polydactyl cats, also known as Hemingway cats, which are descendants of the cats that Hemingway kept as pets during his stay.

Audubon House and Tropical Gardens : John James Audubon, the famous naturalist, and painter, visited Key West in the 1830s. During his stay, he painted a collection of 22 birds that are specific to the island. The Audubon House and Tropical Gardens, located at Whitehead Street, was built in the 1840s and is a historical landmark in Key West. The house has colonial architecture and hosts a collection of original Audubon prints, furniture, and artifacts.

The Oldest House Museum and Gardens: Located at Duval Street, is the oldest house in Key West, built in 1829. The house is a perfect example of the Bahamian architectural style that was prevalent in Key West during that time. The museum houses a collection of historical artifacts, including household items, documents, and photographs.

Southernmost House : Located at Duval Street, is a beautiful house that exudes the elegance of the Victorian era. The house was built in 1896 and has a unique combination of architectural styles, featuring both Victorian and Caribbean elements. The house has hosted many important dignitaries, including President William Howard Taft, and is now a luxury hotel.

A visit to these notable houses of Key West is not just a fascinating journey through time but also an opportunity to explore the rich history of this beautiful island.

What's the best way to see Duval Street?

The Conch Tour Train is an authentic way to experience the history and culture of Key West. This 90-minute tour takes you through Old Town Key West, Duval Street, and other popular attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point. Sitting atop the train’s open-air seats, you’ll be able to see the sights and sounds of Duval Street up close while enjoying the breeze. Along the way, you’ll learn about the island’s fascinating history and colorful characters from your expert tour guide.

What attractions are near Duval Street?

Duval Street is undoubtedly one of the most popular and bustling strips in Key West. It brings together great food, unique shopping experiences, and fantastic nightlife. There are plenty of attractions near Duval Street that are worth checking out. 

One of the most popular attractions near Duval Street is the Sunset Celebration at Mallory Square . Every night, locals and tourists alike gather to watch the sunset over the horizon. It’s a beautiful sight to behold, and it’s a great way to end the day. 

If you’re looking for something interactive, the Key West Aquarium and Key West Shipwreck Museum are both great options. The Aquarium is home to a variety of marine life and a great way to learn about marine conservation, and the Shipwreck Museum offers a fascinating look into the history of dangers and adventures of shipwreck salvage in Key West. 

For a unique experience, be sure to check out the Truman Little White House . This historic building was once the home of President Harry S. Truman, and it’s now open to the public for tours. It’s a great way to learn more about the history of Key West and the United States. 

Duval Street is an amazing place to explore, but there are plenty of attractions near Duval Street that are worth checking out. From the Sunset Celebration at Mallory Square to the Truman Little White House, there’s something for everyone. So don’t miss out on all the fun and excitement that Key West has to offer.

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Tours Key West FL — Best Attractions at the Best Prices

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Book your next adventure with Tours Key West FL. Whether you’re looking for a Sunset Cruise , a thrilling Jet Ski Tour ,  or an unforgettable Key West Fishing Charter … How about an Electric Car to cruise the island, Snorkeling in Key West on America’s only living coral reef, or an EcoTour to world-famous Dry Tortugas — Tours Key West has all that and more with pricing and service you won’t find anywhere else.

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The 13 Best Key West Tours

Explore everything from busy streets to tranquil waters on one of these guided adventures.

Courtesy of Fury Water Adventures

Hop on Fury Water Adventures' boat to see local wildlife both from the boat and in the water.

When you imagine a vacation to Key West, Florida , you'll likely think of days spent on white beaches surrounded by turquoise waters and swaying palm trees. While lounging on the sand is an excellent option, there are also plenty of outdoor activities, attractions and culinary delights to keep you entertained while visiting the southernmost point in the country. U.S. News consulted both traveler reviews and expert opinion to compile this list of the best Key West tours.

Note: Some tour providers on this list may be running more limited operations due to COVID-19 or may impose testing or vaccine requirements. Check with your tour operator about availability before you book.

Fury Water Adventures Key West – Key West Dolphin Watch and Snorkel Tour

Fury Water Adventures' three-hour tour combines two popular Florida activities. First, watch Atlantic bottlenose dolphins as they playfully swim near the catamaran. Then, snorkel in the clear, turquoise waters of Key West, keeping your eyes peeled for stingrays, tropical fish and a variety of coral. Reviews are mostly positive for the dolphin watching portion of the trip, but travelers are less impressed with the snorkeling. Some tourgoers say the reefs aren't colorful and report seeing few fish.

Departures are at 10 a.m. and 2 p.m. from September through March. From March through August, trips leave at 9 a.m. as well as 12:30 and 5 p.m. Tickets cost approximately $70 for participants ages 11 and older and $55 for children ages 4 to 10. Children 3 and younger can participate for free, but do need a ticket. Tickets include beverages; beer and wine will be served after snorkeling. Fury Water Adventures also operates sunset cruises and parasailing adventures, among other options.

[ View & Book Tickets .]

Key West Eco Tours – Backcountry Kayak & Paddleboard Tour

Paddle through mangroves as you learn about the marine life and tropical ecosystem of the Florida Keys on this guided kayak or paddleboard tour, which begins just a short drive from downtown Key West in Geiger Key. Opportunities for wildlife viewing include turtles, dolphins, iguanas and rays, as well as birds and fish. Tourgoers remark that the experience provides a nice break from the city and offers a different perspective of Key West. They also say the guides are very knowledgeable about local marine life.

Two-hour tours operate at 9 a.m., noon and 3 p.m. every day. Paddleboards are an option for participants ages 13 and older. Prices start at $65 for adults and $50 for children 12 and younger. The company also provides a complimentary shuttle to and from Key West hotels . Half-day tours and sunset sails are also available.

Key Lime Bike Tours

Take in the colorful sights and sounds of Old Town with this approximately three-hour bicycle tour. You'll ride around town on a bright green bike (complete with a basket for personal items) and receive a complimentary piece of Key lime pie at the end of the tour. Reviewers applaud the entertaining and informative guides, who they say pack a lot of history into a relatively short ride. They also describe the cycling pace as leisurely and manageable for most fitness levels.

Tours are offered daily at 10 a.m. year-round. Prices start at $45 per person and include a helmet and bottled water.

Key West Ghost & Mysteries Tour

As one of Florida's oldest cities, it's not surprising that ghosts could be lurking in Key West's streets. This spooky 90-minute walking tour departs nightly at 9 p.m. and explores the haunted parts of town that most visitors don't see. Among the stops featured are Key West's oldest graveyard and Hemingway's first home, Casa Antigua. Tourgoers say that overall the stories are entertaining, though not particularly spine-chilling.

Prices start at $23 for adults and $15 for children ages 6 to 12; discounts are available for members of the military.

Key West Food Tours – Southernmost Food Tasting & Cultural Walking Tour

Visitors say the food sampled on this excursion is delicious and that the trip is the perfect introduction to Key West's culinary scene. The three-hour tour spotlights the Cuban and Caribbean influence on the city's food and culture. Samples could include fish tacos, Cuban roast pork, conch fritters, and of course, a rum drink and Key lime pie. The tour narrative also includes local history and fun facts about Key West, which tourists appreciate. The walking tour covers almost 1 1/2 miles with stops at five different venues.

Prices start at $75 for adults and $49 for children ages 5 to 12; kids younger than 5 can join for free. Tours operate daily at 11 a.m. and 3:30 p.m., though additional tour times may be added. In addition to food tours, the company hosts a Key West bar crawl for cocktail enthusiasts.

[View & Book Tickets: Option 1 | Option 2 | Option 3 .]

Danger Charters – Wind & Wine Sunset Sail

Climb aboard Danger Charters' 65-foot schooner for the company's nightly Wind & Wine Sunset Sail. The two-hour cruise features tropical music, a selection of hors d'oeuvres, and a variety of wines and beers to choose from. Plus, tours are capped at 25 participants – a highlight for reviewers, who appreciate the small-group feel. Visitors enjoy the sunset views, beverages and bites. They also suggest bringing a jacket as it gets cool once the sun goes down.

Tours depart daily at 4:30, 6 or 6:30 p.m., depending on the time of year. Prices start at approximately $110 for participants ages 13 and older. The company also offers a full-day sail, kayak and snorkel tour.

Getty Images

Visiting the Southernmost Point is a highlight for many travelers' trips to Key West.

Old Town Trolley Tours – 1-Day Key West Tour

Ditch the car and hop on this narrated trolley tour, which features 13 stops at popular Key West attractions. At any stop, visitors are welcome to get off the trolley to explore and hop back on at a later time to continue the tour. Highlights include Mallory Square , Duval Street, the Southernmost Point buoy and the Harry S. Truman Little White House . Travelers enjoy the informative drivers and say the tour is a good value. They also appreciate the convenience of the trolley and say this is a great activity for your first day in Key West. Others note there are long wait times for trolleys and crowded vehicles. Without hopping off, tours last approximately 90 minutes.

Tours operate daily from 10 a.m. to 4:30 p.m. Tickets cost approximately $60 for adults and $25 for children ages 4 to 12 for one-day, unlimited hop-on, hop-off rides. Tickets also include complimentary admission to the Sails to Rails Museum. Two-day tickets are also available, along with a nighttime Ghosts & Gravestones Tour.

Lazy Dog Adventures – Key West Kayak Eco-Tour

Lazy Dog Adventures' guided mangrove tour begins 4 miles from downtown Key West on Stock Island. The slow-paced excursion is ideal for beginners and paddlers of all ages, and you can even bring your pup. During the two-hour tour, guides share information about the geology and animal inhabitants of the Florida Keys. Marine life sightings may include jellyfish, crabs, sea stars and tropical fish, as well as aquatic birds. Tourgoers appreciate the casual pace of the tour and find it both educational and fascinating to see the wildlife up-close. Some reviewers call it the highlight of their trip.

Tours begin at 10 a.m. and 2 p.m. daily. Prices start at $55 for adults and $30 for children 11 and younger; discounts are available for locals and members of the military. Lazy Dog Adventures also offers paddleboard and eco-boating excursions.

Conch Tour Train

A staple in Key West since 1958, the open-air Conch Tour Train makes three stops along a narrated, 75-minute route. The first stop lets patrons off at Truval Village near the Key West Lighthouse and the Key West Butterfly & Nature Conservatory . The second stop is the Historic Key West Seaport and the final stop is the Sails to Rails Museum, where train passengers can take advantage of complimentary admission. Along the way, passengers can disembark and explore Key West attractions before catching the next train. Visitors give mostly positive reviews of the conductors' knowledge and remark that the train ride offers a great way to get an overview of Key West in a short amount of time.

Ticket prices for single-day passes cost approximately $50 for adults and $25 for kids ages 4 to 12; children 3 and younger ride free. Discounted tickets are available if purchased online. Two-day passes are also available. The train operates daily from 10:15 a.m. to 4:15 p.m.

Sebago Watersports – Key West Reef Snorkel - Morning

This morning snorkel begins with a 7-mile sail to the Florida Reef, the only living coral barrier reef in the U.S. Enjoy the warm ocean breezes as you cruise on the company's 69-foot catamaran. Then, view tropical fish, turtles and lobsters as you snorkel in the crystal-clear Caribbean waters. Visitors commend the crew's professionalism and the enjoyable catamaran ride. They also report seeing a variety of fish and marine life.

The three-hour tour begins at 9 a.m. daily and includes snorkel gear and instruction. Complimentary soft drinks, water, and wine and beer (available after snorkeling) are also included. Tickets start at $40 for adults and $35 for children ages 4 to 11. Sebago Watersports also operates catamaran sunset sails, among other tours.

Key West Extreme Adventures – Shark and Wildlife Tour

If you're hoping to see sharks in the wild, consider this two-hour catamaran tour with Key West Extreme Adventures. You'll cruise a few miles off the coast keeping your eyes peeled for dolphins, stingrays, turtles and birds before the captain drops bait into the waters to attract lemon and nurse sharks to the boat. Tourgoers praise the knowledgeable captain and crew and report seeing a plethora of sharks.

Tours generally depart Thursday through Tuesday at 10 a.m., though they may be available daily, depending on the month. Tickets cost approximately $90 for adults and around $50 for kids ages 6 to 16. Children 5 and younger can ride for free.

Catamaran Echo – Adults only Champagne Celebration Sunset Cruise from Key West

Reviewers regularly call this two-hour sunset cruise relaxing and lovely. This adults-only tour includes unlimited Champagne, as well as red and white wine, beer, soft drinks, water and a cheese buffet. Though the catamaran can accommodate up to 28 passengers, capacity is capped at 14 people to create an intimate atmosphere – another highlight for tourgoers.

Cruises are available daily; departure times vary by season. In the summer months, the tour departs at 6:30 p.m. In the winter, the boat departs at 4 p.m. Tickets cost approximately $75 per person and include all beverages and food. All ages are welcome on private sunset charters, as well as the company's dolphin and snorkeling tour.

Honest Eco – Dolphin Watch & Snorkel

Eco-conscious travelers may want to book this four-hour tour, which takes places on a custom-built electric catamaran. Along with the hybrid boat, the tour is led by marine biologists. Reviewers praise the guides for their vast knowledge of the animals and ecosystem and also appreciate that the electric boat doesn't scare off dolphins thanks to its quiet motor. During the four-hour excursion, you'll watch dolphins swim alongside the boat, and then get a chance to snorkel with a member of the crew as your guide. According to the company, this tour is suitable for novice and beginner snorkelers.

Tours are available daily at 9 a.m. and 2 p.m. Tickets cost approximately $110 for adults and around $90 for children ages 2 to 11. Honest Eco also runs a sunset sail, among other options.

You may also be interested in:

• The Best Things to Do in Key West
• The Best Hotels in Key West
• The Best Key West Fishing Charters
• The Best Key West Snorkeling
• The Best Places to Visit in Florida
• The Top All-Inclusive Resorts in Florida

Tags: Tours , Florida , Travel , Vacations

World's Best Places To Visit

• # 1 South Island, New Zealand
• # 4 Bora Bora

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Learn how to easily plan your dream trip to Florida!

14 Best Key West Tours (Snorkeling, Walking Tours, & More!)

March 29, 2021 //  by  Florida Trippers

Are you searching for the best Key West tours? If so, you have found the perfect spot! We can’t wait to share all of our amazing finds with you. Our list will include a wide variety of tours with various levels of activity.

So, whether you are looking for a thrilling adventure or just a laid-back tour, we’ve got you covered. In addition to a wide variety of activities, we have also focused on including various price points for all budgets.

Key West is such a fun place to visit with some of the best weather around! Taking a walking tour, sunset cruise, or kayaking tour is a great way to enhance your trip. Booking any one of these tours will allow you to sit back enjoy your visit. Just show up and enjoy the entertainment!

Food & Cultural Walking Tour

Are you a foodie at heart? Do you want to learn about the Key West culture? If so, the Food & Cultural Walking Tour will be right up your alley! The guided walking tour will take you through the historic Old Town district.

The focus of this tour is to provide a genuine local experience. It will feature visit hidden gems and “mom & pop” establishments. As you walk, you will learn all about the history and culture that makes Key West unique.

Arrive hungry because you will enjoy 4 tastings. The samples include seafood plates, Cuban food, and key lime pie! The tastings are small portions, but they all together equal a full lunch helping. The tour also includes 1 alcoholic beverage and unlimited water.

We recommend that you wear comfortable shoes, sunglasses, and a hat. The length of the walking tour is 3 hours and it is moderately priced. Each tour has a maximum of 12 guests which ensures that you have a more intimate experience.

>>>Check Rates: Viator.com

Key West Pub Crawl

Have you been dreaming of having a few beers or cocktails in paradise? Well, then you must check out the Key West Pub Crawl ! The Key West Pub Crawl is a 2 1/2 hour tour that includes 5 different establishments. At each stop, you will receive a complimentary beer or cocktail.

The Key West Pub Crawl is a great way to interact with locals, enjoy some drinks, and see historic areas. Please note that you must be 21 years of age or older to enjoy this affordable tour. Cheers!

Fishing Charter With Experienced Captain

The Fishing Charter With Experienced Captain is a perfect opportunity for anyone wanting a stress-free fishing experience. You won’t have to worry about finding the best fishing locations, navigating the waters, or having your own gear!

The Fishing Charter takes you out about 18 miles offshore on a 50′ boat. The captain has over 30 years of local experience which provides you with the best chances of making a big catch! The charter is approximately 4 hours in length, accommodates up to 6 anglers, and includes bottled water.

The fishing charter is one of the Key West tours that fall into the luxury price range but is justified by the captain’s experience and safety-first mindset. You should definitely check this one out if you want the ultimate fishing trip. After spending hours in the salty air, you will probably be craving a tasty dessert, so here are the 7 Best Places For Key Lime Pie In Key West!

Dinghy Drinking Tour

The Dinghy Drinking Tour is a fun water-based variation on the classic pub crawl. A dingy is a small boat, so it is able to navigate through narrow channels and areas with lots of mangroves. The tour lasts about 3 hours and includes 2-3 waterfront stops.

The Dinghy Drinking Tour is one of the Key West Tours that is very flexible. Guests can decide how much time they would like to spend at each stop. They can also choose to swim at a few locations. It is recommended that you wear swim-friendly attire.

A total of 12 guests can be accommodated during one trip. If you would like to enjoy the tour with just your personal party, you can make arrangements ahead of time to reserve a private tour with limited guests.

Coolers are provided onboard, so guests can bring any beverages they would like to enjoy during the tour. A bonus of traveling around the Key West waters is that you will see tons of natural wildlife. Don’t miss out on this unique and moderately priced experience.

Dolphin Watch & Snorkel Cruise

The Dolphin Watch & Snorkel Cruise is one of the Key West Tours that is great for all ages! You can choose to simply enjoy the scenery, or you can get fully involved by snorkeling.

The tour is 3 hours in length which includes unlimited soft drinks and snorkeling equipment. The snorkeling takes place in the shallow waters of the Key West National Wildlife Refuge. All snorkeling guests must be able to swim.

The catamaran includes a large sun deck which is great for lounging and enjoying the scenery. Bottlenose dolphins frequently swim alongside the boat and often seen flipping out of the water. This is truly home to some of the best snorkeling in the Florida Keys!

The cruise is a moderately priced tour that is family-friendly and a quintessential Florida experience. The crew is extremely knowledgeable and loves to share stories and facts about the area and its sea life.

Sunset Party Cruise

If you are looking for an all-inclusive evening tour, then check out the Sunset Party Cruise ! Get ready to dance to live music, enjoy tasty food, and view a glorious sunset. Perfect for groups and couples looking for a relaxing yet entertaining night on the water.

While onboard the spacious catamaran, appetizers will be served, including assorted cheeses, conch fritters, and more! Another perk of this cruise is complimentary margaritas, beer, wine, or champagne.

The Sunset Party Cruise is one of the moderately priced Key West tours that allows you to end your day on a high note! The duration of the cruise is approximately 2 hours.

>>>Check Rates: getyourguide.com

Full Day Eco-Tour

The Full Day Eco-Tour is the sampler platter of Key West Tours and has a little something for everyone! Enjoy a full-day tour that includes sailing, kayaking, and a dolphin watch. Not only does this tour include plenty of activities, but it also provides a complimentary breakfast and lunch buffet as well as beer, wine, soft drinks, and fresh sangria!

You will start the day off by sailing on a catamaran while you look for stingrays, dolphins, and sea turtles. Then, you will arrive at the Florida reef where you can kayak or take a swim. Followed by a lovely lunch break with stunning views.

The Eco-Tour will last approximately 6 hours, so a change of clothes is highly recommended. In addition, you should bring sunscreen, sunglasses, and a hat. The tour is moderately priced, especially when you consider how much is included.

Ghosts & Gravestones Key West Tours

Alright, so are you ready for something a little on the spooky side?! The Ghost & Gravestones Tour is a fun and slightly scary way to learn about Key West ghost-lore and view some historic parts of town.

The Ghost & Gravestones trolley provides tons of entertainment while giving your feet a break! The tour takes place at night, which adds to the dramatic effect and lets your imagination go wild!

Your guide will playfully scare you with ghost stories while also injecting plenty of humor throughout. Children under 4 years old are prohibited on this tour. Parents, please be advised that the content might not be appropriate for anyone under 13 years of age.

The tour is granted exclusive nighttime admittance into civil war forts and barracks. You will hear stories of how soldiers were left to die of yellow fever and tales of a possessed doll.

The duration of the ghost tour is 90 minutes and it is affordably priced. Come find out why Key West was named one of the most haunted cities in the United States!

Hop-On & Hop-Off Trolley

The Hop-On & Hop-Off Trolley is perfect for exploring all of the most popular tourist destinations around Key West. While onboard you will hear all about the Calusa Indians, Henry Flagler’s railroad, pirates, and more!

Tickets include either 1 full day or 2 full days. Ride as long as you please, and then hop off to enjoy some shopping or lunch. Some of the most popular stops include Ernest Hemingway’s home, Mallory Square, and Hog’s Breath Saloon.

Trolleys arrive approximately every 30 minutes at each boarding site, so you can conveniently come and go as you please. The trolleys are wheelchair and stroller-accessible.

If you want to see all of the famous sights in Key West, then this is a great way to do it without exhausting yourself. Take advantage of this convenient and affordable transportation to ensure you won’t miss a thing!

Parasailing With A Professional Guide

Is it a bird? Is it a plane? It’s YOU Parasailing With A Professional Guide ! Get ready to experience a thrilling adventure as you soar 300 feet above the crystal blue waters of Key West.

Parasailing is one of the Key West tours that is moderately priced and doesn’t require a lot of time. Several time slots are available throughout the day, so this is a great add-on to any itinerary!

The whole experience is about an hour-long with the in-air time at about 10-12 minutes. Guests can customize their flight to be as gentle or as daring as they desire. The minimum age requirement is 6 years of age.

Old Town Bicycle Tour

The Old Town Bicycle Tour is a wonderful option for anyone that wants to explore Key West in a fun and leisurely way. The Bicycle Tour is very relaxed, so there is no need to be in peak physical condition. Pedal your way through town, making stops at Mallory Square, the White Street Pier, and Mile Marker Zero!

Bring your camera with you to capture the beauty at each destination. Bikes, helmets, and bottled water are all included in the tour. The tour guide will share some local history with you at each stop.

The entire bike tour takes about 3 hours and finishes with a complimentary slice of Key Lime Pie! What a sweet way to end an awesome tour! If you are looking to stick to a budget, then this affordable bicycle tour fits the bill. Morning and afternoon tours are available, so it’s the perfect way to start or end your day.

Half-day Florida Keys Tour

If you are looking for a way to venture out beyond Key West, then the Half-day Florida Keys Tour is screaming your name! The tour picks you up at your hotel and takes you to explore the lower keys. Sit back and relax as your guide takes you on an adventure.

The tour will cross over 20 bridges to reach the National Key Deer Refuge, Bahia Honda State Park, and Blue Hole. Park fees, bottled water, soft drinks, and snacks are included in the tour. The Half-day Florida Keys Tour is moderately priced and perfect for all ages.

Headphones are provided for guided commentary throughout the tour. Wildlife will be seen at multiple stops including wild Key Deer, turtles, and alligators. Guests will be given ample time at each location to enjoy the surroundings and take pictures.

Ultimate Jet Ski Tour

The Ultimate Jet Ski Tour is for all of you adrenaline-seeking watersports enthusiasts out there! The Jet Ski Tour is one of the most exciting and thrilling Key West Tours you can find. Speed around Key West and really get the opportunity to immerse yourself in the gorgeous scenery.

The Jet Ski Tour includes all safety gear, a boater safety course, and 90-minutes of skiing excitement! Guides are available at all times for any questions or concerns. Stops for swimming and wading on sand-bars are frequently accommodated.

Riders will often see dolphins, stingrays, and turtles while out on their route. Perfect for groups, solo travelers, and families with kids. Each jet ski can accommodate up to 3 riders.

Double Dip – 2-Stop Reef Snorkeling Trip

Explore North America’s only living coral reef with not just one stop, but two! Climb aboard a 50-foot power catamaran to start your Double Dip Snorkeling Trip . The snorkeling trip includes all snorkeling gear, professional instruction, bottled water, and soft drinks.

The entire trip lasts about 3 hours. Now, you might think the snorkeling portion is short, but we are here to tell you that you will spend about one and a half hours in the water! Snorkeling the coral reef will be extremely breath-taking, so it’s great that you get a second opportunity to soak in all of its beauty.

Once you have completed your snorkeling, you will be offered complimentary beer, wine, or champagne to celebrate. All guests under 18 years of age must have a parent accompany them on the trip. The Double Dip Snorkeling trip is a moderately priced Key West Tour that provides fun for the entire family.

>>>Check Rates: Getyourguide.com

Well, we hope you have enjoyed learning all about these amazing Key West tours! As you can see, there is a wide variety of activities and price points. So whether you decide to stick to a budget or splurge, you will still be able to enjoy one or more of these fabulous tours. We hope you have a wonderful time in Key West!

HEMINGWAY IN KEY WEST TOURS

Voted "Best Walking Tours" in 2023

Experience one of our authentic tours of the sights and sounds frequented by famed author Ernest Hemingway or Jimmy Buffett in old Key West.

Hemingway Food & Walking Tour 

Start Time:   9 :00  am

Jimmy Buffett

Start Time: 10:00 am

 Hemingway

Start Time: 7:00 pm

Discover Amazing Key West

Immerse yourself in the legendary history and undeniable charm of Key West as you embark on an extraordinary journey with Historic Tours of America. Get ready to discover the true essence of Key West through engaging and authentic experiences that seamlessly blend entertainment, education, and exploration.

Step into a world where the past comes alive...

…where iconic landmarks and hidden gems share fascinating stories. Join us on this unforgettable adventure and create cherished memories that will stay with you for a lifetime.

Board our iconic orange and green trolleys and be transported back in time. Decades ago, our founders united to preserve Key West’s historic sites and create an exciting sightseeing adventure. Today, Old Town Trolley Tours of Key West offers the ideal way to explore the city’s intriguing points of interest, accompanied by humorous and informative narratives that bring the stories to life.

Hop aboard one of our trolleys and you’ll experience Transportainment ® , a delightful combination of transportation and entertainment.

Join us as we journey through the colorful streets, stopping at iconic sights that have shaped Key West’s vibrant culture and rich history. With the freedom to hop on and off at convenient stops, you can immerse yourself in the local ambiance and explore at your own pace. Our passionate trolley conductors are storytellers, offering fascinating insights into notable events and the captivating individuals who have left their mark on Key West. From resident legends to artists, poets, and musicians, Old Town Trolley Tours brings their stories to light.

Preserving Key West's landmarks is not just a commitment to the past, it’s an investment in the future.

These cherished sites connect us to the roots of this remarkable city and serve as living memorials to its rich heritage

Historic Tours of America takes pride in showcasing Key West’s historical significance and contributing to its cultural vitality. Through our immersive experiences, we aim to foster a deeper appreciation for Key West’s unique charm, its pivotal role in history, and its profound impact on American culture.

Beyond our commitment to preserving history, we are dedicated to supporting the local community. By partnering with local organizations, participating in educational programs, and actively engaging in community events, Historic Tours of America strives to make a positive impact and ensure the longevity of Key West’s cultural legacy. Together, we create a lasting legacy that celebrates the spirit of Key West and preserves its treasures for future generations.

Join us as we celebrate the magic of Key West and its extraordinary attractions.

Let us be your guide to the city’s timeless beauty, vibrant culture, and fascinating landmarks. Explore the captivating history, bask in the breathtaking scenery, and create cherished memories. Historic Tours of America is honored to showcase Key West and share its profound contributions to America’s rich tapestry. Together, let us preserve and treasure the heritage of this remarkable city.

Choose Your Tickets

Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Key West and still see the best first!

1-Day Trolley

• 1 day of free unlimited re-boarding
• Open-air sightseeing perfect for taking pictures
• More than 100 points of interest
• FREE coupons worth up to $50 in discounts
• FREE admission to the Sails to Rails Museum
• Exclusive stops and Key West attraction discounts
• 100% satisfaction guarantee

Ghosts & Gravestones

• Voted Top Ten Best Ghost Tour by USA Today Readers' Choice
• Explore Some of Key West’s Most Haunted Sites…
• Pass by Some of the Most Tragic and Most Sacred Sites of the Island
• Your voyage includes a stop at the Key West Shipwreck Treasure Museum

1-Day Conch Tour Train

• 1-day tour of the Conch Republic
• One full loop through Old Town Key West
• Includes three stops
• Highlights marvelous sights, stories and entertainment

2-Day Trolley

• 2 consecutive days of free unlimited re-boarding

2-Day Conch Tour Train

• 2-consecutive day tour of the Conch Republic
• Key West Aquarium

• Daily shark and turtle feedings
• Touch Tank offers guests hands on experience
• Featuring a wide variety of fish including grouper, moray eels, barracuda, tropical fish, tarpon, parrotfish and more
• Truman Little White House

• See the home Harry S. Truman came to relax and rest
• History tellers share fascinating stories of the most important man of his time
• Visit where Eisenhower recuperated from his heart attack in 1956
• Thomas Edison resided here during World War I

Key West Shipwreck Treasure Museum

• Discover the world of Shipwrecking
• Hear the story of the Isaac Allerton
• Climb a 65' Captain's Observatory
• Lift a silver bar salvaged from a Spanish galleon
• Enjoy a video presentation about the shipwrecking industry
• Sails to Rails Museum

• Discover the Age of Sail in the Caribbean, Gulf of Mexico and the Florida Keys
• Lift a genuine silver bar
• Enjoy video presentations on the Overseas Railroad
• Hands on, immersive activities

Discover Amazing Tours in Key West

MUSEUMS & ATTRACTIONS

Step back in time and explore key west culture.

SHOPPING & DINING

Sample tastes, sights, and sounds.

Groups, Charters & Weddings

Plan an unforgettable experience for your group event with Historic Tours of America.

Groups & Charters

• Enjoy discounted rates
• Custom design your rental
• Private tour guide provided for charters
• Combine a rental with attractions
• Bring your guests to your event on time
• Ride in classic Key West style
• Personalize your trolley or train ride
• Be treated to a red-carpet experience!

Hometown Pass

Locals receive Free Admission!

Included* with Your Key West Hometown Pass:

• Old Town Trolley Tours
• Conch Tour Train
• Shipwreck Treasure Museum
• Ghosts & Gravestones

Our Free Hometown Pass is the best way to entertain visiting friends and family!

Monroe County Residents can take advantage of some of our tours and attractions for FREE when accompanied by an adult full-fare paid guest.* It’s Simple, Fast & Best of all… Free!

Get all the information you need

How long does the old town trolley tour last.

The Old Town Trolley Tour is a 90-minute, fully narrated tour of Key West, but with the 13 stops, free re-boarding, and an all-day pass, the tour can last as long as you want!

What language are the tours in?

All of our tours are in English.

Where do I park?

Parking on a 2 mile by 4 mile island can be difficult. Our tour route and stops are at convenient locations all around the island, within walking distance of most major hotels and attractions.

Are food and drinks allowed while on the tour?

Food and drinks are welcome. However alcoholic beverages are not allowed under any circumstance for the safety and comfort of all of our guests.

Are dogs allowed on your trolleys and trains?

Service animals are the only animals that are allowed on board the trolleys. A service animal means a dog, regardless of breed or type, that is individually trained to do work or perform tasks for the benefit of a qualified individual with a disability, including a physical, sensory, psychiatric, intellectual, or other mental disability. Animal species other than dogs, emotional support animals, comfort animals, companionship animals, and service animals in training are not service animals.

Are your trolleys and trains accessible for individuals with wheelchairs and motorized scooters?

If the guest is ambulatory, collapsible wheelchairs can be accommodated at any time. We will fold them and stow them during the tour. Guests may board and disembark at any stop. Indeed, a number of our fleet are equipped with motorized lifts that can accommodate scooters and/or wheelchairs. We are happy to provide this service, but ask for a few small accommodations to allow us to do so with the utmost safety and minimal impact on other guests utilizing our service. If a guest is non-ambulatory or has a non-collapsible chair/scooter, we do have several trolleys and trains equipped with hydraulic lifts. For the safety of the guest, the lift can only be deployed at certain stops.

We request that you give us as much notice as possible as to your arrival date and the time you’d like to take the tour (24 hours preferred). This will assure that a properly equipped vehicle will be made available for your use. Please arrive at your pre arranged stop no less than 15 minutes prior to your departure time so that we can accomplish the loading process smoothly and safely. This means that you will need to secure your own transportation to one of these locations and that you cannot utilize the ON/OFF privileges on the tour. Because of the high volume of our stops, including significant traffic density and uneven pavement, use of the lift outside of these locations would be inadvisable.

Are your tours open every day?

We are closed the last Saturday in October for Fantasy Fest.

What does the Conch Tour Train tour focus on?

The tour focuses on Old Town Key West and its history.

Can I bring my stroller on board the trolley and train?

Yes, we can accommodate strollers but they must be collapsible and will be stored up front with the conductor. Strollers in the aisle ways would constitute a safety hazard.

Do you have public presentations at the Key West Aquarium?

Guests can choose to attend any of our public presentations where we delve a little deeper into one of the exciting exhibits here at the aquarium. All presentations are free with admission and are a good way to learn a little bit more about some of the amazing animals we have here in the Florida Keys.

Do I have to take a tour at the Key West Aquarium?

That is entirely up to our guests if they would like to follow a tour. We recommend browsing the exhibits on your own and making time for a tour if your schedule allows. Please remember that our tickets are not transferable.

How much time should I expect to spend in the aquarium?

The average time our guests spend at once is 45 minutes to an hour.

Is fishing allowed at Dry Tortugas National Park?

Fishing is allowed from the shores of the Dry Tortugas as long as you have a current state of Florida salt water license which must be purchased before boarding the Yankee Freedom.

Are there restrooms at the Fort Jefferson?

There are no public restrooms available at the park. Visitors will be required to use the facilities provided onboard the Yankee Freedom. Composting toilets will be available for visitors to use within the campground and after 2:30 PM. Composting toilets are specially designed toilets that do not require water or chemicals and they can accommodate a small number of users. These toilets are extremely fragile, and throwing trash or other materials into composting toilets is strictly prohibited.

Do cell phones work at Fort Jefferson?

No, there are no cell phone towers in the Dry Tortugas.

How deep is the water in which we will be snorkeling at Fort Jefferson?

The designated snorkel area is right off shore, and depths generally range from very shallow to 15 feet.

What’s the difference between Ghosts & Gravestones and other Key West tours?

It can help you gain a new perspective and you get to explore the city in the dark and very different way.

Do we need reservations for the ghost tour?

Yes. Ghosts & Gravestones has a limited number of seats per tour and frequently sells out.

Does the ghost tour run in the rain? / What's the inclement weather policy for the ghost tour?

YES! The tour runs on dark and stormy nights. The only time tours will be cancelled due to weather is if conditions prove to be too dangerous to proceed. In this event all reserved parties will be notified.

Is the ghost tour too scary for my kids? / Is the tour suitable for children?

This tour is rated PG-13 and is not intended for young children. It is not a haunted house; but it is a historical tour turned completely on its head. We use haunted house style moments, historical facts, and creative storytelling to thrill, entertain, and scare our guests.

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Key West’s favorite small group paddle tours and private sandbar & snorkel charters aboard DART are offered at our Geiger Key Paddle Hut or aboard the 31’ Java Cat docked at the Key West Historic Seaport. All tours are led by local nature guides. A hands-on experience with professional instruction allows you to explore lush mangroves and colorful coral gardens. Learn about the abundant marine life and enjoy world class birdwatching.

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Only in Key West can you experience a unique tropical ecosystem where marine life thrives in clear, shallow waters. Key West Eco Tour’s experienced, friendly captains and nature guides introduce you to the pristine protected areas of the Florida Keys National Marine Sanctuary and Key West’s National Wildlife Refuge. Go on a journey into the Florida Key’s nursery for colorful fish, coral and sponge gardens, dense mangrove islands, and abundant birds.

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Key West home tours offer a peek into island lives

By: Author Bonnie Gross

Posted on Last updated: December 6, 2023

One of the great pleasures of visiting Key West is admiring the hundreds of historic homes that have been lovingly preserved and restored.

But few visitors get a peek inside those private homes.

Four weekends a year, however, the owners of some of Key West’s most interesting houses open their doors to visitors on Key West house tours to raise money for historic preservation on the island.

Winter 2023-24 is the 64th year that the non-profit Old Island Restoration Foundation (OIRF) hosted the Key West Home Tours. It is one of the oldest home tours in the country.

Tours are planned for:

• Friday and Saturday, Dec. 29-30, 2023: Home Tours “holiday style,” spotlighting five homes festively dressed for the season, including one with six holiday trees.
• Friday and Saturday, Jan. 12-13, 2024
• Friday and Saturday, Feb. 16-17, 2024
• Friday and Saturday, March 15-16, 2024

Tickets for each tour cost $55 per person ($45 for OIRF members) when purchased in advance through oirf.org/home-tours/ or $60 at the door on tour days. (You get a deal if you buy tickets for all four — $200 for nonmembers; $165 for members.)

All 2024 tours are set for 1-4 p.m., with visitors to travel between homes at their chosen speed via their own transportation. Each month’s tour features a different group of homes and a different experience for participants.

The tours feature houses reflecting the varied tastes and originality of their owners. Some showcase homes have been scrupulously restored. Others have been ingeniously renovated. Many have art collections and antiques.

Key West’s Old Town contains what is believed to be the largest predominantly wooden historic district in the United States with almost 3,000 structures. Many were constructed by shipbuilder-carpenters and cigar manufacturing barons in the 1800s, so the island’s architecture reflects the building styles and cultures of its early inhabitants.

How Key West house tours started

The first home tour was organized in 1960. It cost $2 per person and featured eight homes you could tour in three hours on a single Saturday afternoon. It was a very different era for Key West, according to Jean Shannon, a former board member of the OIRF.

“The Old Island Restoration Foundation was organized by handful of people who were really disappointed with what was happening to the island,” she said. “It was happening all over the United States, and it was called progress. Beautiful historic structures were being torn down.

“The organizers of the foundation realized they were losing their history,” she said. “If they didn’t do something, it would all be gone, replaced by gas stations and car dealerships.”

Shannon said the home tours were more than a fund-raiser: “We were opening people’s eyes to the fact that you could buy one of these homes and you could fix it up and you could save it.”

The appeal of Key West house tours today

Today, while few need to be convinced that Key West homes should be saved, education is still a major part of the tours, Shannon said.

“Once the 20 homes are selected, we research each home. We dig into the historic records and learn the background of each house. We want to give the visitor an idea of the history of island.”

It’s not all about educating visitors, however. It’s also about entertaining them.

“You’re walking through somebody’s home that has all sort of interesting features,” she said.  Volunteers are trained to point out details about the antiques, art works and architecture.

Sue Huffaker, a Key West resident for two decades who has attended more Key West Home Tours than she can recall, says that’s her favorite part of the tours – you’re not just seeing houses, in a way you’re also meeting the people who live there.

“It’s a form of voyeurism, I guess,” she said, laughing. “You get to see who people are. You see what’s important to them.

“Everybody puts out their most precious things and you get an insight into the person. This person is really family oriented with pictures everywhere. Or this person is into cooking.”

Her favorite thing, however, is to see the choice of art.

“You won’t see Cezanne or Picassos; many people have work by local artists in their homes and some of it is extraordinary,” she said. “I have found some of my favorite artists through the Key West Home Tours.”

Where does the money raised go?

The people who agree to open their houses for the home tours are motivated by helping to raise funds for historic preservation, Shannon said

The money raised by the home tours is used to make grants to local home owners and non-profits to fix up their buildings in the historic district. OIRF grants have helped preserve the Old City Hall, the Custom House, the Martello forts, the Key West Lighthouse, the Women’s Club, several churches, and more. Recently, grants helped fund repairs to historic buildings after Hurricane Irma damaged many.

The foundation also has preserved and maintains the Oldest House Museum and Gardens, 322 Duval St., which is open to the public to visit and tour.

Recruiting home owners to participate in the tour is an annual challenge. Volunteers who know about an interesting home will reach out to individuals and ask them to be part of the tour. Some years, celebrities such as children’s author Judy Blume have opened their homes.

Purchase tickets here .

Key West Home Tours logistics

Homes may be seen in any order and viewings may be split over two days. Since parking is challenging in Key West, it is best to bicycle or to combine walking with the free Duval Loop Bus. Here’s information and the route of the bus.

Resources for planning a Florida Keys vacation:

• Mile marker guide with dozens of stops to help make the most of your drive south.
• Florida Keys wildlife : Places to see animals
• Tiki bars:  Soak up the Keys atmosphere
• 12 great kayak outings in the Keys
• Top 10 pit stops on Overseas Highway
• Best beaches in the Florida Keys

Special places to explore in Key West

• Free things to do in Key West
• Key West on budget : Accommodations, restaurants
• Florida Rambler guide to the Lower Keys
• Key West Butterfly Conservatory : A tranquil stop
• Audubon House , a lovely refuge in Key West
• Historic Key West Seaport
• Historic Key West Cemetery  is full of stories
• Fort Zachary Taylor
• Key West chickens

All articles on FloridaRambler.com are original, produced exclusively for our readers and protected by U.S. Copyright law. Any use or re-publication without written permission is against the law.

This page contains affiliate links from which Florida Rambler may earn a sall commission when a purchase is made. This revenue supports our mission to produce quality stories about Florida at no cost to you.

The author, Bonnie Gross, travels with her husband David Blasco, discovering off-the-beaten path places to hike, kayak, bike, swim and explore. Florida Rambler was founded in 2010 by Bonnie and fellow journalist Bob Rountree, two long-time Florida residents who have spent decades exploring the Florida outdoors. Their articles have been published in the Sun Sentinel, the Miami Herald, the Orlando Sentinel, The Guardian and Visit Florida.

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Dave Cannon

Wednesday 22nd of November 2023

My brother-in-law's house was on the tour a few years back. He is a shipbuilder and historical architect. I will be there tomorrow, for the annual Thanksgiving potluck.

      305-587-5575       [email protected]

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UP THE KEYS NATURE TOUR BAMBI, BEACHES, & FUN

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• Now Includes The Iconic 7-Mile Bridge!
• Half Day (4 hours) Sightseeing Tour of The Florida Keys
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DOLPHIN RESEARCH CENTER DAY TOUR FLIPPIN' FUN FOR ALL

• Guided Tour Of The Famous Dolphin Research Center
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Available Add Ons For Our Guests:

Meet The Dolphins

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FLORIDA KEYS TIKI BAR CRAWL DO YOU LIKE PINA COLADAS?

• Visit 3 Of The Best Kept Secret Tiki Bars In The Florida Keys
• Luau Party Favors Included
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• Awesome Scenery Along The Way
• Adults Only 

AQUARIUM ENCOUNTERS DAY TOUR

• Enjoy the Florida Keys Aquarium Encounters, opportunity for animal feedings
• Guided Sightseeing of The Beautiful Bahia Honda State Park
• National Key Deer Refuge 

Stingray Encounter

($65 Per Person)

Coral Reef Snorkel

($95 Per Person)

Big-Shark Bay Encounter

($25 Per Person)

KEY LARGO TO KEY WEST PRIVATE DAY TOUR

NOW SERVICING THE UPPER KEYS

Special Introductory Pricing of

Up to 4 people

($49/each additional person)

This is way more than a shuttle service! Hitch a ride with us and explore the Southernmost point in the US! En Route with your friendly & knowledgeable tour guide, you’ll learn the history, culture, and ecology of the Florida Keys, listen to island music, & enjoy the breathtaking scenery!

Once at Key West, you'll have 3-4 hours of free time during which we recommend to explore the following points-of-interest:

• Ernest Hemingway’s House and Museum
• Sloppy Joe’s Bar - A Key West Tradition!
• Mile Marker Zero
• Sunset Celebration at Mallory Square

Hemingway Rum Company Distillery Tour ($25/Person)

Champagne Sunset Sail ($99/ Person)

BIKE THE OLD 7 MILE BRIDGE

Half day tour.

OUR NATURE TOUR BUT ADD A BIKE RIDE ON THE 7-MILE

   per person

• Bike ride with amazing views
• Ride on the open section of the old '7-mile bridge'
• Bahia Honda State Park
• Tour guides provide historical and ecological commentary throughout the lower keys

PRIVATE CHARTERS

Per group of 4 anglers.

• Offshore, wreck, or reef fishing from Key Largo
• Keep your catch!
• $850 for 4 hr trip (group of 4)
• $1400 for 6 hr trip (group of 4)
• $1850 for 8 hr trip (group of 4)
• $100 for each additional person up to 6 total

Transportation available from Miami

WATERSPORTS

Cable park wakeboarding.

• Full day of fun - 9am to 6pm

Wakeboarding

• Oceanfront Pool
• Private Beach & Tiki Bar
• Sandbar Access
• Pick up and drop off in Key West
• Any skill levels - Beginner to Professional

Optional Activities:

E-Foil Lessons

Kayak & SUP rentals

Hobbie Cat Sailboat

Kiteboarding Lessons

MARATHON TO KEY WEST

Private day tour roadtrip down the keys.

Hitch a ride with us and explore the Southernmost point in the US! En Route with your friendly & knowledgeable tour guide, you’ll learn the history, culture, and ecology of the Florida Keys, listen to island music, & enjoy the breathtaking scenery!

Once at Key West, you'll have 4-5 hours of free time during which we recommend to explore the following points-of-interest:

Champagne Sunset Sail ($99/ Person) 

WELCOME TO KEY WEST WALKING TOUR WALKIN' IN A TROPICAL WONDERLAND

Up to 5 people

($39/each additional person)

What to Expect

• Walk Through Old Town Key West With An Expert Tour Guide
• Visit Key West Historic Seaport, Duval Street, Mallory Square
• Mel Fisher Maritime Heritage Museum
• Harry S. Truman Little White House
• Ernest Hemingway Home & Museum
• The Southernmost Point Of The U.S & More!

Perfect Tour For

• Family, Friends, Couples, Wedding Parties, Bachelor & Bachelorette Parties, Corporate Groups
• First-time Visitors, Customizable for Seasoned Visitors

Available Option

Hop-On The Duval Loop Bus

Please call if your group has 12 or more

HAUNTED HISTORY WALKING TOUR STROLLS, SIPS, & SPOOKS

• Stroll through one of the most haunted cities in the United States
• Stop by 5 haunted mansions and 2 haunted bars in Key West
• Led by expert tour guide, learn about paranormal activity in old town Key West
• BYOB for the haunted walking tour or purchase beverages at bar stops

The Perfect, Private Tour For

Please call if your group has 12 or more 

UP THE KEYS NATURE TOUR BAMBI, BEACHES, & FUN 

• Adults Only

Hemingway Rum Company Distillery Tour ($25 Per Person)

Champagne Sunset Sail ($99 Per Person) 

Hop-On The Duval Loop Bus 

HOW IT WORKS

Choose your tour.

Pick one of our fun filled tours exploring the Florida Keys, or customize your adventure and enjoy a private tour!

BOOK YOUR TOUR

We'll pick you up.

Free pick-up & drop-off at your stay in Key West or vacation rental anywhere in Key West.

UP THE KEYS TOURS

Up The Keys Tours LLC is a 100% family-run, eco-tour operator in the beautiful Florida Keys, and began offering a variety of Key West Driving Tours in March 2016. Our Florida Keys tours are the only land-based tours that offer round-trip driving tours from Key West and Marathon to the nearby islands. Visit one of America’s most beautiful beaches, experience jaw-dropping scenery, hang out with the local wildlife, sip beverages at classic Tiki Bars, & more with an experienced local guide! Book your Florida Keys Tour today!

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BEST FOOD AND DRINKS TOURS IN KEY WEST

RATED #1 ON TRIP ADVISOR

OUR MOST POPULAR FOOD TASTING TOUR

• Most Popular!

Southernmost Food Tasting & Cultural Walking Tour

Our original tour celebrates our Cuban & Caribbean influences, designed for you to try all the “must have” dishes of Key West.

• Public & Private

The Hemingway Experience

Celebrate the island’s most infamous author, Ernest “Papa” Hemingway, on a historical, foodie journey around Old Town. We invite you to explore the island through “Papa’s eyes.”

VIEW OTHER TOURS

Historic seaport food & cultural walking tour.

A best-all-around food tour of fresh local ingredients straight from our waters. Taste maritime history as we walk the historic seaport and visit the docks!

Key West Bar Crawl – Cocktails

Join us on a sip and stroll pub crawl through Key West’s craftiest bars and hidden local gems Off-Duval St. enjoying five local cocktails & two fun food tastings!

Explore Key West’s unique and diverse cuisine on foot

Enjoy the island’s Cuban and Caribbean influences that have made this coastal town a hotspot for fantastic cuisine and cocktails with Key West Food Tours. Be sure to try out our three signature Key West walking tours or our custom tour for your group’s special occasion. Book now to experience Key West food at its finest! 

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Explore with Key West's #1 food & drink tour on TripAdvisor!

A good guide can make or break a food tour, fortunately we had Shannon on ours and she was fantastic. Extremely knowledgeable and entertaining, the food was great, but the history and anecdotes about Key West made this tour highly memorable. Fully recommended.

Met up with Rose at Isle Cook, everything about the tour was just perfect. Rose really made the tour fun and we thought it was one of the best we’ve been on. He really knows about Key West! Have to mention the restaurants and food...outstanding! We’ll have to do another tour when we come back.

The perfect introduction to Key West for first time visitors. Tracy, aka The Fighting Conch, was entertaining from start to finish with his historical tidbits told as only a native could. The food was awesome and no one in my family of four finished the tour hungry. Worth every penny!

My husband and I did the Cocktail Crawl with Shannon! This tour was a must do when in Key West! Great cocktails, great food, and great tour guide. Shannon took us off the beaten path and off Duval street to hidden gems we wouldn’t have known about otherwise. We’ll visit many of these bars again in the future. Look forward to doing other tours they offer.

A real taste of the island with some of Key West's best bites. If you want to experience the must try items on the island, this tour is a must do! Our tour guide Tracy was fantastic! He was knowledgeable, engaging and overall a really cool guy. I would highly suggest this tour to ANYONE looking for a good time and good food!

Check out our blog for food & travel tips!

Let’s get brunch 12 key west places for best breakfast.

In Key West, we know how to party & we know how to sleep in, which means we know how to brunch! A good party can live on into the twilight hours, but you still need to recharge, even if it’s for just another relaxing, fun-filled day of vacation! If you’re like us, breakfast is…

March 3, 2023

Chill Out: It’s Happy Hour In Key West.

When you think of Key West, do you think about drinking?  Yeah, so do a lot of other people.  We’re here to break down the ULTIMATE LIST of the best happy hours on the island.   SANTIAGO’S BODEGA Photo // hulaschoice.com A Spanish tapas hidden gem in Bahama Village, Santiago’s Bodega is many local’s favorite…

January 7, 2023

24 Hours of Food and Fun in Key West

If you’re lucky enough to visit Key West (even if just for a few hours, or perhaps overnight), you’re still lucky!   With so many things to do on a 2×4 mile island, we’re often asked: what’s the best tour, best Cuban coffee, key lime…anything, the list goes on. Key West Food Tours is here…

December 12, 2016

A Comparison of Day Tours from Fort Lauderdale to Key West

Head to Key West, the southernmost point of the US, from Fort Lauderdale to see a different side of Florida. Here is a comparison of day tours from Fort Lauderdale to Key West.

(Photo: Viator.com)

Key West is the southernmost point in the United States and famous for watersports, nightlife, beaches and cocktails. For anyone staying in the bustling coastal city of Fort Lauderdale, with its sophisticated eating and drinking scene and rich arts and culture, heading to Key West makes for a fun, fabulous day trip. It’s an epic drive – just over four hours each way – but takes the Seven Mile bridge straddling the Gulf of Mexico and Atlantic Ocean on the way. Here is a comparison of day tour from Fort Lauderdale to Key West.

Fort Lauderdale to Key West Tour with Optional Add-ons

This is a great one day trip via a comfortable charter bus with onboard Wi-Fi. One of the highlights of the trip is part of the journey itself – the famous Seven Mile Bridge on your ride over to the Keys – and once at Key West the trip becomes fully customisable to what you want to do. Either you can relax and take in the sights of Key West or book one of the optional add-on activities beforehand, including snorkeling, trolley, and a glass-bottom boat tour. It’s a long day at 15 hours but a whole lot of fun. From €102.66.

Book at Viator.com

From Fort Lauderdale to Key West Full-Day Tour

This is a fairly similar trip that also has optional add-ons such as snorkeling, scuba diving, glass bottom boat, parasail, conch train and Hard Rock. You board a luxury coach early in the morning and head to Key West, crossing over Seven Mile Bridge with its spectacular views over the ocean. Once in Key West there are options to add a 90-minute Conch Tour Train or a hop-on hop-off trolley tour to see all the attractions. You can also take to the water if you select from either a three-hour snorkelling adventure, two-hour glass-bottom boat cruise or a 15-minute parasailing ride. In all this day trip is also 15 hours. From  €93.24.

From Fort Lauderdale: Key West and Glass Bottom Boat

With this your you will get to see the shops, restaurants and beaches of Key West at your leisure before experiencing the fish and sealife of the area during a glass-bottom boat ride. The ride there naturally crosses the epic Seven Mile Bridge – in total you’ll cross 42 bridges and hop 32 islands just to get there – and then there is free time to explore Key West. The boat ride is three hours long and heads to Key West Coral Reef, the third-largest reef in the world. The round trip and boat trip are included in the price. Customers have had mixed experiences on this trip – it may be worth getting in touch with the operator first to talk about facilities on the way. From €138.70.

Book at Getyourguide.com

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Interesting history - Key West Ghost and Mysteries Tour

• United States    
• Florida (FL)    
• Florida Keys    
• Key West    
• Key West - Things to Do    
• Key West Ghost and Mysteries Tour

Interesting history

Ted was great. He knows a lot of the history of the island. Although we thought he was a little harsh with people, it’s gotta be like herding cats to keep everyone together. Overall Ted was excellent and the tour was great! Would recommend.

Very informative. Fast Eddie was knowledgeable & great! Had a great time! I would say it's a good way to spend a couple of hours.

We had a great time with Fast Eddie on our Haunted Walking tour of Key West. He was very informative and a great storyteller! Thank you!

This tour was really great I enjoyed everything about it Ted is a really good guide . If you are looking for a ghost tour please check this one out 10/10 experience and lots of information is given. Thank you soo much Ted!

Ted was hands down the best guide we could’ve asked for. We were blessed enough to have a basically private tour and it was the highlight of our entire Key West trip. Ted taught us so much about the history of Key West but also about spirits and interacting with them. I would 11/10 recommend and take this tour again. If you’re thinking about doing a tour, do this one! And I would definitely ask for Ted as a guide.

I hesitated to write this because Eddie is a very nice man but having done ghost tours in other ‘haunted’ cities, this was less of a ghost tour and more of a story telling. It wasn’t what we were looking for.

Reader's Digest

Your Guide to a Florida Keys Road Trip: Key Largo to Key West

Posted: March 12, 2024 | Last updated: March 13, 2024

Your road trip guide to the Florida Keys

One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.

So if you're looking for the perfect Atlantic Coast road trip or cheap beach vacation , look no further than this road trip guide from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.

By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.

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Mile marker: 108–90

The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.

Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.

Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.

Best beach: Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.

Where to eat: Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best traditional restaurants in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.

Where to stay: If you can't get enough of the underwater world, stay at Jules' Undersea Lodge , the world's first underwater hotel. If you'd rather keep dry, try the adults-only Bungalows Key Largo .

Mile marker: 90–63

Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.

There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.

Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, go for a hike or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.

Best beach: Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.

Where to eat: For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.

Where to stay: When it's time to lay your head for the night, check in to one of the new oceanfront suites at Cheeca Lodge & Spa , or your own cottage at The Moorings Village & Spa .

Mile marker: 63–40

Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.

For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.

While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.

Best beach: Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the best beaches in Florida . And it's not just popular with humans; sea turtles nest here between April and October.

Where to eat: For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.

Where to stay: The Faro Blanco Resort & Yacht Club is set on the waterfront and gives you a taste of marina life. Lime Tree Bay Resort on Long Key has spacious townhomes for rent.

The Lower Keys

Mile marker: 40–4

After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an electric vehicle on this road trip so you don't disturb the animals.

Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.

Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.

Best beach: The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.

Where to eat: In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.

Where to stay: Consider the waterfront Sugarloaf Lodge , stay in an Airstream at Big Pine Key Resort  or pop a tent on one of the reserved campsites at Bahia Honda State Park.

Mile marker: 4–0

You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.

If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.

Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some hidden gems . The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.

Best beach: Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.

Where to eat: No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.

Where to stay: The boutique Gardens Hotel , the adults-only Kimpton Hotels Ridley House  or the new Capitana Key West , to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.

Art and history in the Florida Keys

Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for eco-travelers, but artists and history buffs too.

It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.

For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.

Planning your Florida Keys road trip

Now that you're inspired to hit the road, it's time to start planning. After budgeting for a road trip , your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.

If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.

If you're already driving one of the best road trip cars to get to Florida, you're all set. But if you need a loaner, choose one of the best cars to rent for a road trip . Consider packing these road trip essentials and download some of the best podcasts for road trips to make the miles fly by.

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