Beer

Drink your way through Boston's history

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Since 2013, Ye Olde Tavern Tours has been offering historic tavern tours in Boston. 

We were foun ded a P hD in American history and two-time author.

Our guides are expert historians who are energetic and knowledgeable.

WHY THIS MATTERS:

Thousands and thousands of guests have trusted us to learn about Boston's revolutionary and drunken history.

Both locals and visitors join our tours to make the most of their afternoon s .

We are experienced, dependable, and enthusiastic about what we do.

TOUR ALONG THE FREEDOM TRAIL (includes beer or cider)

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Samuel Adams statue in front of Faneuil Hall in Boston

Ye Olde Tavern Tours at Bell in Hand (1)

Learn the revolutionary and drunken history of Boston

See 10 sites on the Freedom Trail and have a beer in 3 historic taverns. Craft beer (or hard cider) is included in the price!

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"The entire group enjoyed the tour and were all impressed with [our guide's] knowledge, especially with all the little tid-bits and factoids [she] knew about the area. It was quite different from other tours and was the perfect length. We will do it again when we’re back in Boston."

Anne and Duncan

Bailey, Mississippi

OUR GUIDES MAKE OUR TOURS SPECIAL

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Ye Olde Tavern Tours guides are trained historians who love beer and meeting new people. All of us studied history in undergrad and many of us have graduate degrees in history. We are super enthusiastic about history and sharing the craziest stories from Boston's revolutionary (and drunken) past!

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Did You Know?

Our tours were founded by a PhD in American History and two-time author. Her second book, King Hancock: The Radical Influence of a Moderate Founding Father , is available now or purchase a signed copy at the end of your tour.

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boston pub tours

Tripadvisor Traveler's Choice Award Winner!

Boston Crawling

Independence Pub Crawl of the Freedom Trail

Quick details.

  • Info Tour: Guided History Pub Crawl
  • Calendar Availability: Daily
  • Hour Glass Duration: 2 hours & 15 minutes
  • User Ages: 21+

Buy Drinks as You go

Includes four beers, drink up the freedom trail.

Learn the unknown tales of Boston’s colonial and revolutionary history as you crawl to historic taverns and hidden pubs on The Independence Pub Crawl.

Laugh while your expert guide shares the tales of Boston’s secret history

Enjoy exclusive local Boston beers

Learn about the influence of beer on famous American events from the landing on Plymouth Rock to the Boston Massacre

Meeting Spot

The pub crawl begins at the Samuel Adams Statue in front of Faneuil Hall (6 Faneuil Hall Square, Boston MA 02109). The statue is about 20 feet tall and features Sam Adams standing on top of a pedestal with his arms crossed. Your guide will be holding a Boston Crawling sign with our crawling baby logo.

Public Transportation

The following MBTA stops are a short walk to Faneuil Hall: Green Line   to Government Center Orange Line   to State Street Blue Line   to State Street Red Line   to Park Street Commuter Rail   to North Station 

Meeting Spot Address:

6 Faneuil Hall Square, Boston MA 02109

Closest Parking:

20 Clinton St. Boston MA 02109

More Questions? Visit our FAQ Page .

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Historic Pub Crawl Private Tour

ArtsBoston Booth Faneuil Hall Marketplace  Boston, MA 02109

Private tours Mondays - Thursdays, reservations required, based upon availability.

About This Tour

Share a pint as our Freedom Trail Players share the past, bringing to life the beloved social center that was an 18th–century tavern. While not all residents of colonial Boston were allowed to speak at the pivotal meetings, here in the tavern their voices could be heard. Learn how women and African American Bostonians found power and place in this bustling port city. Raise a toast to the common folk in the same place where they discussed their plans for a certain shipment of British East India tea. Visit the headquarters where the American Revolution was really brewed!

Tickets: $50 per person with a minimum cost of $300 (minimum cost includes up to 6 people).   

Must be arranged at least 2 weeks in advance by calling (617) 357-8300 or emailing [email protected].

Tour Information

Private, family, or corporate groups (up to 20 people) may request specific tour dates and departure times  here  or by calling (617) 357-8300. Minimum cost: $300

General Information

Chair rental, public transit.

Map Disclaimer Text The Freedom Trail Historic Pub Crawl begins at Faneuil Hall and goes to three pubs.

The Crazy Tourist

Home » Travel Guides » United States » Massachusetts (MA) » 15 Best Boston Beer, Wine and Food Tours

15 Best Boston Beer, Wine and Food Tours

From Paul Revere and Samuel Adams to the Boston Tea Party, Boston Massachusetts is arguably the most historic city in all of America.

With only slightly more than 600,000 residents, it’s not large by modern city standards, but it’s got a well-earned reputation as a tough town that fiercely protects its heritage and traditions – and one that loves its beer and baseball too.

Due to its proximity to some of New England’s most historic and natural wonders, it’s a great stepping-point for other quick trips to the surrounding area.

Below are 15 of the best beer, wine and food tours in Boston.

1. The Original Boston Brews Tour

VIP Brewery & Beer-Tasting Tour with Lunch

Boston has always had a reputation as a town that enjoys its beer; if you’ve got a few hours to kill, there’s no better way to taste more of Boston’s favorite brews than by guided tour.

The tour includes stops at a few of the area’s most friendly taverns and breweries, where in addition to a thorough sampling and having nearly 100 different draft beers at your fingertips, you’ll also enjoy a great lunch.

From dark beer to light and almost everything in between, this tour has it all. It’s a great way to learn about the city’s history and meet some likeminded locals too.

2. Fenway Park History Pub Crawl

Fenway Park Baseball History Pub Crawl

Few things go together as well as baseball and beer, and when in a city like Boston that loves both, enjoying them together is a must.

This tour’s guide will be a local foodie, beer fanatic, and lover of all things baseball, so it’s really like getting three for the price of one.

You and your travel partners will hit at least three bars that are fan favorites, and a local brewery just a stone’s throw from the stadium.

If you’re lucky enough to go during baseball season, the atmosphere will be intense, but fear not, even if it’s the offseason the bars draw a great crowd.

View Prices & Reviews

3. Historic Taverns and Pizza Tour

Historic Taverns And Pizza Tour

Walking tours are a great way to get some exercise, see the sights up close, and get a great feel for the layout of a city.

This 2 ½-hour tour focuses on taverns and pizza – two things that go together like peanut butter and jelly.

On the tour, you’ll visit some of the region’s most historic landmarks, many of which date back to the country’s colonial days.

In bygone eras, taverns were often rallying points for tipsy patriots itching for a fight with the colonial rulers of whom they weren’t too fond. This tour will take you to some places that were once the haunts of some well-known historical figures.

4. Guided Brewery Tour with Drinks and either Lunch or Dinner

Guided Brewery Tour

Microbreweries and brewpubs are all the rage in Boston. Along with some of the city’s larger and more well-known breweries, they give Boston a beer culture that’s very unique.

On this tour, you’ll sample nearly 20 beers and learn about the brewing process.

If you’re staying downtown, door-to-door transportation is included. Depending on the tour you choose, it will either include lunch or dinner.

Even though a meal is included, it’s best not to show up on an empty stomach as some of the beers you’ll try are pretty strong. You wouldn’t want to fall asleep before you’ve gotten your money’s worth!

5. Historic Pub Crawl Tour along the Freedom Trail

Historic Pub Crawl Tour Along The Freedom Trail

Boston is one of the country’s most historic cities, and with such a rich beer history, this pub crawl along Freedom Trail is a great way to get your fill of both.

The crawl will lead you to many historic downtown pubs that are food and drink favorites of the locals -many of which are some of the oldest pubs in the country.

The tour lasts about 2 ½ hours. Like many guests, you may find yourself striking out on your own after the tour and revisiting some of the places you’ve just seen, making a night of it.

6. Food and History Tour from the North End to the Freedom Trail

North End To The Freedom Trail - Food & History Tour

In case you weren’t paying attention in elementary school history, Boston Harbor is one of the most historic areas in the country and is considered the birthplace of the Revolution.

This walking tour includes stops at historically important areas along the harbor and wharf, which runs along Atlantic Avenue.

You’ll stop into a few shops and eateries, and take an afternoon break for an espresso and a pastry.

Faneuil Hall, Quincy Market, and the Old State House are on the itinerary as well. Near the end, you’ll wind through picturesque Beacon Hill, one of the city’s gems.

7. South End Wine and Walking Tour

South End Wine And Walking Tour

Though pretty much everybody knows about Boston’s ages-old beer tradition, what’s not so well known is that the city has undergone a bit of a wine renaissance lately too.

This tour of the city’s South End winds its way through Victorian-era flats, quaint shops, and plenty of restaurants, cafes, and bars that are usually full of cheerful revelers.

At each wine tasting stop, you’ll enjoy reserved tables, food selected specifically to go with your wines, and knowledgeable staff that’ll walk you through the samples and give you a refreshing insight into the finer points of wine-snobbery.

8. Independence Pub Crawl

Independence Pub Crawl

With so many pubs and pub crawls in the city, it’s a wonder you can even walk down the sidewalk without stumbling over inebriated tourists.

For those who’ve only got a few hours to spare, this short but fun pub crawl gives guests the option of choosing what time of the day best suits them.

The tour is led by a local history and spirits aficionado, who’ll take you to some popular and historically significant pubs, where you’ll be able to sample many of the city’s microbrews and hard ciders too.

Food and tips aren’t included, so bring a few extra bucks.

9. Back Bay Walking and Wine Tasting Tour

Back Bay, Boston

Boston’s Back Bay is a trendy area and one especially popular with those who like experiencing the city’s history while sampling some amazing cuisine and wines that were just made for one another.

If you’re not up on wine terms and pairings, fear not, your guide will tell you all there is to know so you can get the most bang for your buck.

Hotel pickup and drop-off aren’t included, but if you’re staying downtown you may be able to walk to the meeting point.

Since it’s a walking tour, be sure to wear a pair of comfy shoes.

10. Sip of Boston Brewery Tour

Sip Of Boston Brewery Tour

Of all the famous brands of beer brewed in Boston, Samuel Adams is probably the most well-known. Though it started out small, it has grown significantly and now ships its flagship Boston Lager all over the country.

On this tour, you’ll visit the brewing facilities of Samuel Adams and Harpoon and get a fascinating historical insight from the tour’s knowledgeable and enthusiastic guide.

From pilsners and stouts to wheat beers and pale ales, you’ll sample many of the most popular, and probably a few that you’ve never even heard of.

Bottled water and snacks are included, as is bus transportation.

11. North End Wine and Walking Tour

North End Wine And Walking Tour

When visiting a new city, it can be difficult to get a feel of where things are before it’s time to pack your bags and head home.

If that sounds like you, consider a walking tour, which will not only get you some exercise and an up-close-and-personal view of the city but on this tour will include some of the region’s best wines.

Group size is limited to 12; you’ll explore Boston’s Little Italy and your wines will be paired with some delectable sweet and savory treats that’ll really satisfy that sweet tooth of yours.

12. Cocktails and Cannoli

Cocktails And Cannoli

If paired correctly, cocktails and sweets can go together nicely, and though Boston is predominately Irish, it’s also got a thriving Italian community that’s especially known for its cannoli.

This tour includes stops to some of the area’s most noted bakeries. You’ll even watch chocolate being made, after which you’ll get to satisfy those taste buds by sampling tiramisu and cannoli along with your cocktail.

The tour lasts about 2 ½ hours. During that time you’ll learn a great deal about the area’s fascinating history too.

Though this tour is brief, it’s a great value for your time and money.

13. South End Food and Drink Tour

South End Food And Drink Tour

Boston’s South End is one of the city’s most famous neighborhoods and has been notably featured in many popular movies about the gangsters who made their names there.

Though the area was once an Irish stronghold, it’s become more diverse lately. On this tour, you’ll stop into a few shops that may seem out of place with their remarkably international cuisine.

The architecture is amazing too, as is the area’s rich history and the amazing restaurants serving lots of traditional classics and some with a contemporary twist.

The tour includes a fair amount of walking and lasts about 3 ½ hours.

14. New England’s Beaches, Beers and Bluffs

New England’s Beaches, Beers And Bluffs

If you’ve got a wide-open itinerary, a pocket full of credit cards, and want to experience all that New England has to offer in one tour, then this is for you.

This seven-day tour includes visits to neighboring states like New Hampshire, Maine, and Vermont. Along the way, you’ll see some amazing natural beauty, learn about the area’s colonial history, and sample some of the region’s most famous and delicious beers too.

Highlights include a Maine lobster cruise and a visit to the Trapp Family Lodge in Stowe.

There’s just too much to list, so check it out thoroughly before booking.

15. North End Secret Food Tour

North End Secret Food Tour

Boston is one of those cities that’s full of unique and distinct neighborhoods that have their own food, feel and history.

This three-hour walking tour is limited to 12 people and will lead you through the city’s North End. Your guide will take you to some of the neighborhood’s most diverse and delectable restaurants, where you’ll sample seafood, sweets, beer, and wine, all while rubbing elbows with some locals and getting to know your travel mates.

Things will get kicked off with a lobster roll, and you’ll try pizza, homemade sausages and some craft beer too.

15 Best Boston Beer, Wine and Food Tours:

  • The Original Boston Brews Tour
  • Fenway Park History Pub Crawl
  • Historic Taverns and Pizza Tour
  • Guided Brewery Tour with Drinks and either Lunch or Dinner
  • Historic Pub Crawl Tour along the Freedom Trail
  • Food and History Tour from the North End to the Freedom Trail
  • South End Wine and Walking Tour
  • Independence Pub Crawl
  • Back Bay Walking and Wine Tasting Tour
  • Sip of Boston Brewery Tour
  • North End Wine and Walking Tour
  • Cocktails and Cannoli
  • South End Food and Drink Tour
  • New England’s Beaches, Beers and Bluffs
  • North End Secret Food Tour

boston pub tours

  • The Boston Signature Brew Tour
  • Bachelor Party Brew Tours
  • Bachelorette Party Brew Tours
  • Special Occasion Brew Tours
  • Corporate Outing Brew Tours
  • Conventions & Conferences
  • Private Tour Inquiry
  • Gift Certificates
  • Monthly Beer Box
  • Aeronaut Cannery & Taproom
  • BearMoose Brewing Co.
  • Bone Up Brewing Co.
  • Cambridge Brewing Company
  • Chelsea Station
  • Democracy Brewing Company
  • Dorchester Brewing Company
  • Lamplighter Brewing Co
  • Mighty Squirrel Brewing Co.
  • Night Shift Brewing
  • Sam Adams Brewery
  • Short Path Distillery
  • Winter Hill Brewing Co.
  • Brew Tour Transportation
  • Our Boston Beer Guides
  • Hotel Accommodations
  • Become an Affiliate
  • Franchise Opportunities
  • More Cities

Boston Brew Tours – Massachusetts’ original brewery tour

Advisor

Best Experience Ever

"It was a birthday gift to remember. Awesome choices, plenty of time to explore and enjoy the other options available. Our guide was very knowledgeable and I have made changes in what we look for in beers as well as how we drink it - always in a glass. Fun and cool"

Excellent Time Had By All

"The tour was great from beginning to end. Mark was an awesome guide. Perfect man for our group. We really enjoyed his knowledge of beer and history. All the brewery stops were good, but Bantam Cider was my favorite. Will definitely be back!"

History Meets Beer

"This tour was a great way to experience the city of Boston and see what various types of beer it has to offer. The tour guide was very informative and made the overall experience fun and enjoyable. Plus, who doesn't like to sample 15-18 beers in under 6 hours? Will definitely recommend this tour to friends!"

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Boston craft beer journey.

Experience the rich history of Boston in an entirely new way through local craft beer! Come with City Brew Tours Boston as we explore the behind-the-scenes magic of craft breweries while tasting local beer and deliciously paired food!

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learn about the

Breweries we visit.

We have close relationships with the best breweries in the Boston area, giving you exclusive access to the places and processes behind your favorite brews. We have carefully chosen from Boston’s top producers to give you an unforgettable craft beer experience in one of the best beer cities in the nation!

what you get

With your brew tour.

Taste up to 12 different craft brews as you are driven around Boston by one of our expert Brew Tour guides. Over the course of 3.5 hours, you will have exclusive access to 3 of Boston’s best local breweries, cideries, or distilleries. Explore this historic and exciting city through the ultimate craft beer experience.

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The 15 Best Boston Tours

Get to know one of America's most historic cities with these tours.

boston pub tours

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Hoping to experience Boston through the eyes of a local? A guided tour may be just the thing. Factoring in traveler sentiment and expert opinion, U.S. News selected some of Boston's best tours. Whether you're eating your way through the North End or zipping around Boston Common on a Segway, you'll see this New England city in a new light and learn some of its history along the way during these top Boston tours.

The Revolutionary Story Tour

Price: Adults from $76; kids from $38 Duration: 4 hours

Many reviewers call this tour enjoyable and one of the best walking tours they'd ever been on thanks to the engaging guide. Led by a local resident with degrees in history, political science and public policy, the tour takes visitors through the streets of Boston to chronologically retell the story of the American Revolution. Along the 3.5-mile jaunt, you'll pass by a dozen of the sites featured on the Freedom Trail, and you'll also hear about the key players in 18th-century Boston, including John Adams, Benjamin Franklin and Paul Revere.

Tours are offered daily at 9:30 a.m. There is also a 1:30 p.m. tour Thursday through Sunday during the winter months and daily during the summer months through the beginning of November. There is a maximum of 16 people per tour. The company partners with another local guide to provide private tours.

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City Experiences by Hornblower – New England Aquarium Whale Watch Cruise

Price: Adults from $65; kids from $45 Duration: 3.5 hours

Hop on one of City Experience's high-speed catamarans for a whale watching excursion to the Stellwagen Bank National Marine Sanctuary. This area is a magnet for whales, dolphins, sea birds and other marine creatures who head there to feed. New England Aquarium naturalists on board offer their insights on whales, answer questions and explain whale behaviors, a big plus for travelers. During your trip, you may see several different species of whales, including humpbacks, finbacks, minkes, sei whales and endangered right whales.

Tours leave from mid-May through early-November from Long Wharf, which is located near the aquarium. Tour frequency depends on the month, but there is at least one per day. Cruisers say the tour is fun and report seeing plenty of wildlife. Combo tickets that include admission to the aquarium are also available. The company also offers sightseeing and sunset cruises.

CityView Trolley Tours

Price: Adults from $42; kids from $20 Duration: 1 hour

The family-friendly hop-on, hop-off CityView Trolley Tours offer a convenient and comfortable way to explore the city and visit its top attractions , something visitors (especially those in Boston for the first time) appreciate. Stops at the New England Aquarium, Quincy Market and Old North Church, among others, make it easy to access sites along the Freedom Trail and other neighborhoods. What's more, guides share fun and informational tidbits along the way.

Trolleys run daily from mid-April to November from 9:30 a.m. to 4:30 p.m. Note: While you can hop on and hop off the trolley as you please, tickets are only valid for one full tour loop. Two-day passes are also available.

Best Boston Tours

Old Town Trolley Tours – Boston Hop-On Hop-Off Trolley Tour

Price: Adults from $50; kids from $29 Duration: 1.5 hours

Explore the top sights in Boston on this hop-on, hop-off trolley tour that makes 18 stops. Along the route, you can hop off and explore attractions like Faneuil Hall, the "Cheers" bar, the USS Constitution and the Old State House, and then hop back on at your leisure. Without getting off, you'll tour for about 90 minutes. Trolleys frequently stop approximately every 15 minutes. Participants praise the convenience this tour offers and rave about the entertaining, informative guides. Reviewers also say the tour is a great way to see the city without having to do a lot of walking.

Trolleys run daily from 9 a.m. to 4 or 5 p.m., depending on the time of year. For one-day tours, tickets allow for unlimited re-boarding. Tickets also get you discounted rates for a Boston Harbor cruise as well as discounted entry to the Boston Tea Party Ships & Museum. Two-day tickets, as well as the Ghosts & Gravestones evening tour are also available.

Boston Pizza Tours – North End Pizza Tour

Price: From $49 Duration: 2.5 hours

Sink your teeth into some of Boston's best pizza on this walking tour. You'll start your stroll in North End, which is considered Boston's Little Italy. Along the way, you'll pass by five sites on the Freedom Trail, including the Paul Revere House and the Old North Church. The tour cost includes three full-size pizza slices, water and a cannoli. Tourgoers applaud guides for their positive attitudes and entertaining, educational delivery of Boston history. Reviewers are also complimentary of the food.

Tours are generally offered two times daily at 11 a.m. and 2 p.m., but a 5 p.m. tour is offered during certain months of the year. Tours are capped at 12 participants. The tour can accommodate vegetarian diets; those with other dietary restrictions (such as vegan diets or food allergies) will need to take a private tour.

Fenway Park Tours

Price: Adults from $25; kids from $17 Duration: 1 hour

Baseball fans and history buffs relish the chance to take a behind-the-scenes peek at America's oldest ballpark. Even non-baseball fans find the tour worthwhile, according to reviewers. The tour takes visitors to important sites within the ballpark, including the world-famous 37-foot-high Green Monster. The excellent guides, full of Red Sox and Fenway Park trivia, offer an entertaining tour and are a hit with participants.

Tours run year-round from 9.m. to 5 p.m. (at 10 a.m. November through March) and start on the hour. On game days, the last tour is scheduled three hours before game time. Fenway Park also offers a variety of other stadium tours, including Day Game Premium Tours and Fenway in Fifteen, a condensed 15-minute tour.

Best Boston Tours

Courtesy of Rose Kennedy Fitzgerald Greenway

Boston Segway Tours

Price: From $69 Duration: 1 or 2 hours

Boston Segway Tours takes visitors on an adventure through the city. Since it's faster to glide than walk, you can cover much more ground on Segway than by foot. As you travel from Boston Common to the Rose Fitzgerald Kennedy Greenway, your guide takes you by some of Boston's most famous landmarks while always keeping an eye out for riders' safety, according to tour-takers. Pick a two-hour tour to visit Cambridge.

Participants must be 14 or older and weigh at least 100 pounds to ride; additional restrictions may apply.

Urban AdvenTours – City View Bike Tour

Price: From $60 Duration: 3 hours

Exploring Boston by bike is a great way to cover a lot of ground in an exciting, active way. Urban AdvenTours' flagship City View Bike Tour takes participants on a 10- to 12-mile trek through six different neighborhoods. You'll bike through major Boston sites, such as North End, the Boston University campus and Kenmore Square, Fenway Park, the South End, Boston Common and Long Wharf. Along with the comprehensive overview of the city, riders commend the care guides take in making them feel safe.

This tour rides daily at 10 a.m., with additional 2 p.m. departures on Saturday and Sunday during the summer months. The tour is best for those comfortable riding on city streets. Children must be age 10 or older. Adults can upgrade to an electric bike for an additional fee. Urban AdvenTours also offers cycling trips through Cambridge and the Emerald Necklace park system, as well as a family-friendly tour for kids 10 and younger.

Off the Eaten Path Tours

Price: Adults from $95; kids from $40 Duration: 3 hours

On this food tour of the North End – Boston's famous Italian neighborhood – owner Paula Noukos promises more than just samples of tasty food. Besides stopping at popular spots, such as Bricco Panetteria and Galleria Umberto, you'll hear tips on how to shop for the best extra virgin olive oil and balsamic vinegar. You'll also learn about the history and architecture of this unique neighborhood, a highlight for reviewers. Travelers are also fond of the guide and appreciate her vast knowledge of the neighborhood.

Tours are generally offered Tuesday through Saturday at 11 a.m. and are limited to 12 people.

Best Boston Tours

Courtesy of Boston Duck Tours

Boston Duck Tours

Price: Adults from $53; kids from $38 Duration: 80 minutes

Quack and splash your way around Beantown with the entertaining Boston Duck Tours, which takes passengers around Boston and into the Charles River on World War II-style amphibious landing vehicles. On the tour, entertaining "conDUCKtors" keep up a lively patter, describing neighborhoods, Boston history, architecture and trivia along the way. A highlight for many visitors is when the vehicle heads into the river offering a different perspective of the city.

Ticket discounts are available for seniors and children 2 and younger. Tours depart from the Museum of Science, the Prudential Center and the New England Aquarium several times a day from mid-March through early-December.

Boston Crawling – Independence Pub Crawl

Price: From $75 Duration: 2 hours

Sip your way through the city at four historic watering holes on Boston Crawling's Independence Pub Crawl. On this tour, you'll visit pubs that have historic significance, drink local brews and hear Boston's "secret" history as you barhop along the Freedom Trail. Reviewers say the tour is informative and fun and applaud the beer recommendations provided by the guides.

Participants can take tours daily at 3 and 7 p.m. There is also an additional noon tour on the weekends. Tourgoers must be at least 21 years old, regardless of whether they're drinking. Tickets include four draft beers of your choice. If you prefer to purchase drinks as you go, you can purchase tickets for a lesser price.

PhotoWalks Tours of Boston – Freedom Trail

Price: Adults from $45; kids from $20 Duration: 1.5 hours

Explore the historic sites of the city and refine your photography skills at the same time on this tour. In addition to visiting Freedom Trail landmarks, such as Boston Common, Park Street Church, the Granary Burying Ground and the Boston Massacre Site, you'll also learn expert tips on how to use your camera or smartphone to take the best pictures – a highlight for many participants. Reviewers are also complimentary of the insightful guides.

Tours run Tuesday, Thursday and Saturday year-round at 1 p.m. The tour is capped at 10 participants, but maybe more during peak times of the year. If you're interested in exploring other neighborhoods or topics, you can sign up for one of PhotoWalks' other tours, including Beacon Hill and the North End, among others.

Best Boston Tours

Courtesy of the Freedom Trail Tour

Freedom Trail Tours – Walk Into History

Price: Adults from $17; kids from $8 Duration: 1.5 hours

The nonprofit Freedom Trail Foundation leads the way on this tour of the Freedom Trail – a milelong path that weaves past some of the city's most historic sites. A costumed guide, in character, leads you to 11 sites, including Boston Common, King's Chapel, the Old South Meeting House, the Boston Massacre site and Faneuil Hall. Reviewers rave about the guides and the characters they inhabit, and highly recommend this excursion over a self-guided tour of the Freedom Trail.

Tours are given daily at 11 a.m., noon and 1 p.m. Other themed tours, including tours that focus on the women of the Revolutionary War and African American patriots, are also available.

Boston Foodie Tours – Boston Public Market & North End Tour

Price: From $90 Duration: 3 hours

Boston Foodie Tours explores two of Boston's famous mainstays: The North End and the Boston Public Market. After enjoying pizza, cannoli and bread in the North End, you'll wind your way to the market to sample doughnuts and ice cream, among other treats. Your tour concludes with a tasting of clam chowder and cornbread. Past tourgoers say this is a must-do experience while visiting Boston.

Tours run Tuesday through Saturday at 10:30 a.m. and 11:30 a.m. on Sundays. Tours are not given on major holidays. The company also offers a comprehensive tour of the North End, plus a private foodie outing to Beacon Hill, among other options.

City Brew Tours – Boston Signature Brew Tour

Price: From $89 Duration: 3.5 hours

For an in-depth Boston beer education, City Brew Tours' Signature Brew Tour is a great place to start. During the tour, you'll be chauffeured around the city in a comfortable van, visit three craft breweries, get behind-the-scenes tours and enjoy up to 12 different local craft beers and a snack along the way. Tourgoers laud the knowledgeable guides and love that driving isn't an issue.

City Brew offers this tour Wednesday through Sunday. Outings depart at 4:45 p.m. and 5:30 p.m. on Wednesday and Thursday. Friday through Sunday, tours begin at noon. All participants must be 21 or older to tour. Tours are capped at 14 participants. A Boston Brew Mystery Crawl is also offered, as are private tours.

You may also be interested in:

  • The Best Hotels in Boston
  • The Best Whale Watching in Cape Cod
  • The Best Weekend Getaways in New England
  • The Best Historical Cities to Visit in the USA

Tags: Tours , Boston , Travel , Vacations , food and drink , New England Vacations , US Vacations

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Kyle McCarthy and Ann Henson Aug. 23, 2024

boston pub tours

boston pub tours

Boston, Massachusetts Freedom Trail Tour

boston bar crawl and freedom trail walking tour

Boston Bar Crawl and Freedom Trail Walking Tour

from $8 per person

Get ready for the best Boston Bar Crawl and Freedom Trail Walking Tour! You’ll discover secret history, enjoy famous landmarks, and—of course—drink at the most interesting bars in Boston. Each tour is private—its just you and your friends working together to solve puzzles, answer trivia, and compete for the top spot on the leaderboard!

On the Boston Bar Crawl and Freedom Trail Walking Tour you and your team will discover Boston’s revolutionary history as you walk the steps of Boston’s famous Freedom Trail. This 2 mile walking experience that takes 3-4 hours to complete. It starts near Boston Common, weaves on and off the Freedom Trail, and finishes in the North End neighborhood.

What are you waiting for? Put a team together and get after it!

Buy your ticket today and use it any time.

Meetup with Friends

Get your friends together, explore the city, work together, grab a few drinks, amazing race meets drunk history, amazing race meets drunk history, there's a lot to love about boston.

Boston is more than just funny accents, Dunkins’ coffee, obnoxious sports fans, bad drivers, lobstah, and clam chowdah. This city is literally packed with history.  Boston is the birthplace of the American Revolution and higher education and is home to some of the coolest places to visit on the planet – both wicked old and very new.

You can sample delicious Italian food in the North End while strolling the cobblestone streets outside Paul Revere’s house . Or, visit America’s oldest public park – Boston Common – while sipping an ice cold Sam Adams  steps away from the ice cold (body) of Sam Adams.

Best of all, Boston is city designed for walking. The world famous Freedom Trail will take you to places and spaces that served as the catalyst for the American Revolution and helped build this country.   While taking in the history and famous Boston landmarks, you can treat yourself to great food, local brews, and the culture of this classic American city.

boston pub tours

Always private

All of our bar crawl trivia tours are a private experience, just for you and your friends.

No time limit

Explore the city at your own pace. There's no tour guide rushing you to the next bar.

Start anytime

We're ready when you are. Buy your ticket today and start your tour anytime.

If you don't love your tour, quit by question 5 and we'll give you a full refund.

Any questions?

Meet at the starting location, create a team name, and log in with your team. The tour will guide you through the city while you explore historic landmarks, learn local history, answer trivia questions, and solve puzzles. As you go, you’ll be guided to some of the best bars in town!

Tours typically take 3-4 hours to complete, but every team goes at their own pace. There is no time limit. We encourage people to make a day of it and enjoy each location as long as they want without feeling rushed.

No drinks are included with the price of your Brews & Clues ticket. From time to time on the tour, we may recommend our local favorites, but ultimately it’s up to you to decide what (and how much) you drink along the way.

In order to answer some questions on your tour, you’ll be asked to go in and out of bars, pubs and tap rooms. Some of those places, depending on the time of day, may restrict entry to anyone under 21.

Absolutely. We designed Brews & Clues to work on any smartphone without the need to download an app. As long as you can get on the internet, you can access the tour.

We have several team sizes available for different groups of people. When you’re purchasing your tour choose the size that works for you.

No worries—drinking is not required on the tour. Whether you drink or not, the experience is designed as fun, interactive and challenging for everyone to enjoy. Even without a buzz, we’re confident that you’ll have a good time.  

We’ve built a help guide within the app if you have any questions as you go. If that doesn’t solve your problem, our team is always just an email away. Just shoot us a note at: [email protected]

boston pub tours

We only had 1 night in Boston and this was the BEST way to spend it. This is such a fun trivia scavenger hunt that gets you to some great historical spots around the city and you get to enjoy some great bars as well along the way. Highly recommend doing this if your headed to a major US city and want to learn about its history.

boston pub tours

2-person team

boston pub tours

12-person team

boston pub tours

6-person team

boston pub tours

Email us anytime at: [email protected]

OUR MISSION

Brews & Clues believes that the world is better when you share it with friends.

COMMENTS

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  2. Home

    Ye Olde Tavern Tours offers walking tours to visit historic sites and taverns along the Freedom Trail. Led by fun and expert historians, learn about the revolutionary (and drunken) history of Boston. ... Since 2013, Ye Olde Tavern Tours has been offering historic tavern tours in Boston. We were foun ded a P hD in American history and two-time ...

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    Boston Small-Group Freedom Trail History Tour Pub Crawl. By Boston Crawling. 575 reviews. Recommended by 98% of travelers. 216. About. Sample local craft beers at some of Boston's oldest taverns and meet fellow travelers along the way during this historic pub crawl, ideal for beer and history buffs alike. Alongside a small group, benefit from ...

  16. 2 Hour Historic Pub Crawl in Boston

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    On this walking pub crawl tour, learn the unknown tales of Boston's colonial and revolutionary history. Discover how beer played a major role in the founding of the nation, from the landing on Plymouth Rock to the Boston Massacre. Customize your experience by choosing from two different tour options. Pick the happy hour option to enjoy four ...

  18. Boston Historic Taverns Tour with Tastings & Roundtrip Ferry Ride

    Get a taste for Boston's best Tavern Snacks and beer on a guided pub crawl around the city. Boston taverns are legendary. In fact, our founding fathers planned the American Revolution in one of them, and it's still open today. Step inside this historic pub and grab a cold one (or two) along with some of Boston's best Tavern Snacks. During the tour, you'll explore some of the city's ...

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    The Boston Pub Tours are offered Mondays, Tuesdays, Thursdays and Fridays, April to December. Tours typically begin at 2:00 PM. How Long Is The Historic Pub Tour of Boston . The Taveren Tours of Boston have a tour length of 3½ hours and a total duration of approximately 4 hours. Does Weather Impact Food Tour Experiences ...

  23. Best Boston Bar Crawl

    from $8 per person. Get ready for the best Boston Bar Crawl and Freedom Trail Walking Tour! You'll discover secret history, enjoy famous landmarks, and—of course—drink at the most interesting bars in Boston. Each tour is private—its just you and your friends working together to solve puzzles, answer trivia, and compete for the top spot ...