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Boston Pub crawls & bar tours

Our most recommended Boston Pub crawls & bar tours

Boston: History Pub Crawl Tour Along the Freedom Trail

1. Boston: History Pub Crawl Tour Along the Freedom Trail

Enjoy drinks along the famous Freedom Trail with a local guide on this history tour and pub crawl in one. Uncover the stories left out of 8th-grade social studies while laughing with fellow travelers from around the globe. 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 draft beers of your choice, one at each pub. Go with the dry run tour if you want to buy your drinks as you go.

Boston: Boos and Booze Haunted Pub Crawl

2. Boston: Boos and Booze Haunted Pub Crawl

Enjoy an evening pub crawl of haunted bars across Boston, and pass by spirited locations in the city on a guided haunted tour. Begin your evening with a drink at the Cheers bar before heading into the dark underbelly of Boston’s most haunted places on this fun and casual haunted pub crawl. Hang out with John F. Kennedy in the back corner of the 21st Amendment. Teleport to Ireland with a pint of Guinness at Emmet’s Pub. Visit the Omni Parker House Hotel, where a sinister liquor salesman haunts Room 303. Finally, head to the Beantown Pub to hear about the life and death of Sam Adams from your guide. Finish the tour at the 17th-century Granary Burying Ground cemetery.

Boston: Afternoon Sailing Trip Around Boston Harbor

3. Boston: Afternoon Sailing Trip Around Boston Harbor

Embark on a scenic sailing trip on board an authentic tall ship in Boston Harbor. Sailing offers a great family-friendly way to see Boston from a new viewpoint. Choose between a 1.5-hour sail on the Liberty Star or a 2-hour sail on the Liberty Clipper. Hop on board and be transported back to the time when the tall ships would come in from the Old World. You can help set the sails, take the wheel, or sit back and enjoy the passing scenery of the Boston Harbor and the surrounding islands with the city skyline as a backdrop. The Liberty Clipper is a 125-foot gaff-rigged schooner designed after early American privateers. There is a cash-only bar on the ship with beer, wine, mixed drinks, sodas, bottled water, and snacks available. The Liberty Star is another gaff-rigged schooner modeled after 19th-century vessels that were once known for their speed and agility. The vessel offers a similar taste of what it was like to sail the magnificent ships that were once a common sight in every port. 

Boston: Guided Craft Brewery Tour with a Snack

4. Boston: Guided Craft Brewery Tour with a Snack

Whether you're a light beer drinker or a connoisseur of the brew, this is the perfect introduction to Boston's top breweries, cider houses, and distilleries. From pilsners to stouts, your beer guides will introduce you to award-winning beers of all styles. Tour routes may vary but may include some of the following top brewery affiliates: Mighty Squirrel Brewing Co Aeronaut Cannery Samuel Adams Night Shift Democracy Brewing Co Distraction Brewing Co and more...

Boston: Freedom Trail Bar Crawl Smartphone Audio Guide

5. Boston: Freedom Trail Bar Crawl Smartphone Audio Guide

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. You’ll discover secret history, enjoy famous landmarks, and—of course—drink at the most interesting bars in Beantown. 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. Work together with your friends to solve trivia questions, discover hidden landmarks, and earn points while competing for the top spot on the Brews & Clues Leaderboard! What are you waiting for? Put a team together and get after it!

Other Sightseeing Options in Boston

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What people are saying about Boston

Overall rating

4.9 / 5

based on 53 reviews

Had an incredibly insightful, fun experience with an awesome guide. I'm a Revolutionary War nerd - and still learned tons of things I had no idea about!

Learned some interesting facts about Samuel Adams and the freedom trail that I didn't get to hear in more formal tours I had done earlier. Really fun!

andrew the tour guide made the tour a phenomenal one and im glad i went out of my comfort zone to do this alone and meet cool people

It was wonderful. Fun and educational. Our tour guide, Catherine was very informative and clearly passionate about history.

Lots of fun! Great tour guide and fun filled tour with interesting stories of history.