13 Drinking Tours in Boston to Build a Day Around

1.Boston Freedom Trail History Pub Crawl Small-Group Tour

★★★★★★★★★★5.0 · 996 reviews · 2 hours 15 minutes (approx.) · from $60Our pick

Meet at the Samuel Adams statue by Faneuil Hall for a 2-hour, small-group walk through Boston’s colonial and Revolutionary past. Guides such as Maddie, Julie, Sam, Anna, and Arielle lead you to four nearby pubs along two blocks of the Freedom Trail. Drinks are extra, and you must be 21 or older.

“Short and enjoyable walk from place to place. Fun information Julie was great. The other members of the group were fun”

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2.Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures

★★★★★★★★★★4.5 · 413 reviews · 1 hour 30 minutes (approx.) · from $36

Start at East India Square with a Salem guide such as Jenna, Andy, Bella, or Susan, then walk to three bars and several haunted sites. Expect about 90 minutes of ghost stories, local history, drink recommendations, and time to order your own beverages. Groups are capped at 20 people.

“Female guide not good, she told few stories about Selam. Only 1 bar hunting. Too much talk about her life and promoting her book”

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3.Boos and Brews Haunted Pub Crawl

★★★★★★★★★★4.1 · 411 reviews · 2 hours · from $30

Walk Salem with an English-speaking US Ghost Adventures guide, stopping at up to four pubs and eight haunted sites. Hear stories of witchcraft, murder, bootleggers, and secret tunnels, with possible stops at Mercy Tavern, Rockafellas, Village Tavern, and Opus. Drinks cost extra, and all guests must be 21 or older.

“Our guide was so awesome and informative! We were late due to traffic and we were still able to enjoy our tour!”

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4.History Pub Crawl Tour Along the Freedom Trail

★★★★★★★★★★4.9 · 279 reviews · 2 hours · from $48

Meet your English-speaking guide at the Samuel Adams statue outside Faneuil Hall for a two-hour walk through Boston’s colonial past, stopping at four bars. Expect local beer advice, lesser-known Revolutionary-era stories, reserved pub areas, and very little walking between stops. Drinks cost extra.

“Tour guide was very informative and entertaining at the same time. Very informational on her beers. Loved MADDY. Had no issues with sign up. A Great time!! Definitely would recommend.”

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5.Signature Boston Guided Brewery Tour with snack

★★★★★★★★★★5.0 · 271 reviews · 3 hours (approx.) · from $119

Meet your beer guide in downtown Boston and ride to local breweries such as Night Shift, Dorchester, or Winter Hill. Sample up to 16 beers, learn how each brewery works, and finish back downtown. Guides may include Adrian, Travis, Andy, or Raj.

“Our tour guide new Everything And I mean everything about beer👍🏾 He educated us, was patient, knowledgeable and we enjoyed his personality ☀️”

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6.Haunted Pub Crawl of Historic Pubs and Taverns

★★★★★★★★★★4.6 · 127 reviews · 2 hours · from $34

Meet at the Samuel Adams Statue by Faneuil Hall for a two-hour, English-language walk through Boston’s haunted pubs, taverns, cemeteries, and Revolutionary-era stories. Guides such as Nicole, Bee, Victoria, and Liberty bring the past to life. You must be 21 or older, and drinks cost extra.

“Tour guide was excellent. Great knowledge. Great info. Fun time!”

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7.Boston Ghosts Boos and Brews Haunted Pub Crawl

★★★★★★★★★★4.5 · 95 reviews · 2 hours (approx.) · from $36

Meet at Boston Common at 7:30 pm for a two-hour walking crawl through four historic pubs. Guides such as Alex, Max, Freddie, and Camilla mix documented ghost stories with Boston history, from Mary Dyer to the Omni Parker House. Groups are capped at 15, and drinks cost extra.

“Great bars & good stories! It was a perfect amount of walking and breaks in between. Our guide, Max was awesome!”

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8.Boos and Brews Haunted Pub Crawl

★★★★★★★★★★4.2 · 73 reviews · 2 hours · from $29Best value

Follow an English-speaking guide with a lantern through nine historic Boston sites, including four pubs, haunted hotels, the 21st Amendment, Beantown Pub, and Granary Burying Ground. You’ll hear local ghost stories, buy your own drinks, and walk more than a mile in two hours.

“The guide was a gentleman and very knowledgeable. really fun tour.”

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9.Boston Haunted Pub Crawl

★★★★★★★★★★4.0 · 62 reviews · 2 hours (approx.)

Start at the Samuel Adams Memorial at 9 p.m. and walk through Boston’s historic tavern district with a local guide. Hear ghost stories tied to Faneuil Hall, Union Oyster House, the Green Dragon, Mary Dyer, and King’s Chapel. Drinks cost extra, and crowded bars may affect the route.

“Nicole was great. Very friendly and fun to be around. She was awesome! The pubs were fun and group was perfect size”

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10.Historic Pubs Walking & Ferry, Food & Drink Tour

★★★★★★★★★★4.9 · 56 reviews · 3h 30m · from $129

Spend 3.5 hours tracing Boston’s Revolutionary past with an English-speaking guide such as Big Al, Alvin, or Martin. Ride the public ferry to Charlestown, visit two historic taverns with drinks and appetizers, then finish with a North End pastry.

“Fantastic! Great tour of Boston revolutionary history and fun guide!”

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11.2 Hour Historic Pub Crawl in Boston

★★★★★★★★★★5.0 · 45 reviews · 2 hours (approx.) · from $35

Meet at Faneuil Hall Marketplace at 6:30 pm for a small-group walk through historic Boston taverns, including the Green Dragon and Dirty Nelly’s. Guides such as Cady, Tim, and Tony have led the crawl, sharing pub stories and Boston lore. Drinks cost extra, and the evening ends at Bell in Hand.

“It was informative and fun! Went into three pubs. Gave us a chance to meet and socialize with other travelers.”

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12.Freedom Trail History Tour and Brewery Taste

★★★★★★★★★★5.0 · 38 reviews · 2 hours 30 minutes (approx.) · from $79

Follow Boston’s Freedom Trail from Faneuil Hall to Boston Common with guides such as Gianna, Nick, or Jon. Hear the story behind the Revolution, visit 11 of the trail’s 16 landmarks, then finish with a beer, seltzer, or mocktail tasting and lunch at Democracy Brewing.

“John was fantastic! We had a small group (just myself and a friend) and it was so nice to be able to ask a lot of questions and really get a full experience! The restaurant/brewery was also exceptional!”

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13.Guided Craft Brewery Tour with a Snack

★★★★★★★★★★4.9 · 27 reviews · 3h 30m · from $105

Meet your English-speaking guide at 2 Park Plaza for a 210-minute tour of three Boston-area breweries, cider houses, or distilleries. Taste up to 12 beers, enjoy a paired snack, and travel between stops in a comfortable vehicle. Guides such as Raj bring an easygoing local touch.

“Tour guide Raj was very friendly and knowledgable. We had a great time exploring different breweries and beers.”

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