The 15 Best Drinking Tours in Boston

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

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

Meet your Bostonian guide by the Samuel Adams statue at Faneuil Hall for a 2-hour-15-minute crawl through four pubs in the Freedom Trail’s Faneuil Hall section. Expect colonial and revolutionary stories, local drink suggestions, and just two blocks of walking. Choose from three start times, buy drinks as you go, and bring a photo ID proving you are at least 21.

“We had SO MUCH fun on this tour! Our guide Cassandra was amazing. Very informative and fun tour. Highly recommend”

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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

Meet at East India Square for a 90-minute Salem pub crawl with ghost stories, local hauntings, and planned stops at three bars. Guides have included Jenna, Kristen, Michael, Andy, Bella, and Susan, but assignments vary. Drinks are not included, and busy nights can affect which bars the group can enter.

“Great tour. Good locations. Guide was amazing. Drinks were good. One bar was a little crowded and hard to.get drinks.”

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3.Boos and Brews Haunted Pub Crawl

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

Spend two hours walking Salem with an English-speaking guide, hearing researched ghost stories at eight historic sites and stopping at up to four pubs. Routes may include Mercy Tavern, Rockafellas, Village Tavern, or Opus, depending on season and availability. Drinks cost extra. Guides such as Mason, Andy, Jena, and Bella have led past tours, but your guide is assigned on the day.

“This was the perfect activity to do solo. I met lots of cool people and learned some great info about Salem from the tour guide!”

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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 linking Boston’s colonial past with four nearby bars. Expect stories about beer’s role in events such as the Boston Massacre, plus local drink recommendations. Guides have included Maddy, Anna, Julia, and others; drinks cost extra unless your booking option says otherwise.

“Anna was great! She made the tour very interesting as she wasn’t monotone Or boring.”

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5.Signature Boston Guided Brewery Tour with snack

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

Meet your guide in downtown Boston for a three-hour brewery outing with round-trip transport, a snack, and up to 16 craft beer samples. The listed route visits Night Shift Brewing, Dorchester Brewing Company, and Winter Hill Brewing Company, though stops can vary. Guides such as Adrian, Travis, Raj, and Bill have led tours, but your guide is not guaranteed.

“Travis was awesome! He was funny, informative & kept us safe while we tried a variety of delicious beer! Dinner was great too!”

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6.Haunted Pub Crawl of Historic Pubs and Taverns

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

Meet your English-speaking guide at the Samuel Adams statue by Faneuil Hall Marketplace for a two-hour walk through Boston’s haunted past and historic pubs. Hear Revolutionary-era stories tied to Samuel Adams, Paul Revere, and others, with stops or sights that may include the Union Oyster Pub, Double Cola Company, Mountain City Club, and Miller Plaza Pavilion. Drinks cost extra.

“Nicole was a fantastic guide and storyteller. She was personable with a great sense of humor, too. We’d recommend her tour to everybody. Thank you, Nicole!”

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7.Boston Ghosts Boos and Brews Haunted Pub Crawl

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

Start at Boston Common at 7:30 pm for a two-hour walk through Boston’s haunted past and four pub stops. Hear tales linked to Mary Dyer, the Omni Parker House, and a historic burying ground. Guides have included Alex, Max, Camilla, and Freddie. Drinks cost extra, and the group is capped at 15.

“Alex was awesome! He is very knowledgeable about Boston and fun to engage with. Thanks Alex for making the experience magical. 😊”

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8.Boos and Brews Haunted Pub Crawl

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

Join an English-speaking guide for a two-hour Boston walk linking haunted pubs, historic hotels, and Granary Burying Ground. Hear stories tied to JFK, Sam Adams, and a ghostly Room 303. Four pubs are part of the route, but food and drinks are extra. Meet outside the Boston Common Visitors Center.

“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.)

Meet your local guide at the Samuel Adams Memorial at 9 pm for a two-hour Boston pub crawl mixing Revolutionary-era stories, ghost lore, and stops near historic taverns. Nicole, Liberty, Beth, Max, Monica, and Will have led lively tours, but bar access can change with crowds. Drinks are not included, and groups are capped at 20.

“Great tour to get oriented in the area, fun stops and we had a fun group of people. The history stories and sights at night are really cool and not crowded. Stopped at the Bell in Hand Tavern when they had someone at the door checking IDs and they wouldn't take my husband's US military ID and another group member had an ID from the EU and they would not accept that without a passport as well so we skipped that and went to the next place.”

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

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

Start beneath Modern Pastry in the North End, then follow Boston’s Revolutionary-era story by foot and ferry. You’ll visit Warren Tavern and a tavern billed as America’s oldest, with one drink and appetizers at each, plus a North End dessert. Guides have included Big Al, Alvin, and Martin.

“We had an amazing tour. Martin our guide was extremely knowledgeable and great company. We were in a small group so had plenty of chances to ask questions and get to know others in the group. I would recommend this trip to anyone. William and Dawn”

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11.2 Hour Historic Pub Crawl in Boston

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

Start at Faneuil Hall Marketplace at 6:30 pm, then visit historic Boston taverns including the Green Dragon and Dirty Nelly’s. Your guide shares pub and beer history as you go; drinks cost extra, and the tour ends at Bell in Hand, billed as America’s oldest tavern. Groups are capped at 15.

“Cady was a great tour guide and host. Fun experience with a great balance between Boston history and fun pub crawl.”

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12.Freedom Trail History Tour and Brewery Taste

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

Starting at Faneuil Hall Marketplace, this 2.5-hour guided walk visits 11 official Freedom Trail landmarks, from the Boston Massacre Site to Boston Common. Guides including Gianna, Nick, and Jon bring local stories to the route. Finish at Democracy Brewing with a tasting and an included New England lunch.

“Great insight by Jon during what was a easy, short walk from Northend to Boston Common. The best part was the cemetery.”

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13.Guided Craft Brewery Tour with a Snack

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

Spend 3.5 hours visiting three breweries with an English-speaking local guide, tasting up to 12 craft beers, and sharing a paired snack. Routes vary and may include Mighty Squirrel, Aeronaut Cannery, Samuel Adams, Night Shift, Democracy Brewing, or Distraction Brewing. Round-trip transport is included; meet at 2 Park Plaza.

“Really great tour visiting 3 very different breweries and sampling some really great beers. Raj was the perfect host and made for an entertaining and enjoyable evening”

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14.Pizza Beer and Paul Revere Tour

★★★★★★★★★★5.0 · 10 reviews · 2 hours (approx.) · from $65

Join Boston guide Jimbo for a two-hour walk through the North End, where cobbled streets, pizza, local bars, bakeries, and Paul Revere’s old stomping grounds meet. The group is capped at eight, and the noon tour starts and ends at Durty Nelly’s. Expect a slice outdoors, so dress for the weather in winter.

“Switched to this tour when the one we had originally booked was canceled, and are we glad we did! Fun tour, outstanding pizza - we'll definitely look Jimbo up the next time we're in Boston!!”

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15.Sushi Making Class at a Local Brewery in Boston

★★★★★★★★★★4.5 · 3 reviews · 2 hours (approx.) · from $75

At Long Live Roxbury in Boston, chef Harold, who has more than 20 years of experience, teaches you to make miso soup, temaki hand rolls and uramaki inside-out rolls. Ingredients and tools are provided, and you eat the meal you prepare. The two-hour class starts at noon; craft beer is available to buy separately.

“The chef was great and the experience itself was positive - because we sat right next to him. He doesn't use a microphone, so sometimes the hearing is a bit difficult. Also, the menu itself felt a bit simple, even if the pricing was great. But everyone managed to do their rolls and the new knowledge was nice! Would do it again, just think the menu + can improve.”

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