Where to Drink: the 9 Best Boston Pub Crawls

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

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

Meet at Samuel Adams’s statue by Faneuil Hall for a 2-hour-15-minute history-and-pub walk. Your Boston guide, such as Maddie, Julie, Anna, Sam, or Arielle, leads you along two blocks of the Freedom Trail and into four nearby pubs. Drinks are bought separately, and the tour suits adults 21 and older.

“Fun pubs and informative about Boston and Freedom trail. Great guide. Lots of enthusiasm and good recommendations.”

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

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

Join Boston Crawling for a two-hour, English-language pub crawl from Faneuil Hall. Your guide leads you to four nearby bars, sharing colonial and Revolutionary-era stories, beer lore, and local recommendations. Drinks are bought separately, and guides such as Maddy, Anna, Julia, and Alex bring plenty of humor and personality.

“Hallie did an amazing job at giving us the history of Boston while also keeping us entertained. She answered all of our questions and gave us great recommendations on drinks. 10/10 experience with her as our guide!”

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3.Boston Historic Taverns Tour with Tastings and Ferry

★★★★★★★★★★5.0 · 156 reviews · 3 hours 30 minutes (approx.) · from $129

Start in Boston’s North End with guide Alvin Big Al, then walk through Charlestown, cross Boston Harbor by public ferry, visit the Warren Tavern and either the Bell in Hand or Green Dragon, and finish with a cannoli. The 3.5-hour small-group tour blends Revolutionary history, local stories, tavern snacks, and two included drinks.

“If you get Big Al as your guy, you're in for a real treat.He certainly has a passion for history and is full of all kinds of facts. He had answers for all our questions, knew all the neat local places to go and shared a lot of information.”

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4.Boston: Haunted Pub Crawl of Historic Pubs and Taverns

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

Spend two hours with an English-speaking guide tracing Boston’s Revolutionary-era ghosts, notorious taverns, and grim local stories. Meet at the Samuel Adams statue by Faneuil Hall Marketplace. Guides such as Nicole, Bee, Victoria, Liberty, and Max are praised for humor and strong storytelling, but drinks are not included.

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

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5.Boston Ghosts Boos and Brews Haunted Pub Crawl

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

Join a small group at Boston Common for a two-hour evening walk through haunted stories, old hotels, burial grounds, and four historic pubs. Guides such as Alex, Max, Freddy, and Camilla mix local history with humor. Drinks are not included, and the tour ends at Beantown Pub.

“Had a very charismatic, local Bostonian to share the local legends and lores, very entertaining and intruiging, she is highly recommended!”

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6.Boston: Boos and Brews Haunted Pub Crawl

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

Spend two hours walking Boston’s historic center with an English-speaking US Ghost Adventures guide in a black shirt or colonial costume. Visit nine haunted sites, including the 21st Amendment, Emmet’s Pub, Omni Parker House, Beantown Pub, and Granary Burying Ground. Drinks, food, and transport cost extra, and the route covers more than a mile.

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

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7.Boston Haunted Pub Crawl

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

Walk Boston’s historic center after dark with a local guide such as Nicole, Max, Beth, or Liberty. Hear stories tied to Samuel Adams, Paul Revere, Faneuil Hall, the Green Dragon, Union Oyster House, and King’s Chapel Burying Ground. Drinks are purchased separately, and busy bars can affect the route.

“We lost our guide after the second stop due to the bar being to crowded and did not find her anywhere outside the building”

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8.Boston: Historic Pubs Walking & Ferry, Food & Drink Tour

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

Spend 3.5 hours with an English-speaking guide such as Big Al, Alvin, or Martin, tracing Boston’s Revolutionary past by foot and ferry. Visit the Warren Tavern and the city’s oldest tavern, enjoy two drinks and appetizers, then finish with a pastry from Modern Pastry in the North End.

“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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9.2 Hour Historic Pub Crawl in Boston

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

Start at Faneuil Hall Marketplace for a two-hour, small-group walk through historic Boston taverns, including the Green Dragon and Dirty Nelly’s. Guides such as Cady, Tim, and Tony bring pub stories and local history, while you buy your own drinks at each stop. The crawl ends at Bell in Hand, billed as America’s oldest tavern.

“The group was awesome. The guide was super knowledgeable. He added an extra bar at the end. We had a great time.”

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