Boozy Tours in Boston: the 10 Worth Booking

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

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

Meet your Boston guide at the Samuel Adams statue by Faneuil Hall for a 2-hour-15-minute pub crawl through four nearby bars. Guides such as Maddie, Julie, Sam, Anna, and Arielle mix local drinks with colonial and Revolutionary-era stories. Drinks cost extra, and walking is limited to about two city blocks.

“We had a very lovely and entertaining tour guide. She told us loads of Bostons history and shuffled us to four different pubs, all very close together, so not a lot of walking was required.”

Check availability →Read our full review

2.Cocktails & Cannoli: Boston’s North End Dessert Tour

★★★★★★★★★★5.0 · 309 reviews · 2 hours (approx.)

Walk Boston’s North End with guides such as Pat, Sarah, Deuce, and Gabrielle, tasting four desserts and three cocktails while seeing Paul Revere’s House and Old North Church. Expect about 1.5 miles of walking, small-group attention, and a blind cannoli comparison.

“Loved this tour! So much fun! Pat the tour guide was funny, knowledgeable and very intent on making sure everyone was fully satisfied! Enjoyed getting to know the other couples on the tour and especially enjoyed learning all about Little Italy! This was one of the best parts of our visit to Boston, and I highly recommend!”

Check availability →Read our full review

3.History Pub Crawl Tour Along the Freedom Trail

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

Meet your English-speaking Boston Crawling guide at the Samuel Adams statue outside Faneuil Hall. Over two hours, you’ll visit four nearby bars, buy local beers, and hear lively stories about colonial Boston, the Boston Massacre, and beer’s role in the American Revolution.

“Excellent tour to see some of the most iconic bars and taverns in Boston along the freedom trail. Perfect mix of history and fun.”

Check availability →Read our full review

4.Haunted Boston Booze and Boos Ghost Walking Tour

★★★★★★★★★★4.5 · 155 reviews · 2 hours 30 minutes (approx.) · from $36

Join a costumed Nightly Spirits guide, such as Shannon, Olivia, or Cayd, for a 2.5-hour walk through haunted Boston. Visit the Last Hurrah, Omni Parker House, and Hub Pub, hear stories near old cemeteries, and buy drinks as you go.

“Shannon the Tour Guide was wonderful. She was very personable and was fun to listen to. The tour was full of ghostly stories. Highly recomend to anyone interested in the Boston ghost life”

Check availability →Read our full review

5.Haunted Pub Crawl of Historic Pubs and Taverns

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

Meet at the Samuel Adams statue for a two-hour, English-language walk through Boston’s haunted taverns and Revolutionary-era streets. Guides such as Nicole, Victoria, Bee, and Liberty mix ghost stories, local history, and pub stops. Drinks cost extra, and the tour is for ages 21 and older.

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

Check availability →Read our full review

6.Boston Ghosts Boos and Brews Haunted Pub Crawl

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

Start at Boston Common with a guide such as Alex, Max, Freddie, or Camilla, then walk to four historic pubs and hear documented ghost tales tied to Boston’s past. Drinks cost extra, groups are capped at 15, and the night ends at Beantown Pub beside Sam Adams’s grave.

“Not very ghostly and the bars were unaware (cheers) that we were coming. The guide was nice but not the experience we expected”

Check availability →Read our full review

7.Boos and Brews Haunted Pub Crawl

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

Spend two hours walking Boston’s old streets with a lantern-carrying guide in a black US Ghost Adventures shirt or colonial costume. Hear ghost stories at four pubs, the Omni Parker House, and the Granary Burying Ground. Drinks cost extra, and you should be ready to walk more than a mile.

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

Check availability →Read our full review

8.Boston Haunted Pub Crawl

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

Start at 9 p.m. near Faneuil Hall for a two-hour English-language crawl through Boston’s old taverns and haunted sites. Guides such as Nicole, Liberty, Beth, Max, and Monica mix Revolutionary history, ghost tales, pub stops, and local beer tips. Drinks cost extra, and crowded bars can change the route.

“The only negative was it was really hard to hear the tour guide. She was very knowledgeable and gave not only historical info about each location but a ghost story as well as a local brew recommendation.”

Check availability →Read our full review

9.2 Hour Historic Pub Crawl in Boston

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

Start at Faneuil Hall Marketplace at 6:30 pm and follow a guide through historic Boston taverns, including the Green Dragon and Dirty Nelly’s. You’ll hear pub and city stories, meet fellow sightseers, and choose your own drinks before finishing at Bell in Hand, billed as America’s oldest tavern.

“Very fun experience ! We would definitely do it again! Thank you again!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!”

Check availability →Read our full review

10.Cocktails & Culinary Gems: Boston’s Evening Food & Drink Tour

★★★★★★★★★★5.0 · 2 reviews · 2 hours 30 minutes (approx.) · from $135

Join Bites of Boston Food Tours at 4:30 pm for a 2.5-hour walk through Boston’s South End. You’ll taste five specialties at four eateries, pair each with a drink, visit the city’s oldest fish market, and learn neighborhood history from a guide such as Lauren.

“The tour was excellent and our tour guide Lauren was very knowledgeable about the history of Boston’s South End. The places we stopped at very different and unique. We enjoyed this tour very much and would book another but only if Lauren was are tour guide.”

Check availability →Read our full review