Boozy Tours in Boston: the 4 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 $36Best value

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