Boston’s drinking tours offer authentic ways to experience the city’s rich brewing heritage and historic pubs.

The best choices include professionally guided brewery excursions, providing behind-the-scenes access and generous tastings at multiple craft breweries.

The Freedom Trail Pub Crawl stands out by pairing Revolutionary War stories with stops at historic taverns, making history both fun and refreshing.

Ghost-and-spirits tours through Beacon Hill combine chilling tales with carefully chosen pub visits.

I’m especially fond of the brewery tours, which include transportation and showcase Boston’s innovative craft beer scene.

The Freedom Trail pub experience is a smart choice, letting you walk the same cobblestones as our Founding Fathers while enjoying modern local brews.

Check out these outstanding Boston drinking tours:

Key Points

  • The Boston Signature Guided Brewery Tour offers VIP access to iconic breweries, up to 12 beer samples, and knowledgeable guides for a comprehensive beer experience.
  • The Boston Small-Group Freedom Trail History Tour Pub Crawl combines historical insights with a visit to multiple historic pubs, providing a unique way to explore Boston’s culture.
  • The Boston Ghosts Boos and Brews Haunted Pub Crawl offers an immersive experience exploring Boston’s haunted history and local libations, catering to enthusiasts of the supernatural.
  • The Boston: History Pub Crawl Tour Along the Freedom Trail blends American history with beer’s influence, offering both a “Happy Hour” and “Dry Run” option to suit various preferences.
  • The Boston: Guided Craft Brewery Tour With a Snack provides a specialized beer-focused experience, visiting three craft breweries or cider houses and including tastings and a paired snack.

Boston Signature Guided Brewery Tour

Boston Signature Guided Brewery Tour

Interested in exploring Boston’s vibrant microbrewery scene? Check out the Boston Signature Guided Brewery Tour.

Operated by City Brew Tours, this half-day excursion offers VIP access to iconic breweries, up to 12 beer samples, and a pretzel snack.

Led by knowledgeable guides, you’ll learn the history and brewing process behind award-winning beers and ciders. With a 93% traveler recommendation based on 180 reviews, this tour delivers a fun and educational experience.

Round-trip transportation is included, with hotel pick-up and drop-off available. Just remember to arrive 10 minutes early, wear closed-toe shoes, and leave the pre-gaming at home.

Don’t miss out on this immersive exploration of Boston’s thriving brewing culture.

Read our full review: Boston Signature Guided Brewery Tour Review
Book now: Check availability

Boston Small-Group Freedom Trail History Tour Pub Crawl

Boston Small-Group Freedom Trail History Tour Pub Crawl

For a one-of-a-kind exploration of Boston’s rich history and vibrant pub culture, consider the Boston Small-Group Freedom Trail History Tour Pub Crawl.

With a maximum of 12 travelers, this 2-hour walking tour takes you to historic pubs along the Freedom Trail, led by knowledgeable Bostonian guides.

Choose the “Happy Hour” option to enjoy 4 pre-paid draft beers, or the “Dry Run” option to buy drinks at your own pace.

Rated 5.0 stars with 98% traveler recommendation, this tour promises a fun and informative experience, featuring captivating tales of Boston’s past and a chance to mingle with fellow beer enthusiasts.

Priced from $60 per person, it’s a must-do activity for anyone seeking to enjoy Boston’s storied history and lively pub scene.

Read our full review: Boston Small-Group Freedom Trail History Tour Pub Crawl Review
Book now: Check availability

Boston Ghosts Boos and Brews Haunted Pub Crawl

Boston Ghosts Boos and Brews Haunted Pub Crawl

Set out on a spellbinding journey through Boston’s haunted history with the Boston Ghosts Boos and Brews Haunted Pub Crawl.

This 4-star rated tour takes you on a thrilling exploration of the city’s most infamous haunts, complete with intensely researched true stories of ghostly encounters.

Priced at $23.20 per person, the tour promises an immersive experience with professional guides, transportation, and the opportunity to imbibe at haunted pubs.

While some guests have noted time management concerns, the overall experience is praised for its entertainment value and the chance to uncover Boston’s eerie past.

Availability is subject to demand, so book now for an unforgettable evening of Booze & Boos.

Read our full review: Boston Ghosts Boos and Brews Haunted Pub Crawl Review
Book now: Check availability

Boston Haunted Pub Crawl

Boston Haunted Pub Crawl

Although the Boston Haunted Pub Crawl promises an evening filled with spooky tales and local libations, the experience may fall short of expectations for some guests.

While the tour features knowledgeable and entertaining guides who weave history and ghost stories, the crowded pub settings can make it difficult to hear and fully engage with the content.

Some reviewers note a disconnect between the pubs visited and the relevance of the ghost stories shared.

Plus, issues with pub capacity and organization have been reported, potentially detracting from the overall experience.

Nevertheless, the tour seems to provide a social and exploratory experience for those interested in Boston’s haunted history.

Read our full review: Boston Haunted Pub Crawl Review
Book now: Check availability

Boston: History Pub Crawl Tour Along the Freedom Trail

Boston: History Pub Crawl Tour Along the Freedom Trail

Immersing yourself in Boston’s rich history, the History Pub Crawl Tour along the Freedom Trail takes you on a captivating journey through the city’s iconic landmarks and hidden watering holes.

Exploring historic taverns and bars, you’ll learn how beer influenced pivotal American events, including the Boston Massacre.

With two options to choose from – Happy Hour with four drinks or Dry Run – you can customize your experience.

Led by knowledgeable local guides, the tour offers exceptional value, with high ratings for entertainment, organization, and service.

Whether you’re a history buff or simply seeking a unique way to experience Boston, this pub crawl promises an unforgettable adventure.

Read our full review: Boston: History Pub Crawl Tour Along the Freedom Trail Review
Book now: Check availability

Boston: Guided Craft Brewery Tour With a Snack

Boston: Guided Craft Brewery Tour With a Snack

For those seeking a more specialized beer-focused experience in Boston, the Guided Craft Brewery Tour with Snack offers an intimate exploration of the city’s thriving local brewing scene.

Over 3.5 hours, you’ll visit 3 craft breweries or cider houses, sample up to 12 beers, and enjoy a delicious paired snack.

With VIP access to the inner workings and local history of each brewery, you’ll gain unique insights guided by a local beer expert.

Comfortable round-trip transportation is included, and the tour is wheelchair accessible.

With a 4.9/5 rating based on 21 reviews, this tour provides an unforgettable way to discover Boston’s craft beer culture.

Read our full review: Boston: Guided Craft Brewery Tour With a Snack Review
Book now: Check availability

Boston: Boos and Brews Haunted Pub Crawl

Boston: Boos and Brews Haunted Pub Crawl

Boston’s Boos and Brews Haunted Pub Crawl takes you on a spooky journey through the city’s storied past.

For $28, you’ll visit 9 historic, haunted sites, including 4 pubs, over 2 hours. Highlights include sharing a drink with JFK’s ghost at the 21st Amendment and encountering a sinister liquor salesman at the Omni Parker House Hotel.

You’ll also learn about Sam Adams’ life and death at the Beantown Pub and explore Boston’s 17th-century Granary Burying Ground.

The tour departs from the Boston Common Visitors Center, and your guide will be easily identifiable.

Just remember to dress for the weather and leave the smoking and video recording at home.

Read our full review: Boston: Boos and Brews Haunted Pub Crawl Review
Book now: Check availability

The Sum Up

You’ll find a variety of fascinating drinking tours in Boston that cater to different interests. From brewery tours to haunted pub crawls, these experiences offer a unique way to explore the city’s rich history and vibrant nightlife. Whether you’re a beer enthusiast or a fan of the supernatural, there’s a Boston drinking tour to suit your preferences.