Explore Boston’s Historic Pubs on the Freedom Trail Crawl
See more
Discover Boston’s rich history with a lively twist on the iconic Freedom Trail. This walking tour combines engaging colonial stories with a fun pub crawl through some of the city’s most historic bars. Led by a costumed guide with a playful sense of mischief, you’ll enjoy tasting curated half-pints of beer or cider at each stop, carefully chosen to match the landmark and legend outside.
The tour kicks off at Democracy Brewing and ends at either its Beer Garden or The Black Rose, depending on the season. In just two hours, you’ll experience a relaxed yet spirited way to toast Boston’s revolutionary past. No need to dress up—costumes are encouraged but not required—and they’re often the source of good-natured teasing.
Along the way, you’ll visit historic pubs, hear captivating stories tied to nearby landmarks, and sample drinks that bring history to life through taste. It’s a perfect mix of education, entertainment, and community, making history feel fresh and fun.
Frequently asked questions
How long does the tour last?
The tour runs for approximately 2 hours.
Is this tour suitable for all ages?
The tour is designed for adults aged 21 and over.
Is the tour accessible for wheelchair users?
Yes, the tour is wheelchair accessible, including transportation options.
What’s included in the experience?
Each stop features a curated half-pint of beer or cider, chosen to enhance the historical experience and match the landmarks outside.
Can I join if I don’t drink alcohol?
The tour focuses on beer and cider tastings, so it’s best suited for those who enjoy these beverages. Please contact us for alternative options if needed.
What should I wear?
Comfortable clothing is recommended. Costumes are encouraged but not required, and they often add to the fun!
Free cancellation
You can cancel for a full refund at least 24 hours before the scheduled start time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Each stop features a curated half-pint of beer or cider, selected to complement the history explored at that location, highlighting each site’s character through taste and tradition.
Itinerary
-
Stop 1
Boston Common, America’s oldest public park, marks the start of our colonial Boston story. It’s viewed from Democracy Brewing.
-
Stop 2
The New State House overlooks Beacon Hill, a key site in Boston’s political growth. Discussed at Emmett’s Pub as we continue exploring colonial history.
-
Stop 3
Granary Burying Ground, the resting place of revolutionary figures, is seen from Beantown Pub and is central to Boston’s colonial story.
-
Stop 4
Old South Meeting House and Old Corner Bookstore, landmarks in Boston’s colonial and literary history, discussed from Hub Pub.
-
Stop 5
The Old State House, site of the Boston Massacre, is discussed from Democracy Brewing Beer Garden or The Black Rose as we continue the story of revolution.
-
Stop 6
The Boston Massacre, a pivotal event in colonial resistance, is explored at Democracy Brewing Beer Garden, highlighting the lead-up to revolution.
Meeting point & pickup
Meet at the starting point
Located at 35 Temple Place in Downtown Boston. It’s a short walk from Park Street or Downtown Crossing stations. Enter through the main Temple Place entrance. Your guide, dressed in colonial costume, will be waiting inside the front area, making it easy to spot.
Open in Google MapsCancellation & confirmation
Free cancellation
You can cancel for a full refund at least 24 hours before the scheduled start time.
- 100% refund if canceled at least 24 hours in advance
- No refund if canceled within 24 hours
- Tour may be canceled due to bad weather or low booking numbers
Instant confirmation
Your booking is confirmed immediately after checkout.
From $99.00 per person
- Free cancellation
- Secure checkout with our booking partner
