
Pubs of the Freedom Trail The Crawl to Liberty
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Quick answer
Is Pubs of the Freedom Trail The Crawl to Liberty worth booking?
Pubs of the Freedom Trail The Crawl to Liberty is a 2-hour experience in Boston, United States, from $99 per person. It scores 47 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 47 / 100
- Rating
- Not yet rated
- Duration
- 2 hours
- From
- $99 per person
Explore Boston’s history with a spirited twist on the Freedom Trail. This lively walking tour blends sharp colonial storytelling with a pub crawl through several of Boston’s most iconic bars. Led by a costumed guide with
What you get
About this experience
Explore Boston’s history with a spirited twist on the Freedom Trail. This lively walking tour blends sharp colonial storytelling with a pub crawl through several of Boston’s most iconic bars. Led by a costumed guide with a talent for good‑natured mischief, you’ll enjoy curated half‑pours of beer or cider at each stop, each chosen to match the landmark and the legend right outside. The tour kicks off at Democracy Brewing and wraps up at either its Beer Garden or The Black Rose, depending on the season. With a two hour run time, it’s a relaxed, rowdy way to raise a glass to Boston’s past. Visit multiple historic pubs along Boston's Freedom Trail Enjoy curated half‑pints at every stop Hear engaging stories tied to nearby landmarks Costumes aren’t required, but they’re absolutely encouraged (and frequently roasted).
What's included
Included
- Alcoholic beverages
What you'll see and do
Boston Common
Boston Common is America’s oldest public park, a central landmark in downtown Boston and the sute that begins our story of colonial Boston. Viewed from Democracy Brewing.
Pass by without stopping
Massachusetts State House
The New State House overlooks Beacon Hill and marks a key moment in Boston’s political growth. It is discussed at Emmett’s Pub as we continue our story of colonial Boston and its lasting legacy.
Pass by without stopping
Granary Burying Ground is the resting place of key figures from Boston’s revolutionary era and a central part of our colonial story. Viewed from Beantown Pub as we continue the tour.
Pass by without stopping
Old South Meeting House
Old South Meeting House and the Old Corner Bookstore are central landmarks in Boston’s colonial and literary history. Both are discussed from Hub Pub as we continue our story of the city’s revolutionary past.
Pass by without stopping
Old State House
The Old State House is one of Boston’s most important colonial landmarks and the site of the Boston Massacre. It is discussed from the Democracy Brewing Beergarden or The Black Rose as we continue our story of the city’s revolutionary past.
Pass by without stopping
Boston Massacre Site
The Boston Massacre marks a turning point in colonial resistance and is central to our story of rising tensions in 1770. It is discussed at the Democracy Brewing Beergarden as we explore the events leading to revolution.
Pass by without stopping
Where it starts and ends
Meeting point
Boston
located at 35 Temple Place in Downtown Boston. It is an easy walk from the Park Street or Downtown Crossing stations. Guests should enter through the main Temple Place entrance. Your guide will be waiting inside the front area in full colonial costume, making us easy to spot.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
When the beergarden is unavailable, the tour ends at The Black Rose near Faneuil Hall. This well‑known Irish pub is centrally located, easy to find, and close to multiple MBTA lines. It offers a lively, welcoming environment that makes for a fitting final stop on the tour.
Ends at
The tour concludes at the Democracy Brewing Beergarden on Temple Place. This outdoor space offers easy access to the Downtown Crossing. It is a comfortable place to enjoy a final drink and conversation at the end of the experience.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Thu, Fri
- Group size
- Up to 15 travelers per booking
- Operated by
- Boston Bootleggers and Buccaneers
Know before you go
- Wheelchair accessible
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos






Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Thu, Fri
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 47
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pubs of the Freedom Trail The Crawl to Liberty: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Boston.
How much does Pubs of the Freedom Trail The Crawl to Liberty cost?
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Prices start at $99 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Boston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pubs of the Freedom Trail The Crawl to Liberty take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Boston is not rushed.
Is Pubs of the Freedom Trail The Crawl to Liberty worth it?
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It holds an Outty Ranking of 47 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Boston, and how flexible the cancellation terms are.
Can I cancel or reschedule Pubs of the Freedom Trail The Crawl to Liberty?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Pubs of the Freedom Trail The Crawl to Liberty suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pubs of the Freedom Trail The Crawl to Liberty?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Boston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Boston and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Pubs of the Freedom Trail The Crawl to Liberty start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Boston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Boston?
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Boston is compact enough that a good walking guide beats any bus. Freedom Trail walks, harbour cruises, Fenway tours and whale-watch runs out to Stellwagen Bank are the core, plus Salem and Cape Cod as day trips. Outty Ranking weights guide storytelling and group size heavily, because on the Freedom Trail the narration is the entire product. On Outty we rank every Boston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Full Revolutionary Story Epic Small-Group Boston Walking Tour, Boston: Freedom Trail History Small Group Walking Tour, Boston's Freedom Trail: A Revolutionary Walking Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Boston?
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May to October. Whale watching runs roughly April through October only. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Boston?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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