Free cancellation

Pubs of the Freedom Trail: The Crawl to Liberty in Boston

By Boston Bootleggers and Buccaneers

Discover Boston’s rich history in a fun, lively way with the Pubs of the Freedom Trail The Crawl to Liberty. This walking tour takes you through iconic landmarks while enjoying a casual pub crawl. Led by a guide in full colonial costume, you'll hear engaging stories about Boston's revolutionary past, all while sampling half-pints of beer or cider at each stop.

The tour kicks off at Democracy Brewing and concludes at either its Beer Garden or The Black Rose, depending on the season. With a relaxed pace of just two hours, it’s a perfect blend of history and good cheer. Costumes aren’t required but are definitely encouraged—and often roasted by fellow participants.

Whether you're a history buff or just looking for a fun way to experience Boston, this tour offers a unique mix of storytelling, local flavor, and a spirited atmosphere. Raise a glass to Boston’s past and make some memorable moments along the way.

Frequently asked questions

How long does the tour last?

The Pubs of the Freedom Trail The Crawl to Liberty lasts about 2 hours.

Is the tour suitable for all ages?

The tour is designed for adults aged 21 and over. Participants must be within the age range of 21 to 100.

Is the tour accessible for wheelchair users?

Yes, the tour is wheelchair accessible, and transportation options are also accessible.

What’s included in the tour?

Each stop features a curated half-pint of beer or cider, chosen to match the landmark and legend outside, highlighting local tradition and flavor.

Can I join the tour alone or with a group?

Groups are limited to up to 15 people, making it a friendly experience whether you're on your own or with friends.

Do I need to wear a costume?

Costumes aren’t required, but they’re highly encouraged and often lead to some good-natured teasing from the group.

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

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

Duration 2 hours
Languages English
Group Size Up to 15 people
Ages 21 and older
Accessibility Wheelchair accessible; transportation options are accessible

What's included

Included

  • A curated half-pint of beer or cider at each stop, selected to complement the history and landmarks explored during the tour.

Itinerary

  1. Stop 1 Pass by

    Boston Common, America’s oldest public park, marks the start of our colonial Boston story. The tour begins here, with views from Democracy Brewing.

  2. Stop 2 Pass by

    The New State House overlooks Beacon Hill and highlights Boston’s political growth. Discussed at Emmett’s Pub as we continue exploring colonial history.

  3. Stop 3 Pass by

    Granary Burying Ground, the resting place of key figures from Boston’s revolutionary era, is viewed from Beantown Pub as the story unfolds.

  4. Stop 4 Pass by

    Old South Meeting House and the Old Corner Bookstore are landmarks of Boston’s colonial and literary past, discussed from Hub Pub.

  5. Stop 5 Pass by

    The Old State House, site of the Boston Massacre, is explored from Democracy Brewing Beer Garden or The Black Rose, continuing the revolutionary story.

  6. Stop 6 Pass by

    The Boston Massacre itself, a pivotal event, is discussed at the Beer Garden as we examine the rising tensions leading to revolution.

Meeting point & pickup

Meet at the starting point

Located at 35 Temple Place in Downtown Boston. It’s an easy walk from Park Street or Downtown Crossing stations. Enter through the main Temple Place entrance. Your guide, dressed in full colonial costume, will be waiting inside the front area.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 0-1 days
  • May be canceled due to bad weather or insufficient travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $99.00 per person

Adult Age 21–100
1
  • Free cancellation
  • Secure checkout with our booking partner

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