Pubs of the Freedom Trail The Crawl to Liberty

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).