Boston private tours and Boston small group tours

Boston Tours and Experiences Hosted by Local Experts

What makes our Boston private tours and our Boston small group tours in Boston different is that they’re extremely small—6 people max—and led by credentialed Boston private guides, PhD or MA-level in their respective field. Our favorites? Well, it’s hard to choose, but we really love our Boston’s Big Dig Tour, which looks at the monumental effort to bury a highway beneath the city, one of the most expensive and ambitious public works project in history. We also love our Beacon Hill Tour, which explores the history of Boston Brahmins.
What Context Boston Travelers Say
(4.76) 169 Reviews

Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.

Ken was delightful. Very knowledgeable and pleasant to be with.
Jessica was fabulous. We learned so much about Boston history, but especially learning about the North End from a local! It was fabulous!
Excellent way to spend an afternoon learning more about the history of Boston. Ken brought stories, visual aids, and was receptive to our questions. This wasn't my first tour with Context, nor will it be my last.
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