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
(4.75) 167 Reviews

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The North End of Boston is a wonderfully historical place to tour. It’s fascinating to imagine how much more water was there in the colonial era and also to imagine the highway underground. Lauren was a charming and knowledgeable guide and we engaged in back and forth conversation about the history of the North End.
Ken was delightful. Very knowledgeable and pleasant to be with.
Wonderful narration and captivating storytelling, I learned a lot!
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