Boston private tours and Boston small group tours

Boston Private Tours and Experiences Hosted by Local Experts

Boston Private Tours


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
(4.78) 191 Reviews

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Jessica spent extra time explaining the history of the long wharf and how it all tied into the history and evolution of the city. She was extremely interesting and we enjoyed our time with her would highly recommend.
It was a wonderful experience. It is obvious that Jessica is deeply embedded in and knowledgeable about the North Boston area as well as the conservation efforts going on around the city. She seemed to know everyone we ran into during the tour and is an excellent spokesperson for your organization.
Super knowledgeable and approachable. Her unique and insider information made a special tour.
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