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Boston private tours and Boston small group tours

Boston Private and Small Group Guided Tours

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A maze of winding colonial streets, Boston is a backdrop to some of the most significant moments in American history, from revolution to immigration.
One of the busiest shipping ports on the Atlantic seaboard in the 18th century, Boston originally functioned as America’s gateway to Europe. From public spaces bearing the names of America’s founders to former shipping storefronts and longshoreman pubs, this New England metropolis bears the visible markings of America’s birth and evolution to present day. Join us on our Context Boston private tours and Boston small group tours.

Boston Private Tours and Boston Small Group 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
121 Reviews (4.83)

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

Jessica is amazing! Her wealth of knowledge is truly astonishing. Her ability to clearly share information was appreciated by this nonprofessional audience. We never once felt that there would be a pop quiz…although we would have been prepared by Jessica! AND, we now know T.H.E. best spots jn the area to get amazing Italian food. YUM! Yes, a truly comprehensive tour, chock full of important and interesting information :)). Can’t recommend Jessica highly enough. Don’t miss her tour!
Jessica was extremely knowledgeable with respect to American history, especially of the city of Boston and the American revolution. She also lives next to the freedom trail and has intimate knowledge of the North End. We very much enjoyed our tour with her and hope to be able to return again soon so that she might take us to addition sites along the Freedom trail.
Context Tours never fail to please and educate us! We will continue using Context Tours in every location we travel to where they are available.