Boston Private Walking Tours

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Boston Private Walking Tours

Context Travel Boston Tours


Dive deep into the heart of Boston with Context's exclusive private tours, designed to give you an unparalleled understanding of this historic city. Our walking tours are led by Boston's finest historians, each holding a PhD or MA in their field, ensuring your journey through history is both informative and engaging.

Introduction to Boston Tour: Portrait of the North End
Begin your Boston adventure with our Introduction tour, focusing on the vibrant North End. This neighborhood, rich with Italian heritage, also boasts deep roots in America's colonial past. Walk alongside your expert guide through cobblestone streets, past historic sites like the Paul Revere House, and indulge in stories that paint a vivid picture of Boston's transformation over centuries.

Colonial History Audio Guide: Rebels, Riots, and Revolution
For those who prefer to explore at their own pace, our audio guide, "Rebels, Riots, and Revolution," brings to life the tumultuous times of colonial Boston. This self-guided tour allows you to delve into pivotal moments of American history, visiting landmarks like the Old State House and Faneuil Hall, all while listening to expert commentary on your device.

With Context, Boston isn't just visited; it's experienced through the eyes of experts who make history accessible, engaging, and unforgettable. Whether you're here for the architecture, the history, or the stories of its people, our private tours promise a deeper connection to Boston.
What Context Boston Travelers Say
(4.79) 193 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.

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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