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Boston Private Walking Tours with Expert Guides

Boston Private Tours and Experiences Hosted by Local Experts

Boston Private Walking Tours with Expert Guides


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
(4.78) 191 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.

Jim, our tour guide, was extremely knowledgeable, friendly and engaging. Really enjoyed the experience!
Ellen was exceptional! She was extremely knowledgeable, taking us to places off the trail to tell a full story. Without her this would not have been as meaningful. THANK YOU ELLEN!!
Our guide,Jessica, was extremely knowledgeable including insights as a Boston local. She was responsive to our questions and we enjoyed the walking tour very much.
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