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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.
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.
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
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201 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.
Ellen was great company today but even better she was a fantastic tour guide, historian and educator. We've lived in the North End for years. We both love history and have always paid attention to the rich history all around us. That said, we learned more in one afternoon with Ellen than we ever had before. We learned the story behind the story on so many points of interest that we were familiar with but didn't fully understand. Many thanks to Context and our exceptional tour guide Ellen for such a fun, entertaining and rewarding experience.
Matthew
Jul 3, 2025
Jim was very friendly and knowledgeable! He customized our tour to fit our requests. We would definitely recommend this tour!
Lacy
Jun 28, 2025
Jim did a great job of explaining the development of Boston and the North End. His historical knowledge and skilled storytelling are exceptional. He also has good people skills and an easygoing manner.
Zachary
Jun 4, 2025