You’ll begin your historical walk near the Blackstone Block, one of Boston's most treasured historic areas. Your expert guide will set the scene as you’re transported back to the 17th century, walking through the network of alleyways of this former business district, a rare surviving structure from the colonial era. Your walk will even pass by Ebenezer Hancock House, the only building left in the city which was owned by John Hancock, a leading figure of the American Revolution. You will then continue through Haymarket, one of the city’s oldest markets—still an active market today. 

Tracing a path along streets named after important Bostonians, you’ll discuss the major historical moments of the North End while passing by the charming old storefronts and pubs that dot the area. Here you’ll learn about Boston’s evolution into one of the busiest shipping ports on the Atlantic. You’ll also take time to explore how immigrants from England and Africa (and later the Irish, Portuguese, Jews, and Italians) shaped the area.

Continuing on, you’ll stop at another important historical site, the Paul Revere House, where your expert guide will teach you about how this famous resident informed and influenced the radical events of the Revolution. And, of course, your walk wouldn’t be complete without a stop at Old North Church, the oldest church in Boston. 

You’ll leave this tour with a thorough understanding of historic Boston, and the city’s overall role in the shaping of America, tracing history from early settlement to Industrial Revolution to Boston’s eventual decline upon New York’s rise to prominence.

For more information about Context tours, please visit our FAQs.

Book with confidence — see Context's flexible cancellation policy here.

We usually meet at the Boston Harbor Islands Pavilion, on the side of the building which faces the harbor located at 191 W Atlantic Avenue and end in the North End neighborhood. Your confirmation email will have the exact meeting point details along with a map. 

Yes. We can adapt the itinerary based on the ages, needs, and interests of travelers in your party. We have some excellent family-friendly experts who can appeal to the learning styles of children. 

Yes, this walk covers about 1.25 miles overall. There are occasional opportunities to sit, use the bathroom and get something to drink if needed.

Tours operate rain or shine, but in the case of inclement weather, your expert will modify the tour so more time is spent indoors. If the weather forecast suggests rain it’s a good plan to have an umbrella with you.