Skip to content
history walk

Explore Old Boston with Private Guide

history walk

Explore Old Boston with Private Guide

2 reviews
Paused through July 31. To protect the health of our community, Airbnb Experiences in many regions are paused due to COVID-19. Visit the Help Center for the latest updates before you book.
Duration
3 hours
Group size
Up to 10 people
Hosted in
English
history walk

Explore Old Boston with Private Guide

history walk

Explore Old Boston with Private Guide

2 reviews
Paused through July 31. To protect the health of our community, Airbnb Experiences in many regions are paused due to COVID-19. Visit the Help Center for the latest updates before you book.
Duration
3 hours
Group size
Up to 10 people
Hosted in
English

What you'll do

Boston's many historic landmarks are linked by a 2.5-mile brick line known as the Freedom Trail. Walking at a leisurely pace, we will follow this popular route—deviating into side alleyways to avoid crowds and visit hidden history—while I share with you the tumultuous story of Boston prior to the beginning of the American Revolution in 1775. I believe the best history is shared as a story; to that end, I have arranged the story of Boston in the 1760s and 1770s into three "tour chapters": The James Otis (lesser-known founder of the Sons of Liberty); The Samuel Adams (well-known for a famous beer he had nothing to do with); and The Paul Revere (best-known for a particular ride on a horse). With the Freedom Trail landmarks as our backdrop and these three local Bostonians as central characters, we will discuss both sides of an explosive argument that would lead to the creation of the United States: Sons of Liberty versus Friends of Government. Our 1.5-mile storytelling stroll will begin on Boston Common (ca. 1634) and pass the many historic landmarks to be found in Boston's Downtown and North End, concluding beside the Paul Revere Statue near the Old North Church (ca. 1723).

Airbnb Experiences are vetted for quality

Airbnb Experiences are vetted for quality

  • Local experts

    Led by locals who love where they’re from and what they do.

  • Small groups

    With intimate group sizes, you’ll never get lost in the crowd.

  • High standards

    Every experience is reviewed for unique access.

Your host

Learn more about Ted

Ted

I moved to Boston five years ago with a BA in U.S. History and Archaeology. Upon arrival, I became an Outreach Educator for the Paul Revere House (ca. 1680), one of the Freedom Trail's most-visited historic sites. I soon moved up to become the Visitor Services Manager for Old South Meeting House (ca. 1729), where the Boston Tea Party began. By 2015, I joined the National Park Service and spent two years as a Park Ranger for Boston National Historical Park, leading daily tours through Boston and interpreting Faneuil Hall (ca. 1742) and the Battle of Bunker Hill (ca. 1775) monument and museum.

Guest reviews

Navigation section for review pages

Where you'll be

After years of leading tours along the Freedom Trail, I know numerous hidden routes in Boston and historical gems as we weave our way through town. If you have a particular interest, I am always happy to cater to your private tour. We will conclude in the North End, home to Boston's Little Italy, which has more than a few options for delicious Italian food.

Things to keep in mind

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Communication policy

Always communicate through Airbnb. To protect your payment, never transfer money or communicate outside of the Airbnb website or app.

Guest requirements

Up to 10 guests ages 10 and up can attend.

What to bring

Comfortable walking shoes

More tips

Public restrooms are available at the beginning and end of the tour, as well as at various points. Our walking pace is leisurely, with benches available at certain stops along the route.
Ted
Explore Old Boston with Private Guide
2 reviews
$89/person
2 reviews
$89/person