Boston History and Freedom Trail Private Walking Tour

Uncover the hidden stories of Boston’s rich history on a small group tour. Hear about the Boston Tea Party, James Otis, the Boston Massacre, and more. Plus, enjoy a surprise local treat!

Duration: 4 hours
Cancellation: 1 day learn more
Highlights
  • Beacon Hill - One of the most popular and well-known neighborhoods in all of Boston, this area is home to the glorious red-brick roads that illustrate the vast history of Boston. Our guide will talk about the development of this area whilst you take in its unique beauty.
  • Granary Burying Ground - Originally part of Boston Common, this cemetery dates back to 1660. Along the way, you’ll pass by the final resting spot of famous Revolutionary heroes like John Hancock, Paul Revere, and Sam Adams.
  • North End - The neighborhood of Boston’s North End is not only known for its historic buildings – including Paul Revere’s home and Old North Church – but also its excellent Italian eateries and local cafes carrying locally roasted Beantown coffee.
  • Old North Church & Historic Site - Built in 1723 and the oldest standing church building in Boston, Old North Church, a stop on your Freedom Trail tour segment, played an important role in the city’s colonial days leading up to the American Revolution.
  • Faneuil Hall Marketplace - Originally built as a public market house and assembly room, this landmark has more recently served as a site of significant speeches and houses unique shops, chain stores, food stands, and more.
  • Freedom Trail - You’ll be discovering the history of the United States at several locations along this famous trail in Boston with a knowledgeable local guide to bring history to life!
  • Old South Meeting House - You can’t come to Boston and not mention the Boston Tea Party. This location, in-fact, a church is where it all began - one night in 1773, when it was the largest building in the city!
  • Massachusetts State House - You’ll love seeing the glittering dome of the inspiring, historic, and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. From the outside, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: The John Hancock Tower.
  • Old Corner Bookstore - Next we’ll pass by the site of the first bookstore in Boston, which has housed the publishers of Thoreau’s Walden, Hawthorne, and Longfellow - you may have heard of his famous tale: Midnight Ride of Paul Revere.
  • Old State House - Moving into the heart of Downtown Boston, we stop in front of the Old State House and site of the Boston Massacre. The Old State House is one of the most iconic buildings in Boston - a Must See - and is also one of the oldest public buildings in the country. Our guide will educate you on its rich history and why it is so important today.
What's Included
  • Visit sites of the Boston Massacre, Boston Tea Party, and Battle of Bunker Hill
  • See Paul Revere’s home and Old North Church in the North End neighborhood
  • Walk down one of the most beautiful streets in America
  • Take in city views and the vibrant art and food scene of the Seaport District
  • Local, English-speaking guide
What's Not Included
  • Additional food and drink
  • Gratuities
  • Not all locations listed are guaranteed stops
Additional Information

This private Boston tour has something for everyone, and we’ll start by indulging the history lovers: relive the city’s major events on a Freedom Trail tour, from speeches protesting British rule in Faneuil Hall to the infamous massacre that took place outside Old State House. We’ll visit the site of the infamous Boston Tea Party and a cemetery where several notable Bostonians are buried.

Other top things to do in Boston include visiting the North End, where you’ll discover Old North Church’s connection to Paul Revere’s famous midnight ride and many excellent Italian eateries. In Beacon Hill, you’ll love the charm of its historic homes and alleyways and see the most photographed street in Boston!

In Charlestown, we’ll see the USS Constitution and tour the battlefield of Bunker Hill. Stop at the Seaport District for the best city views and seafood. Wrap up your tour of Boston in the Back Bay neighborhood to enjoy a cocktail on Newbury Street or a stroll along the Esplanade!

Location
191 Atlantic Ave
Atlantic Avenue
The Greenway Carousel (Outside - Next to the carousel entrance)
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(111 Ratings)
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Janell
Aug 30, 2024
Top Notch Historical Tour of Boston - Allen was a great tour guide. He was knowledgeable, enthusiastic, and really tailored our small private tour to our interests and pace. Highly recommend this tour and Allen as a guide. His sharing of personal local experiences really brought the tour to life.
Review provided by Tripadvisor
Joy_k
Aug 24, 2024
Awesome experience! - Alan was an amazing tour guide! He was very personable and engaging. He asked us what was most interesting to us and adjusted the tour so we would get the most out of our experience. I would HIGHLY recommend this tour and him! We loved walking past these huge tour groups and being very happy our tour was just the three of us!
Review provided by Viator
David_c
Aug 20, 2024
Excellent Tour - The entire tour was great! Allison is an expert on the history of Boston. She made the tour a lot of fun. I would recommend this tour to anyone.
Review provided by Viator
Phanella
Aug 12, 2024
Brilliant tour with teens - highly recommend Connor - We had a fantastic private walking tour of Boston with Connor. He was so engaging and fun and our whole family really enjoyed the two hours he spent with us. As a high school teacher, he really knew how to make the tour fun for our teens. We learned so many great stories and he followed up with lots more Boston recommendations - a lovely touch. Highly recommend this as an intro to Boston.
Review provided by Tripadvisor
Janemx6382iu
Aug 7, 2024
Fantastic Bost City Highlights Tour with Conner - highly recommend!!! - Conner took our family for a city highlights tour of Boston. Conner is the best tour guide we've ever had. He had an incredible ability to share the history of Boston in a story-like manner that was interesting and memorable for the whole family including teenage kids. He answered a million questions for us and his depth of knowledge was incredibly impressive. Conner is a great guy and sensational tour guide. Would highly recommend a tour with him!
Review provided by Tripadvisor
Rstoller
Aug 1, 2024
Excellent introduction to the city and easy walking of half of the Freedom Trail. - We chose the private tour option for five adults. Nabil was an excellent guide, very personable and knowledgeable about the city. We were unfortunate enough to hit a downpour in the middle and Nabil was sensitive to when we needed to take a break from the rain. Highly recommend this tour and Nabil.
Review provided by Tripadvisor
Cho542so
Jul 30, 2024
Boston- Bucket List for is! - Highly recommend Thevalue to go with Bob and We Venture is so worth it. We met early and had the most incredible cappuccino and cannoli ever to start our walk. The history of Boston, the Freedom tour and the history of the Revolution is so worth your morning. Highly recommend it and especially ask for Bob! We had a bucket list check spending the morning in Boston on this tour. It was great!
Review provided by Tripadvisor
Robinneim
Jul 29, 2024
5 star Freedom trail tour - My husband and I took the Boston History and Freedom Trail private walking tour with Allen. Allen was quite knowledgable about the area and provided many facts and interesting stories during the tour. We really enjoyed our time and definitely learned a lot. Very interesting day!
Review provided by Tripadvisor
Melissa_m
Jul 28, 2024
Fantastic tour with Lexie! - We had a fabulous tour with Lexie! She was so knowledgeable about Boston and its history. We loved having a private tour so we could ask questions and didn't get lost in a big crowd of people. She made the tour so much fun. We had a bit of an issue with the meeting point. To make up for it, she had cookies waiting for us when we finally found her. That was a fun surprise! We walked a ways, but it didn't seem difficult since we stopped at so many places along the way. We always take tours when we travel. She did something nobody else has ever done. She emailed us immediately after and shared notes about everything we saw and what she told us. That was fabulous because we always forget so many details. She also gave us a list of things to do and places to eat while we were in Boston. She truly was one of the best guides we have ever had!
Review provided by Viator
Jclarkbr40
Jul 1, 2024
Bob was the best! Great tour! - We had an amazing tour with Bob. We did the 4 hour walking tour. Having that one on one experience made the tour so much better. Bob covered so many different things. Just really made it a great time for myself, my wife and 11 and 17 year old. Everyone was very engaged and had a great time. I would absolutely recommend this tour and specifically Bob to anyone who is interested in going.
Review provided by Tripadvisor
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September 2024
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