Boston History Tour: Discover Old and New

Step away from the Freedom Trail and delve into Boston’s fascinating history in a new way. From the signature Boston Harbor and celebrated Freedom Trail, to the charming heart of Beacon Hill, join your local guide on a journey that seeks to link you with the Boston of the past and the present.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Greenway Carousel - Meet the guide and join the group.
  • Faneuil Hall Marketplace - The tour begins at Faneuil Hall, where participants will discover the revolutionaries who first advocated for independence from Great Britain.
  • Custom House Tower by Marriott Vacation Club - From Faneuil Hall, the Custom House Tower is visible, Boston’s…
What's Included
  • Insider tips on where to eat, explore, and relax in Boston
  • Stops at Rose Kennedy Greenway, Custom House Tower, Quincy Market, Old State House, Old City Hall
  • Expert English-speaking guide with local insights and storytelling
  • Small group experience for a more personal and interactive tour
  • A surprise local treat (alcohol might be served; proper ID will be required)
What's Not Included
  • Additional food and drink
  • Tips/gratuities for your guide
Additional Information
  • This is a child-friendly tour. Children under 6 can join for free. Please let us know when booking if you’re bringing a child under 6. Children aged 6 to 11 can join at the adult rate. Please inform us at the time of booking if you’re bringing a child between 6 and 11, using the special requirements box on the checkout page.
  • We reserve the right to…
Location
The Greenway Carousel
Atlantic Avenue
The Greenway Carousel (Outside - Next to the Carousel entrance), 191 Atlantic Ave., Boston, MA 02111
Cancellation Policy

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

Customer Ratings
4.9
(614 Ratings)
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767adelem
Oct 8, 2025
Best way to see Boston - Maddie was amazing. She has a great passion for the history and culture. The pace of the tour was just right with enough walking to be active, but not too fast I felt rushed. There was plenty (but not too much) stopping to learn about the sites. Highly recommend!
Review provided by Tripadvisor
337janed
Oct 5, 2025
Claire and the Freeedom Trail - Claire was our tour guide for the afternoon. I was a private tour of 4. And she was fabulous. Humoring our sillily questions and taking us off script to visit a few special places that were along the way. We were all amazed at her recall of dates, general history, and details along the Freedom Trail. Fabulous time and Claire was superb! Jane & Rupert , Eileen & Tim.
Review provided by Tripadvisor
Hayperro
Oct 2, 2025
Friendly, informative and relaxing tour - Original Tour guide was unwell but we were rebooked on a tour which worked well for us. Claire Williamson was a friendly and helpful guide to the history of Boston. We really enjoyed the two hours which went very quickly.
Review provided by Tripadvisor
A9726jejuliet
Oct 2, 2025
A walk around the freedom route in Boston - This was a superb and very informative two hour tour of Boston’s history and sites. Claire our tour guide was absolutely brilliant. Very knowledgeable and personable. An enjoyable first dip into Boston! Well worth doing to find out more about the sights and history of this beautiful city. Thank you!
Review provided by Tripadvisor
Karenet8272bg
Sep 30, 2025
Wonderful tour - Claire was a wonderful guide and had great knowledge. Perfect amount of time at each spot. Very reasonable admission fee. We had a spectacular time!
Review provided by Tripadvisor
Trek40447160006
Sep 28, 2025
Great experience - Our guide Maddie is very informative and made the tour very interesting. Learnt alot, had some fun and an afternoon well spent!
Review provided by Tripadvisor
958presleyh
Sep 27, 2025
Exploring history and sights of Boston - Wonderful tour to explore the history and sights of Boston! Nabil was a knowledgable, funny, and kind guide! He pointed out the must-see sights and gave lots of recommendations on where to eat or other places to visit. Would definitely book more tours with the company and Nabil.
Review provided by Tripadvisor
Debbiepu5898up
Sep 26, 2025
Intrepid Urban Explorers Boston History and Highlights Walking Tour - We joined the Boston history & highlights walking tour hosted by Olivia. The pace was perfect and we learned loads of interesting facts which you would not know from sitting on a bus tour. Olivia was enthusiastic and passionate about Boston and its rich history. She was really friendly and we thoroughly enjoyed our experience and will definitely be going back.
Review provided by Tripadvisor
Karenro6005cn
Sep 24, 2025
Key moments in the history of Boston - We enjoyed the interesting and informative commentary provided by Nabil. His humorous asides were also very enjoyable!
Review provided by Tripadvisor
I3295ymthomasc
Sep 22, 2025
Freedom trail - I generally don’t like leaving reviews but Olivia was very knowledgeable with stories at each stop. She was fun to be around. She was very passionate
Review provided by Tripadvisor
From $36
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).