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
(627 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Patrickkd9225sx
Nov 15, 2025
Boston Tour with Bob - Our guide Bob was really informative and entertaining, we had so much fun with him! Best Regards, couple Patrick and Verena
Review provided by Tripadvisor
Alyssahw7069vd
Nov 11, 2025
This is the tour you want to take - Had a great Boston history tour with Conner! There are so many hidden gems and secret stories to discover on this tour that you’d never find on your own. It’s a small group tour and there was plenty of time for questions. Conner even provided some personal recommendations for the rest of my time here. Very professional, knowledgeable, and fun!
Review provided by Tripadvisor
838bretl
Nov 2, 2025
Wonderful Experience - Worth every penny. Great history lesson. The stops on the trail were great, with lots of historical background. I would recommend this to anyone wanting to know the history of boston.
Review provided by Tripadvisor
Lynetteg635
Oct 29, 2025
Great fun had by all!!! - Nabil made our tour so much fun. Would highly recommend this and would do it again next time we come to Boston. Thank you so much, Nabil
Review provided by Tripadvisor
Kathleen_p
Oct 28, 2025
An excellent value! ... - An excellent value! Nabil was a generous, personable, and knowledgeable guide. We thoroughly enjoyed our tour!
Review provided by Viator
Manuel_c
Oct 25, 2025
Boston Walking Tour - Awesome experience. We decided to do this tour on our first day in Boston and did not regret it. Would recommend to anyone
Review provided by Viator
165piam
Oct 24, 2025
Great and engaging tour - It was a great tour and Olivia was amazing. She clearly knew (and was passionate about) Boston’s history. She was very lively and kept the group engaged. It was a great way to quickly learn about that part of the city.
Review provided by Tripadvisor
Helenhh9117nx
Oct 21, 2025
Brilliant - Absolutely brilliant. Nabil wad friendly, made sure ti chat to everyone in the group. Only a small group which was great, you could hear everything Nabil had to say. He was very informative. Would totally recommend this tour, as you get to see different parts of Boston
Review provided by Tripadvisor
Kathleenge490nf
Oct 19, 2025
A great way to learn much about the history of Boston - Bob was superb! Very knowledgeable, nice pace, friendly yet professional, gentle humour when appropriate and we can highly recommend this small group tour. It was nice to have a drink en route which gave us a chance to engage with our fellow group members who were lovely! Thank you Bob !!
Review provided by Tripadvisor
Jet57248127021
Oct 10, 2025
Not your run of the mill tour - Olivia's warmth and knowledge shines as a guide through Boston's highpoints of historical places. Great walking tour.
Review provided by Tripadvisor
From $30
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).