Boston Walking Tour of The Freedom Trail, Small Group





Description
Join Captain Pickles, as he takes you back in time, through the American Revolution in Boston. Take notes and ask questions on this easy stroll, as he restores lost narratives in history, about how we became American in the first place. These tours are a movement to restore the American spirit through storytelling, connection, and shared history. History isn’t just a series of facts and dates—it’s a living story shaped by the hands and hearts of countless individuals. GTG's mission is to make it fun to reclaim erased narratives, reignite purpose, and empower Americans to reconnect with their shared heritage in a way that’s engaging, inclusive, and unifying. “We are one!”
Tour Options
Itinerary
The Boston Common is a public park in downtown Boston, Massachusetts. It is the oldest city park in the United States.
Right where John Hancock once lived and now where the Massachusetts Statehouse or the New State House sits, which is the state capitol and seat of government for the Commonwealth of Massachusetts.
Park Street Congregational Church, founded in 1809, is a historic and active evangelical congregational church in Downtown Boston.
We'll stop by the final resting places of James Otis, Paul Revere, Samuel Adams and others.
Established in 1630, it is the oldest graveyard in the city and is a site on the Freedom Trail.
Site of the Boston Latin school, currently where the Old City Hall is at.
built in 1729. It gained fame as the organizing point for the Boston Tea Party on December 16, 1773.
It was built in 1718 as a residence and apothecary shop, and first became a bookstore in 1828.
Located outside of the Old State House is the Boston Massacre Site.
The Old State House, also known as the Old Provincial State House, is a historic building in Boston, Massachusetts, built in 1713.
Great place to end the tour, by the statue of Samuel Adams. This location has bathrooms, local food and a free museum.
Highlights
What's included
Traveller Ratings
Important Information
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Reviews(77)
We were so excited for this tour and got to our location ready to go- only to find out the tour was cancelled and nobody notified us. Very very disappointing to come all this way and not be given any information about the cancellation. The visitor center said the guide told them he wasn’t coming in for the tour. Trying to get a refund from viator and find something else to do here in Boston today.
The tour with “Capt Pickles” was so worth it! Educational, entertaining and inspiring… this is a must do when in Boston!
Our guide (Captain Pickles) was extremely knowledgeable and entertaining. We learned a lot about history that isn’t something you learn from school history books. We highly recommend this tour to anyone visiting the Boston area.
Captain pickles (David) was without a doubt the best tour guide I’ve ever had, it’s rare to find someone who’s so in love with a city’s history and who has the charisma to share that same love with others, I was engaged, intrigued and thoroughly entertained throughout our two hour tour through the Boston commons and surrounding areas and it has been the highlight of my visit so far.
Excellent tour guide, very friendly and help. Made the history and information become alive would recommend thanks George and Matthew for Scotland
⭐⭐⭐⭐⭐ We had a fantastic experience on the American History Freedom Trail tour. Our guide was incredibly knowledgeable, passionate, and enthusiastic about the history of Boston. They brought the stories of the Freedom Trail to life and made every stop engaging and memorable. You could tell they genuinely love sharing American history, and their energy kept the entire group interested from start to finish. I learned so much and would highly recommend this tour to anyone visiting Boston!
Really interesting learned more scone the country’s history
Captain pickles is the best! A great and fun learning experience.
Captain Pickle provided an unbelievable fact filled tour of the freedom Trail. This included me asking many times “!is that true?” or.” I don’t believe that.” it took a while to do my research as I had to deep dive into history to confirm that all the fascinating stories he told me were true. I have taken mini tours around the world and a good tour guide can make all the difference. This was without a doubt the best tour I’ve ever taken.
We really enjoyed our tour with Captain Pickles. He was fun and also informative. He had a great spirit about him which made the tour very enjoyable. I would highly recommend this tour.



