Boston Walking Tour of The Freedom Trail, Small Group

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

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!”

From: $0.00

Location: Boston

What's Included

Community Discussion

Q&A

Q: Is there an age limit for the Boston Walking Tour? I'm thinking of bringing my kids.

A: There’s no strict age limit! Kids are definitely welcome, and Captain Pickles is great with them. Just keep in mind that it’s a walking tour, so make sure they can handle a couple of hours on their feet. Also, it might be a good idea to bring some snacks and water for them!

Q: What should we wear for the Boston Walking Tour? Is it casual?

A: Casual and comfy is definitely the way to go! You’ll be walking a lot, so wear some good sneakers or walking shoes. Also, check the weather before you go. If it’s sunny, maybe bring a hat and sunscreen. If it’s chilly, layering is a smart idea!

Q: If I want to schedule this tour for a group, is that possible? How many people can join?

A: Yes, you can definitely arrange this for a group! The tours are small, so I recommend reaching out to the Guided Tours Guild directly to see what options they have for larger groups. They’ll help you with scheduling and any special requests!

Discussions

Just did the Boston Walking Tour, and it was AMAZING!

I went on the Boston Walking Tour of the Freedom Trail with Captain Pickles last weekend, and I can't recommend it enough! The storytelling was so engaging, and I learned a ton about the American Revolution that I never knew. The tour felt personal and connected, which made it super special. Plus, it’s free! I’m thinking of giving this experience as a gift to my history-loving friends.

Thinking of booking the Freedom Trail Tour for my partner's birthday!

I’m considering gifting the Boston Walking Tour to my partner since they love history. Has anyone done it recently? How was the vibe? Also, does it get crowded? I’d love to hear any tips or insights!