Boston
These are the Freedom Trail walks I’d actually book, from costumed classics to small groups that skip the script. The red brick line runs 2.5 miles from Boston Common to Bunker Hill, and most guided tours cover the downtown stretch in about 90 minutes. Morning slots beat the crowds.
Discover the secrets of Revolutionary Boston on our small group tour of the iconic Freedom Trail. Uncover history like never before!
Most Popular★ 5.0“Good info. It’s windy and cold and the tour guide tried his best to keep us warm. Learnt about the underlying history.”
★★★★★★★★★★
6,450 reviews2 hours 30 minutes (approx.)From $35.10by Hub Town Tours
Discover the rich history and hidden gems of Boston on our daily walking tour of the Freedom Trail. Uncover the secrets of this iconic city!
★ 4.5“Tour Guide was Jeremiah Poope. Highly recommend. He was knowledgeable and entertaining. He stated he’s been doing this for 20 years and he has it down. He made history fun and funny. We took the half tour which was perfect as it started to get…”
★★★★★★★★★★
2,531 reviews1 hour 45 minutes (approx.)From $26.00by The Salem Night Ghost Tour
Discover the secrets of Boston's revolutionary past with our immersive walking tour. Uncover untold stories and walk in the footsteps of history. Book your adventure now!
★ 5.0“Explanation of historical events was excellent. Like being in history class but you actually wanted to be there.”
★★★★★★★★★★
2,356 reviews3 hours to 3 hours 30 minutes (approx.)From $55.00by The Revolutionary Story Tour
Discover the mouthwatering delights and fascinating history of Boston's North End and Freedom Trail on this unforgettable food and history walking tour.
★ 5.0“Ilan was our guide and he was great. I feel like we covered a perfect amount of must-sees for first time Boston visitors. Our time in the North End was fantastic. Unforgettable.”
★★★★★★★★★★
1,772 reviews5 hours (approx.)From $90.86by Intrepid Urban Adventures - USA
Step into the past on a Boston guided walking tour of the Freedom Trail, where history comes alive with every step.
★ 4.9“Just what we were looking for; small group, personal, didn’t seem scripted, knowledgeable and enthusiastic. Matthew was the perfect guide and would highly recommend!”
★★★★★★★★★★
1,748 reviewsFrom $31by Boston History Company
Discover the hidden treasures of the Freedom Trail on a guided walking tour. Immerse yourself in history and explore Boston like never before!
“Our guide Mrs. Palmer was delightful! She was engaging and super knowledgeable! The tour was just the right amount of time and walking. Highly recommend!!!”
★★★★★★★★★★
1,118 reviews1 hour 45 minutes (approx.)From $26.00by Tour of the Freedom Trail
Prepare for an immersive journey through American history on the 'Boston: Small Group Freedom Trail History Walking Tour', where each step holds a piece of the past waiting to be unveiled.
“Our guide Will was very informative and led a great tour of Boston’s Freedom Trail. His knowledge and enthusiasm really brought the history to life. Highly recommend!”
★★★★★★★★★★
877 reviewsFrom $39by Hub Town Tours
Embark on the Freedom Trail Walking Tour in Boston and uncover hidden gems and unique experiences that will leave you wanting more.
★ 4.6“Our guide was both knowledgable and extremely personable. He made the tour high-quality.”
★★★★★★★★★★
837 reviewsFrom $18by Freedom Trail Foundation
Discover the iconic Freedom Trail in Boston! Immerse yourself in history as you explore Bunker Hill and the USS Constitution. Join us for an unforgettable walking tour.
★ 5.0“The history that is told during the trip is very interesting. You realize what was sacrificed to break off from Great Britain”
★★★★★★★★★★
732 reviews4 hours (approx.)From $79.00by Walk & Talk Boston Walking Tours
Discover the heart of Boston on this captivating walking tour! Immerse yourself in history as you explore the Freedom Trail and iconic neighborhoods. Click now!
★ 4.5“Alan, our guide did a great job, bringing Boston's history to life, but his restaurant referral for after the tour resulted in a memorable culinary experience, the best meal we've had on this trip. All in all, a very good day.”
★★★★★★★★★★
473 reviews2 hours (approx.)From $65.00by Boston CityWalks
Discover the rich history of Boston on the iconic Freedom Trail. Uncover untold stories, visit famous landmarks, and immerse yourself in the past. Click now!
★ 4.5“fun, entertaining and a lot of historical information. Guide was great & very friendly, loved the historical costume,”
★★★★★★★★★★
329 reviews1 hour 30 minutes (approx.)From $30.00by Boston Town Crier - Tours of Freedom Trail
Nestle into the shadows of Boston's past on a historic pub crawl where hidden narratives beckon with whispered secrets and untold mysteries.
★ 4.9“Ariel engaged our group with theatrics, knowledge and humor! Well done!”
★★★★★★★★★★
279 reviews2 hoursFrom $48by Boston Crawling
Explore Boston's historic sites with our cutting-edge GPS walking audio tour. Experience the Freedom Trail like never before. Start your adventure today!
★ 4.5“We needed help finding the tour on the app and downloading it but that might be because my sister and I are in our 70s. It started off well, but on my iPhone 16 it kept crashing and I needed to restart it. My sister…”
★★★★★★★★★★
258 reviews2 to 3 hours (approx.)From $7.75
Take an 80-minute journey through Boston's revolutionary past on this narrated trolley tour, uncovering the city's iconic landmarks and significant sites along the Freedom Trail. But there's more to explore.
“Great tour guide. Great tour. Very knowledgeable and easy to see the highlights of historic Boston by trolley.”
★★★★★★★★★★
248 reviews1 hour 20 minutes (approx.)From $38.00by CityView Trolley Tours
Uncover Boston's wild history! Explore the city's revolutionary roots intertwined with its notorious drinking culture. Get ready for a thrilling journey through time!
★ 5.0“Kelly was an amazing tour guide! The small group was perfect! The bars and beer choices were on point! Great experience!”
★★★★★★★★★★
195 reviews2 hours (approx.)From $91.00by Ye Olde Tavern Tours
I chase Boston on foot, from the Freedom Trail's red bricks to North End cannoli, and the harbor keeps pulling me back.