Top Boston Private Sightseeing Tours
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Lev_K, Sep 2026
Excellent tour!
We had an excellent experience with Donald who showed us the freedom trail. He dressed up for the role as James Otis, a patriot. My kids and I loved the entire time. It was a great way to learn about Boston and go down American History. Highly received private tour!
Lindsay_B, Aug 2026
Great Day in Boston with BJ!
This tour definitely exceeded my expectations! We had 3 generations of travelers from ages 7-79 and everyone really enjoyed it. It was all of our our first time in Boston and this was a great activity for our first day. We had BJ as our guide and he communicated with me in advance of the tour and picked us up timely at our hotel. Our first stop was an Italian coffee/pastry shop in the North End. There we talked through a loose plan for the day, but the best thing about this tour was that BJ was totally flexible… There were certain places we wanted to spend more time, and BJ accommodated us, provided interesting commentary and even helping entertain the kids when one was bored and the rest of us were taking a little longer at a site/exhibit. His vehicle was clean, fully functioning and he had parking passes at certain key places allowing us to pack a lot into one day. I would definitely recommend this tour and BJ to anyone visiting Boston! We will talk about this day and the places we visited for years to come. Already want to plan a return trip! :)
Sarah_R, Jul 2026
Loved the pizza
We had a great time on the Freedom Trail Pizza Tour! The three pizza slices were all delicious and offered a fun variety, and the tour itself was a perfect mix of Boston history and great food. Margot was an excellent host—knowledgeable, engaging, and made the whole experience enjoyable. We’d definitely recommend this tour to anyone visiting Boston!
Susan_M, Jul 2026
Stewie was the guide we were looking for!
We had a great day with Stewie! We have been to Boston many times but wanted to show it off to our 12 year old grandson. We would
recommend that most walk the Freedom Trail. But we are in our 80's and no longer have the stamina to get to some key spots on foot. Stewie has a vast knowledge of the area and filled our need in getting around... Old Ironsides, Harvard and Bunker Hill would have been hard but our grandson enjoyed running up into the monument, boarding the old ship etc because Stewie got us there. Stewie got us there. Lunch was great at Ernesto's in North area. We heard lots of great stories from Stewie and he picked us up at our hotel and was willing to take us to Fenway for our game! He really fit the bill for us and would anyone with mobility problems. Other places along the Freedom Trail might have been better if you can walk as they were more like drive bys but his services fit our needs.
Thanks Stewie!
Jeff_R, Jun 2026
Wicked Interesting
This tour was fun and very interesting. I’m from the Boston area and wanted to see what I was missing so I decided to see what visitors got to experience. I learned a lot about some of the big players in the American revolution. We probably walked about a mile total during the tour. Zoey was an awesome guide ! Very knowledgeable, friendly, passionate and friendly ! Highly recommended !
Cynthia_O, May 2026
Great little company!!
Unfortunately, didn’t get a chance to go this time but when we’re back in Boston, we’ll definitely check it out!! I was extremely pleased with how professional and kind my communications were with the company. They reached out every step of the way. We had plans to do the Underground Railroad in addition to the JFK library but the day quickly we got ahead of us and we weren’t able to do the railroad. My only disappointment was that the railroad excursion started a little late in the day. I had plans to do the railroad first since our tickets for the JFK Museum wasn’t until noon. Good luck with your business.
Jennifer_M, Apr 2026
Lovely and informative.
Park at Harbor Garage for this experience, it starts around the N.E. Aquarium. The walk is like a sidewalk thing around the buildings, right against the water and the buildings so it is right against, it curves with the landscape. VERY nice experience. When you get to one of the spots with the app, it automatically tells you about the area which you arrived. Super interesting and a great job/informative.
Chris_B, Mar 2026
Great storytelling - get two for one!
Great narration throughout the tour. The tour tracked our location using GPS and automatically started the narration as we approached different stops. Pro Tip: For two people, just buy one tour and each of you can wear an earbud for the tour...two for one!
Jenna_P, Dec 2025
Such a great way to...
Such a great way to explore Boston solo! I didn’t want to do a formal group tour and was so impressed with this entire audio experience. I had never done anything like it before and it was so easy to download and use and I loved how the audio would automatically start when I got to the next location.
Jeffrey_C, Oct 2025
Highly recommend!
Loved it. Pacing was great and appreciated different narrators to change it up. Level of detail was informative without being overwhelming. Could pause at any time we wanted more detail. Stopped at Boston Massacre square to enjoy a beer flight at Sam Adams brewery. Nice walk on a beautiful day. Highlight was hearing the Old North Church Bells ring on the hour.
Laura_A, Sep 2025
DO THIS! We loved every minute!
This was the absolute best way to see Boston and to put its neighborhoods and landmarks into context. The tour leaders who rode with us were funny, friendly, and engaging, and I felt safe knowing they were looking out for us at intersections. I’m not in perfect biking shape but found it easy to tackle the hills without an e-bike. I ABSOLUTELY recommend this to anyone who wants an active, fun, educational way to understand Boston!
Maheshni, Sep 2025
Informative and Fun, excellent guide Lexi
Excellent tour. Our guide was Lexi and she is incredibly knowledgeable, fun, and enthusiastic. Answered all our questions, really went out of her way to make sure we had a good experience. Highly recommend. Bonus was a small group of only 7 of us on a Saturday!
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