Top Boston Private Sightseeing Tours
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Clinton_E, Mar 2026
A highly recommended, brilliant tour!
We absolutely loved our tour of Lexington and Concord with Martin, the best tour guide in New England! He picked us up from our hotel right on time in a clean, new minivan. He gave us a brief photo review of the land-filling that created the Back Bay (as our hotel was there). He then gave us a drive-through bonus tour of a bit of MIT and Harvard on the way to Lexington. We were able to briefly walk the long corridor of MIT and see the unbelievable freshman dining hall at Harvard. Both on the road and when out of the van in Lexington and Corcord, Martin demonstrated a captivating style of history telling that really intrigued the listener. He is clearly passionate about the details of the events of April 19, 1775. I was easily able to visualize the incredible drama that unfolded in these towns on that day. Because of this, standing on Lexington green was very moving for me. Near the end of our tour, he gave us a bonus drive-by of Bunker Hill and provided us with some additional history. He then walked us in to the Warren Tavern, so to insure that we found a great seat. This was my fifth or sixth trip to Boston, and can say without hesitation that this or any of Martin’s company’s tours will stand above the rest (we also took the full-day private tour of Salem and the coast with Martin)!
Clinton_E, Mar 2026
Outstanding overview of Boston!
We thoroughly enjoyed our 4-hour Boston overview with an amazing guide, Neal! The tour was a well-balanced mix of walking and riding. We saw so much in 4 hours! Neal clearly has a passion for his city, and this made for a fun, interesting, and educational experience. Even though I have been on a few tours of Boston in the past, he still introduced us to several new sites and many new facts! He recommend several great restaurants that we would have never have explored if not for him. Ask him for some “cash only” recs!
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!
Preety_K, Feb 2026
Sam is hands-down the...
Sam is hands-down the best guide we’ve ever had. He went completely out of his way to make sure we had a great time, even adjusting the itinerary on the fly to suit our interests. He knows all the 'hidden gems' away from the tourist crowds and felt more like a local friend than a tour guide. Our trip wouldn't have been the same without him!
Giulio_M, Dec 2025
The absolute best way to see Boston—Peter is a legend!
If you are looking for the perfect way to see Boston without battling the freezing temperatures, this is it. Our group of four booked this tour on a whim, and it ended up being the highlight of our trip.
The 'warm van' promise was fully kept, but the real star of the show was our guide, Peter. I cannot speak highly enough of him. Often, a three-hour drive can feel long, but Peter kept our attention the entire time. He has an endless supply of fascinating stories and local history that you simply wouldn't get from a guide book. He managed to make the city come alive while we stayed perfectly comfortable.
If you want a tour that feels personal, engaging, and incredibly comfortable, ask for Peter. Worth every cent!
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.
Marlene_F, Oct 2025
Request Elaina
I have done the Freedom Trail tour 3 times but Elaina was by far the very best I’ve ever had. She was funny, smart, and made learning so fun and interesting. She was great with my 4 year old and our whole family just enjoyed her energy and presence. Would recommend anyone request her specifically as she made the tour I’ve done before new, exciting and fun!
Dyan_K, Oct 2025
Fantastic tour w/Peter
Peter was punctual & full of historic information + he was funny. We had a wonderful time with him. He filled us in on all the points of interest, giving us from the time the British and other countries came here all the way through about the 1950s. If we needed to make a stop, he was willing to do that. And all the anecdotal information that you can’t find in a book was such fun to hear.
James_S, Oct 2025
Great way to see Boston and area in a short time!
Although this is not the cheapest way to see the Boston area, it is by far the best if you want to see a maximum amount in a minimum time in great comfort! It was just myself and my husband for 6 hours, but it would be cheaper if you have more people to split the cost. Being chauffeured around by Sam was wonderful! He is so affable, knowledgeable and flexible and made our tour a total pleasure! He picked us up and returned us to our Waltham suburban Boston hotel which was very convenient. You can arrange this tour to your liking and stay at any given place as much or as little as you like. I highly recommend this tour and ask for Sam!
KenEtta_F, Sep 2025
We had an amazing tour...
We had an amazing tour with Jenny. Great communication from pick-up to providing information after the tour. Extremely knowledgeable and we learned so much about Boston. She went out of her way to make sure everyone had a great experience! We would highly recommend this tour.
Marie_T, Sep 2025
Wonderful Birthday Experience!
Christian was a wonderful guide! Knowledge and engaging- he made it fun and customized for my father-in-law who went to school at MIT in the 60s. This was part of his birthday present and was a hit! Thank you Christian for making this an extra special treat!
Kati_S, Aug 2025
Tim is the best!!!!
This was AMAZING!! We got the history while also being able to interact with our fellow tourists. Highly recommend Democracy Brewery after as we spent 5 hours with our tour guide there after our tour drinking some local beers and talking. Tim is the best guide!!
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