Top Boston Private Sightseeing Tours - page 2
100+ results
Sort by: Featured
Must-Dos in Boston
1 / 2
What are people saying about Boston
Karen_J, Oct 2026
Book this tour! Christian is a superb guide!
This private tour with Christian was fantastic! He asks what you are most interested in seeing and takes it from there. He's professional, personable and has extensive knowledge of Boston. We so enjoyed this tour and highly recommend it - you won't be disappointed! I think the stop at Fenway Park was our favorite! These Texans thank you, Christian, for a wonderful tour of your beautiful city.
Mike_K, Sept 2026
Great private tour . Great Guide.
We were two couples and did a 3 hour Freedom Trail private tour. Two of us had been on previous, similar tours. Two of us had never been to Boston.
Our guide, Don Watson, aka James Otis" was absolutely fantastic. He moved in and out of character with ease as we peppered him with a range of questions. He was enthusiastic and so knowledgeable.
The three hours seemed to go by very quickly.
All four of us agreed that we would do this tour again if we could use Don Watson as our guide.
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! :)
charles_s, Jul 2026
Great cost effective way to do the Freedom Trail!
Very good content, nice being able to go at your own pace and take extra time at stops along the way. Super easy use, install app, loada tour and go. And easy to stop tour for an extended period (like lunch!) and restart just where you left off. Its a long walk - so make sure you have your good walking shoes on. Mostly flat terrain with a few hills towards the end.
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!
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.
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!
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.
Haley_L, Oct 2025
Loved it!!
Loved this audio tour! Way better than a guided tour. Guided tours I have been on in the past it has been hard to hear even with an ear piece so this way so nice! I learned so much and it was nice to be able to stop for lunch when we wanted to or any shops we had wanted to go to.
Steven_S, Oct 2025
Custom tour of landmarks and hidden gems of Boston
We had an incredible day exploring Boston with our private guide, Stewie. Having visited the city before and walked the Freedom Trail, we appreciated that this tour was customized to highlight places we hadn’t seen—hidden gems alongside iconic landmarks. Stewie, a true local, brought the city to life with his deep knowledge and colorful anecdotes at every stop.
Our itinerary included some of Boston’s most memorable sites: Harvard’s historic campus, the charming streets of Beacon Hill, Bunker Hill Monument, Old North Church, Fenway Park, the Old State House, and the quirky All Saints Way. We also enjoyed a delicious lunch at Table Mercato, a cozy Italian deli that hit the spot. Stewie went above and beyond, even helping with our luggage at pickup and ensuring a smooth drop-off at our hotel.
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.
en
45437d34-b4d4-425c-bede-da36c09280f9
things_to_do_group

Not seeing something you are looking for?
More Tours in Boston
Attractions in Boston, USA
Things to do near Boston
Popular on Viator
Day Trips from Boston
Boston Best Experiences





































