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Boston Historical Photo Tour: See the City Then and Now
5.0
69 Ratings
Boston
We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will show you historical photos of the exact spots you are standing on. Be prepared to experience Boston the way you never could imagine.
We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will show you historical photos of the exact spots you are standing on. Be prepared to experience Boston the way you never could imagine.
Duration:
2 hours, 30 minutes
Cancellation:
24 hours
Highlights
- 1 If by Land Walking Tours - Meeting spot
- 1 If by Land Walking Tours - Meeting spot

What's Included
- Headsets to hear the guide clearly
- Driver/guide
- Headsets to hear the guide clearly
- Driver/guide
What's Not Included
- Drinks
- Food and drinks
- Gratuities
- Drinks
- Food and drinks
- Gratuities
Additional Information
- Children must be accompanied by an adult
- Children must be accompanied by an adult
Location
Back Bay
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
5.0
(69 Ratings)
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Anthony
May 6, 2025
Wonderful Tour - Wonderful tour. perfectly paced. good historical photos on the iPad that's eye opening. Ira is super thoughtful to make anyone comfortable. highly recommend.
Review provided by Tripadvisor
Marybernardp
May 5, 2025
Wonderful overview of Boston - We had a great time with Ira - got 6k steps and covered a lot of ground. Glad we had a reasonable size group of 6-8 and not the 30+ that other groups had. The ear pieces to hear helped a lot so we could always hear Ira without him needing to yell or compete with other tour groups.
Review provided by Tripadvisor
Melissams7473jx
Apr 25, 2025
Amazing Boston Tour! - My husband and I loved our tour with Ira! It covered many of the quirky history facts around Boston. The tour was even more special since we walked through the finish line of the Boston Marathon during race weekend. Ira was very professional. Highly recommend!
Review provided by Tripadvisor
G8057ojmicheller
Apr 25, 2025
Best walking tour of Boston - Ira is one of the best story tellers l've had the pleasure to encounter. He was very funny, very informative. He included so many great anecdotes and little tidbits in the tour and his use of the iPad with all the wonderful old photos really made the tour extra special. My family really enjoyed him and the tour—he made us feel welcome and added some personal touches that felt above and beyond.
We highly recommend him—it was the best walking tour we've had!
Review provided by Tripadvisor
Dianamd4810er
Apr 24, 2025
Beautiful tour! - Ira was an amazing guide! He kept the tour very interesting and provided great tips throughout the city! Great time. I can’t believe we covered so much in such a short amount of time.
Review provided by Tripadvisor
Andreabz566db
Apr 19, 2025
Fun and informative! - Ira was a really fun tour guide. We wanted an informative yet fun tour of Boston and Ira ticked all the boxes! We felt comfortable asking questions and he tailored the tour to our interests. Ira knows a wealth of knowledge about Boston and his passion really came through on the tour. Highly recommend for anyone visiting Boston!
Review provided by Tripadvisor
749jakev
Apr 12, 2025
Best Walking Tour of Boston - Ira was a wealth of knowledge and also incredibly entertaining to listen to! Additionally, I really enjoyed the remote microphone system he used, I could hear him 100% of the tour even though I was not right next to him. This way I could take pictures and catch up to the group at my own pace. Great tour, highly recommend!
Review provided by Tripadvisor
399nursea
Apr 6, 2025
Wonderful tour! - Absolutely wonderful tour! Ira was very
personable and kind. His knowledge of Boston's history was like no other and the anecdotes he shared along the way were a nice touch. We also appreciated how communicative Ira was. He kept us in the know prior to the tour regarding the meeting time and forecasted weather, which allowed us to plan accordingly. Thanks again, Ira!
Review provided by Tripadvisor
R2923peangelb
Apr 1, 2025
The best tour in Boston! - I would book this tour again! Ira is so knowledgeable, witty and a really great story teller! It was so helpful to have his iPad to reference images from past to present (and inside locations if you chose to not go in). I'd recommend this tour for all ages - a really great experience!
Review provided by Tripadvisor
G8rnavydoc
Apr 1, 2025
MUST DO! History, beauty, and fun! Excellent guide! - This is a definite MUST DO! Ira is a wonderful tour guide and showed us fantastic sights and great stories. He was easy to follow and had a microphone and earbud system that made it even easier to ensure we could hear everything clearly despite when the city noises got loud. We learned history, saw beautiful places, and had so much fun. He is a brilliant guide with no gimmicks. I am so happy we found him.
Stop searching for anything else and book this tour when you visit Boston!
You'll be glad you did!
Review provided by Tripadvisor