Boston Historical Photo Tour: See the City Then and Now

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
What's Included
  • Headsets to hear the guide clearly
  • Driver/guide
What's Not Included
  • Drinks
  • Food and drinks
  • Gratuities
Additional Information
  • 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.

Customer Ratings
5.0
(82 Ratings)
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Victor_m
Jul 31, 2025
One of the Best City Tour Guides I’ve Experienced - Ira was everything you want in a guide: extremely knowledgable, flexible, punctual, responsive, and able to read his audience.
Review provided by Viator
762boriss
Jul 7, 2025
great small group tour - Excellent in detail walking tour that covered all the important sites not to miss in a small group. We enjoyed the architecture intro and neighborhood stories
Review provided by Tripadvisor
Guide722608
Jul 6, 2025
Walking tour of Boston - We loved our walking tour of Boston! Ira was friendly and communicated well before, during and after our tour. We walked at a comfortable pace and covered varied areas. We talked about history, food, real estate, architecture and culture! Ira was very knowledgeable about all. He used an iPad to shore pictures to enhance what we were experiencing first hand. He even helped us find a restaurant for our evening meal. The use of ear pieces made hearing his commentary clear and easy! I highly recommend this tour.
Review provided by Tripadvisor
Judy_g
Jul 2, 2025
A Great Introduction to Boston - We booked this tour last minute, and am so glad we did! It's a tour that encompasses the city of Boston's history, as opposed to the more common history of the American Revolution. Ira walked us through gardens, parks, and numerous neighborhoods. It was a perfect first day in Boston and gave our family a great introduction to the city. The tour ended near the North End where we had some wonderful Italian food. There is a lot of walking and hills involved, so be prepared. Highly recommend!
Review provided by Viator
Jayy632
Jul 1, 2025
A great way to start my Boston trip - We had a great experience with Ira. It was a long and well-planned walk, and Ira kept on telling us all those stories of the buildings on the way.
Review provided by Tripadvisor
529amandao
Jul 1, 2025
Great Boston walking tour! - Ira was a great guide through many interesting areas of Boston. He is very knowledgeable about important historical events, architecture, and current events. I liked that he used headsets as opposed to and obnoxious speaker like many other tour guides you will see in the city. He is also good at giving tips for other things you’d like to see or eat, or help with navigating the subway. I would highly recommend this experience to learn about Boston!
Review provided by Tripadvisor
K1171wpsimon
Jul 1, 2025
110% percent in 92 degree heat - Ira lived in the city for many years and is very knowledgeable about the history of the city. He is very flexible on the schedule and put in a 110% percent even though it was 92 degree out. He uses bluetooth earpieces so everyone (including my 12 and 14 years old) can be fully absorbed in his story telling. I also appreciate the historical photos and maps that he brought along with his iPad. His various restaurant and itinerary recommendations made our Boston experience more enjoyable. I'd recommend his tour to any of my friends visiting Boston.
Review provided by Tripadvisor
Danielmu6619gv
Jun 30, 2025
Don’t hesitate, just book. - Ira was so knowledgeable and professional. He arrived to the meeting spot early and was waiting for us. He blends technology (headphones to make hearing him much easier in a loud city environment, and an iPad for photos) and old fashioned know how in a seamless manner. He didn’t walk too fast or too slow, just kept us going at an appropriate pace and took pictures of us for our families. It was a great blend of historical Boston and modern history of the city. We rate it a 10/10. The headphones came in clutch because my father in law wears hearing aids due to extensive hearing loss and he had no trouble hearing Ira thanks to the headphones setup. Don’t hesitate, just send it! Enjoy your vacation in Boston with Ira and rest assured you’re in excellent hands.
Review provided by Tripadvisor
T7349gkangelinam
Jun 30, 2025
Funny and knowledgeable Guide - Ira is very entertaining and knowledgeable. He knows a lot of things about the city and seems to know half of the population in the area. Very passionate and dedicated guide. Our family of 4 is very glad to have him as our guide.
Review provided by Tripadvisor
Steenb_13
Jun 8, 2025
First class tour - First class tour. Guide very knowledgeable about Boston and a good storyteller. Also lots of ‘off the script’ interesting info. And only few people on the tour compared with other tours we saw.
Review provided by Tripadvisor
From $45
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).