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Top Boston Photography Tours

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Boston Tours

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Boston Architectural Landmarks & History Tour with Photo Tips

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous …More

5.0 (111)

Boston Architectural Landmarks & History Tour with Photo Tips

Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary of the famous...

2 hours • Free Cancellation
5.0 (111)
from
$55
Boston Freedom Trail Walking Tour | Small Group

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through …More

4.6 (98)

Boston Freedom Trail Walking Tour | Small Group

Explore Boston on a small-group walking tour along the iconic Freedom Trail, where the events leading up to the American Revolution come to life through...

1 hour 30 minutes • Free Cancellation
4.6 (98)
from
$45
Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider …More

4.9 (171)

Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider...

1 hour 30 minutes • Free Cancellation
4.9 (171)
from
$45
Boston Massachusetts Private Photography Tour

We are soulful photographers. Our objective is to create absolutely stunning photographs for you that you will cherish and proudly share with your friends and …More

5.0 (3)

Boston Massachusetts Private Photography Tour

We are soulful photographers. Our objective is to create absolutely stunning photographs for you that you will cherish and proudly share with your friends and...

1 hour • Free Cancellation
5.0 (3)
from
$130
Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and …More

5.0 (75)

Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips

Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and...

2 hours • Free Cancellation
5.0 (75)
from
$55
North End-Little Italy Boston Walking Tour: History + Photo Tips

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about …More

5.0 (28)

North End-Little Italy Boston Walking Tour: History + Photo Tips

Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about...

1 hour 30 minutes • Free Cancellation
5.0 (28)
from
$45
Private Photoshoot in Boston

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering …More

5.0 (6)

Private Photoshoot in Boston

You don’t need to know how to pose, the photographer will help you with that throughout the session. You’ll be guided with posing suggestions, flattering...

1 hour • Free Cancellation
5.0 (6)
from
$239
Fall Foliage Scenic Day Trip to Vermont and Western MA with Stops

Discover the vibrant colors of autumn on a Fall Foliage Day Trip from Boston through Southern Vermont and Western Massachusetts. Your journey begins in Western …More

4.7 (9)

Fall Foliage Scenic Day Trip to Vermont and Western MA with Stops

Discover the vibrant colors of autumn on a Fall Foliage Day Trip from Boston through Southern Vermont and Western Massachusetts. Your journey begins in Western...

12 hours • Hotel pickup offered • Free Cancellation
4.7 (9)
from
$149
15 Minute Portraits - Historic Downtown Boston

Take Home your Boston Memories You will be professionally photographed by a local, in a picturesque part of historic Boston. What better way to preserve …More

5.0 (1)

15 Minute Portraits - Historic Downtown Boston

Take Home your Boston Memories You will be professionally photographed by a local, in a picturesque part of historic Boston. What better way to preserve...

15 minutes • Free Cancellation
5.0 (1)
from
$100

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
This was a great...
New York City
15 Minute Portraits – Historic Downtown Boston
Mary_W, Sep 2026
This was a great...
This was a great experience! Leah was awesome and made us feel so comfortable and at ease! Highly highly recommend!!!
Read more
Saba is an excellent...
New York City
Beacon Hill Boston Walking Tour: History + Fun Photo Tips
Allie_B, Sep 2026
Saba is an excellent...
Saba is an excellent guide through Beacon Hill! This is my second time booking this tour and she does not disappoint. She has a lot of knowledge and passion about the area. She has a very creative lenses and has great recommendations for taking awesome photos! She is sure to capture meaningful moments of you along the way as well! Highly recommend this experience!
Read more
Saba was a delight! She...
New York City
Boston Architectural Landmarks & History Tour with Photo Tips
Linda_B, Sep 2026
Saba was a delight! She...
Saba was a delight! She was very knowledgeable of the architecture in the Back Bay and Beacon Hill areas. She also gave great photo tips, along with transportation, lunch and shopping suggestions. I would highly recommend the tour. Enjoy!
Read more
Boston pics
New York City
Boston Architectural Landmarks & History Tour with Photo Tips
Thomas_R, Sep 2026
Boston pics
A beautiful day and well organized tour by Saba! She shared great information and super fantastic photo spots! A treasure of memories was created.
Read more
The charming morning in Beacon Hill
New York City
Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips
gailpZ5161UC, Sep 2026
The charming morning in Beacon Hill
The guide is extremely knowledgeable and has amazing stories about Beacon Hill. She’s very accommodating and verb time flies by.
Read more
Great small group tour
New York City
Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips
Sharon K, Sep 2026
Great small group tour
Great small group tour. Guide very knowledgeable about history of the area and gave tidbits bits on certain houses regarding* history. She took several pictures of our group
Read more
So enjoyable! Highly recommend!
New York City
Beacon Hill Boston Walking Tour: History + Fun Photo Tips
Z2399RMdianes, Aug 2026
So enjoyable! Highly recommend!
I booked this tour as a morning anniversary gift for my husband and my 35th anniversary as we were spending 5 days in Boston last week to attend evening concerts that were part of a music workshop in which our daughter was participating. There were 4 of us in the tour group along with our guide, Saba. Saba was so pleasant, knowledgeable, accommodating, informative, and friendly. We learned a lot about Beacon Hill - both history and current day. Saba gave us some good photo tips, AND she took some fantastic photos of us - individually and as couples - along the way. All in all, this was an enjoyable, relaxing, illuminating adventure. Thank you, Saba! I hope our paths cross again.
Read more
North End Tour is a Delight!
New York City
North End-Little Italy Boston Walking Tour: History + Photo Tips
N436VMjenm, Aug 2026
North End Tour is a Delight!
The North End tour with Saba was a delight. She has amazing stories and a great grasp of the history and characters of the neighborhood. Strolling along with her felt like just hanging out with s friend. She is very personable, smart, and fun and provided excellent tips on interesting photos to take during the tour. The cost of this tour is far less than other tours you can take in the city, and was even better than I had anticipated.
Read more
Boston’s place in the Revolutionary War
New York City
Boston Freedom Trail Walking Tour | Small Group
Sandra_P, Jun 2026
Boston’s place in the Revolutionary War
You’ll learn about Boston’s place in the Revolutionary War, its important events, and people. Our grandson is 11 and this was informative for the entire family.
Read more
Loved the Freedom Trail Tour - Saba was amazing - Worth EVERY Penny
New York City
Boston Freedom Trail Walking Tour | Small Group
NandCinTx, Apr 2026
Loved the Freedom Trail Tour - Saba was amazing - Worth EVERY Penny
Saba was amazing!!! She is professional but very relaxed and easy going. She was flexible and accommodating to our crazy schedule. She was extremely knowledgeable and made each site we visited more interested than the one before. Worth every penny!! We would def do another tour with Saba again and I highly recommend her to anyone visiting the area. I cannot say enough great things about Saba or the tour. Clearly she loves what she does and it made our day to spend the afternoon with her. We need more Saba's in this world :)
Read more
Lucia was great! She kept...
New York City
Fall Foliage Scenic Day Trip to Vermont and Western MA with Stops
Glen_A, Oct 2025
Lucia was great! She kept...
Lucia was great! She kept the whole bus entertained and kept things in order. She had all these interesting facts and jokes that made the tour all the more fun
Read more
Awesome Experience
New York City
Fall Foliage Scenic Day Trip to Vermont and Western MA with Stops
515candacel, Oct 2025
Awesome Experience
Excellent trip! The tour guide was amazing, and I not only got beautiful photos but also learned a lot about the history of the bridges we stopped at. Also, going to Vermont was definitely worth it, amazing donuts!
Read more
Incredibly Satisfied
New York City
North End-Little Italy Boston Walking Tour: History + Photo Tips
Alain_L, Aug 2025
Incredibly Satisfied
Saba was the best! She was so patience and knowledgeable about the North End of Boston. We had such a memorable experience with Saba. She told us about the history and current events of the area. She was an expert using her phone for additional information and also helping us take fantastic pictures. Such a pleasant experience and we highly recommend this tour for all!
Read more
Memorable and fun keepsake!
New York City
Boston Massachusetts Private Photography Tour
Blair_T, Oct 2024
Memorable and fun keepsake!
Anna was our terrific photographer! Her energy and joy made the experience special. We loved taking photos all around the Commons. Anna did many different poses and worked with our desires. We can’t wait to see the curated photos.
Read more
Fantastic Photography Experience with Lyla
New York City
Private Photoshoot in Boston
229ruit, Aug 2024
Fantastic Photography Experience with Lyla
Lyla is an incredible photographer! She not only captured amazing photos for us but also provided helpful references, making it super easy to share our favorite shots. The session was a blast, and we couldn’t be happier with the results. Highly recommend working with her!
Read more
Incredible private shooting
New York City
Private Photoshoot in Boston
Mobile22252064324, Jun 2023
Incredible private shooting
Lyla has prepared the route nicely and guild us how to pose for a better composition. She is efficient, very friendly and kind. Her work helped our family create an unforgettable memories.
Read more
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