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Top Boston Outdoor Activities

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Boston Tours

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Boston to New Hampshire Fall Foliage White Mountains Day Trip

Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick …More

4.9 (248)

Boston to New Hampshire Fall Foliage White Mountains Day Trip

Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick...

12 hours • Hotel pickup offered • Free Cancellation
4.9 (248)
from
$150
Boston Pass: 40+ Things To Do - Includes Franklin Park Zoo

Go City's All-Inclusive Pass is the best Boston pass if you're looking for an easy-to-use, flexible way to explore the city whilst also saving money. …More

4.2 (320)

Boston Pass: 40+ Things To Do - Includes Franklin Park Zoo

Go City's All-Inclusive Pass is the best Boston pass if you're looking for an easy-to-use, flexible way to explore the city whilst also saving money....

1 to 7 days
4.2 (320)
from
$79
Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic …More

4.7 (43)

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic...

12 hours • Hotel pickup offered • Free Cancellation
4.7 (43)
from
$108
From Boston: Niagara Falls 2-Day Tour with Overnight Stay

Experience Niagara Falls at its most dramatic on this two-day journey from Boston, featuring a rare nighttime exploration and an optional up-close daytime adventure. Arrive …More

4.6 (47)

From Boston: Niagara Falls 2-Day Tour with Overnight Stay

Experience Niagara Falls at its most dramatic on this two-day journey from Boston, featuring a rare nighttime exploration and an optional up-close daytime adventure. Arrive...

2 days • Free Cancellation
4.6 (47)
from
$307
Go City: Boston Explorer Pass - Choose 2, 3, 4 or 5 Attractions

Enjoy discounts up to 50%* off regular admission prices with the Boston Explorer Pass. This multi-attraction pass, valid for 30 days after your first use, …More

3.9 (65)

Go City: Boston Explorer Pass - Choose 2, 3, 4 or 5 Attractions

Enjoy discounts up to 50%* off regular admission prices with the Boston Explorer Pass. This multi-attraction pass, valid for 30 days after your first use,...

1 to 60 days
3.9 (65)
from
$54
Boston to Kennebunkport Day Trip with Optional Trolley Tour

Nothing quite captures the beauty of New England like the Southern Maine Coast. Incredible scenery, lighthouses, history and great food make this trip a "must" …More

4.8 (166)

Boston to Kennebunkport Day Trip with Optional Trolley Tour

Nothing quite captures the beauty of New England like the Southern Maine Coast. Incredible scenery, lighthouses, history and great food make this trip a "must"...

11 hours • Hotel pickup offered • Free Cancellation
4.8 (166)
from
$135
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal …More

4.6 (22)

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal...

7 to 9 hours • Hotel pickup offered • Free Cancellation
4.6 (22)
from
$118
Boston Freedom Trail Private Car Tour

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day …More

5.0 (1)

Boston Freedom Trail Private Car Tour

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$600
Run 'Boston' Sports Running Tour

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across …More

5.0 (1)

Run 'Boston' Sports Running Tour

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across...

2 hours • Free Cancellation
5.0 (1)
from
$35
Lost River Gorge and White Mountains Day Tour

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost …More

4.8 (5)

Lost River Gorge and White Mountains Day Tour

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost...

7 to 8 hours • Free Cancellation
4.8 (5)
from
$190
Acadia National Park and Maine Coast 2-Day Tour

Travel north from Boston for a two-day journey along the Maine coast. Visit Portland Head Lighthouse before exploring Acadia National Park through Cadillac Mountain, Sand …More

5.0 (4)

Acadia National Park and Maine Coast 2-Day Tour

Travel north from Boston for a two-day journey along the Maine coast. Visit Portland Head Lighthouse before exploring Acadia National Park through Cadillac Mountain, Sand...

2 days • Free Cancellation
5.0 (4)
from
$298
Marble House,The Breakers&Downtown Newport 1-Day Tour

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The …More

4.5 (2)

Marble House,The Breakers&Downtown Newport 1-Day Tour

Spend a relaxing day exploring the historic coastal city of Newport, Rhode Island. Departing from Boston in the morning, your first stop will be The...

7 hours • Free Cancellation
4.5 (2)
from
$184
Boston Self Guided Audio Experience

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours …More

5.0 (1)

Boston Self Guided Audio Experience

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours...

3 to 9 hours
5.0 (1)
from
$6
Boston City Day Trip to Harvard University, MIT and Quincy Market

Discover Boston’s most iconic sights in one perfectly planned day. Walk through the world-famous campuses of Harvard and MIT, where history, innovation, and genius collide. …More

3.0 (2)

Boston City Day Trip to Harvard University, MIT and Quincy Market

Discover Boston’s most iconic sights in one perfectly planned day. Walk through the world-famous campuses of Harvard and MIT, where history, innovation, and genius collide....

7 to 8 hours • Hotel pickup offered • Free Cancellation
3.0 (2)
from
$129
Boston to Niagara Falls 6 Day Adventure

This 6-day tour covers iconic destinations across the Northeast, starting with a warm welcome in Boston, followed by an exciting journey to New York City, …More

Boston to Niagara Falls 6 Day Adventure

This 6-day tour covers iconic destinations across the Northeast, starting with a warm welcome in Boston, followed by an exciting journey to New York City,...

6 days • Free Cancellation
from
$1,116

Frequently Asked Questions

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

Recent tour reviews
Very pleasant day
New York City
Boston: Martha’s Vineyard ICONIC Small Group Day Escape w/Ferry
H1367ZSkellyb, Sep 2026
Very pleasant day
This was a great day trip. Willy, our driver from Boston to the ferry took very good care of us. Made sure we had drinks and snacks for the ride and that we knew where we were going to catch the ferry and where he would be when we got back. He also contacted us during our time on Martha's Vineyard to ensure we knew where we were catching our tour bus and what time we needed to catch the ferry back.Our guide on Martha's Vineyard was awesome. Liz was very knowledgeable and had history on the island. She wove that personal knowledge into her narrating and it was very interesting. Before catching the ferry, we had time for lunch and a bit of shopping.Plan on a whole day for this tour. We left at 6am and got back to our hotel around 6pm.
Read more
Boston to Kennebunkport Day Trip with Trolley Tour
New York City
Boston to Kennebunkport Day Trip with Optional Trolley Tour
Kelly_P, Sep 2026
Boston to Kennebunkport Day Trip with Trolley Tour
The Boston to Kennebunkport Day Trip with Trolley Tour was amazing. A beautiful place with lots to see. Jennifer tour guide and driver was amazing, both informative and funny.
Read more
Lovely trip
New York City
Boston: Martha’s Vineyard ICONIC Small Group Day Escape w/Ferry
Tanya_W, Sep 2026
Lovely trip
Paco picked us up for the first part of the tour and was very informative a very good driver, was considerate of everyone’s needs The second part of our trip was by Liz her knowledge of the area is indeed impressive the Aquinas cliffs were impressive and the gingerbread cottages were beautiful
Read more
Great tour and guide, Willy!
New York City
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston
RobinG441, Sep 2026
Great tour and guide, Willy!
What a great day! Every stop was incredible. Willy did a phenomenal job! He drove us safely, kept us entertained, made sure we had bathroom breaks, and supplied us with snacks and water! What a fantastic day. Highly recommend this tour and Willy!
Read more
Like a true “Swiss Family Robinson Treehouse”!
New York City
Lost River Gorge and White Mountains Day Tour
michmich805, Sep 2026
Like a true “Swiss Family Robinson Treehouse”!
This was really a terrific experience! We wanted to go on a day trip from Boston, but it wasn’t available, so we rented a car and spent the night in the area to go first thing in the morning. All I can say is “WOW”! For the real experience, be prepared to crawl in small caves. (I didn’t do that part). The stairways are spectacular themselves, in and through the gorgeous gorges and spectacular scenery. It takes about an hour to walk through the whole things, (lots of stairs)- good cardio for the morning!
Read more
Paco the best....
New York City
From Boston: Niagara Falls 2-Day Tour with Overnight Stay
David_E, Sep 2026
Paco the best....
It was very informative and well organized with frequent reminders of plans ahead of times. Paco the tour guide provided excellent service and was very well informed and engaging.
Read more
Long Weekend
New York City
Go City: Boston Explorer Pass – Choose 2, 3, 4 or 5 Attractions
928royf, Sep 2026
Long Weekend
Great experience with Go City providing access to over 40 attractions.
Read more
Long Weekend
New York City
Boston Pass: 40+ Things To Do – Includes Franklin Park Zoo
928royf, Sep 2026
Long Weekend
Having visited various city's in the past I knew it was important to prebook some type of City pass for the various sight seeing opportunities in Boston, which is what we did with Go City. The 40+ pass allowed us to visit everything we wanted to plus a few other places while being good value and saving us money. The only thing missing from the pass was the tube/train and bus pass which was a Charlie ticket, that gave us 7 days unlimited travel, but we had to arrange this separately.
Read more
We booked a 2-day tour of...
New York City
Acadia National Park and Maine Coast 2-Day Tour
Paul_L, Sep 2026
We booked a 2-day tour of...
We booked a 2-day tour of Acadia National Park, and Linda served as our driver and guide. The experience was very well-organized. Linda is a safe, reliable driver and is fluent in Mandarin, which made communication and commentary clear throughout the trip. She kept the schedule on track, guiding us to see the main sights efficiently. Her local knowledge and recommendations were practical and helpful. I would highly recommend.
Read more
Niagara Falls 2 Day trip
New York City
From Boston: Niagara Falls 2-Day Tour with Overnight Stay
elenasB7153JI, Sep 2026
Niagara Falls 2 Day trip
We had a wonderful trip with Sam, who was the best and truly made the trip unforgettable! Everything was very well organized and on time, and the three stops along the way made the long drive much easier. We saw all the main attractions, including the firework, and managed to fit everything into two days. The hotel was good, with a beautiful sunset view over the river. 😊
Read more
Excellent value for a family trip.
New York City
Boston Pass: 40+ Things To Do – Includes Franklin Park Zoo
GoPlaces43600078892, Sep 2026
Excellent value for a family trip.
We stayed in Boston for a week and really got our moneys worth from this pass. It was easy to use, the app was brilliant to help us decide which attractions we would visit. Such great value if you’re going for a longer trip and plan on going hard on the sights.
Read more
Excellent App!!!
New York City
Go City: Boston Explorer Pass – Choose 2, 3, 4 or 5 Attractions
Patricia_R, Aug 2026
Excellent App!!!
Everething when without a hitch. You just have to follow the instruction for the app. I saw everything that I wanted to see. I will keep on using it for other trips it save me a bundle.
Read more
Great Tour!
New York City
Acadia National Park and Maine Coast 2-Day Tour
Abigail_B, Aug 2026
Great Tour!
Really enjoyed this tour! Our guide, Pan, was great, the views were amazing, and I got to see so many beautiful spots around Acadia without having to worry about planning. 10/10 would definitely recommend! 🌟
Read more
Great tour！
New York City
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston
Sherpa41056365921, Aug 2026
Great tour！
We had a wonderful day exploring Portland, Maine with Paco as our tour guide. He was incredibly knowledgeable and shared so many interesting facts about the city’s history, culture, and famous landmarks. His explanations made every stop much more enjoyable and helped us appreciate Portland in a whole new way. Paco was also friendly, professional, and kept the tour well organized from start to finish. I highly recommend this tour to anyone visiting Maine. Thank you, Paco, for making it such a memorable experience!
Read more
Great experience
New York City
Run ‘Boston’ Sports Running Tour
annhF98DO, Jul 2026
Great experience
My husband and I did the Boston Run Tour with Kat. Both of us have run the Boston Marathon before and we still learned a lot of new information. She tailored the experience to our needs. We had a wonderful time on the tour. She is very friendly and I would highly recommend her.
Read more
A five star must do trip and guide!
New York City
Boston to Kennebunkport Day Trip with Optional Trolley Tour
London_J, Jul 2026
A five star must do trip and guide!
Jennifer was the best tour guide we have experienced through our travels. She made sure that it was a stress free day even before it started. She listened to our requests and made us feel that we were here number one priority. She made us feel safe throughout the day and she went out of her way to provide a 5-star service. This tour was beautiful, relaxing, fun, and so much more. I’d give this tour (especially our guide) more stars if I could! It was the best part of our trip! Thank you!
Read more
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