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Top Boston Day Cruises

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Boston Tours

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Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great …More

Likely to Sell Out
Likely to Sell Out
4.6 (9,753)

Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great...

1 hour 20 minutes • Free Cancellation
4.6 (9,753)
from
$62
City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated …More

4.6 (1,455)

City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated...

1 hour • Free Cancellation
4.6 (1,455)
from
$46
Classic Tall Ship Cruise in Boston Harbor

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the …More

Likely to Sell Out
Likely to Sell Out
4.8 (789)

Classic Tall Ship Cruise in Boston Harbor

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the...

90 to 120 minutes • Free Cancellation
4.8 (789)
from
$40
Boston Harbor Sunset Cruise

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take …More

Likely to Sell Out
Likely to Sell Out
4.7 (705)

Boston Harbor Sunset Cruise

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take...

2 hours • Free Cancellation
4.7 (705)
from
$54
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? …More

4.5 (477)

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor?...

1 hour 30 minutes • Free Cancellation
4.5 (477)
from
$56
Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of …More

Likely to Sell Out
Likely to Sell Out
4.8 (642)

Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of...

90 to 120 minutes • Free Cancellation
4.8 (642)
from
$54
Sunset Sailing Cruise on a Tall Ship in Boston Harbor

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic …More

Likely to Sell Out
Likely to Sell Out
4.7 (468)

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic...

2 hours • Free Cancellation
4.7 (468)
from
$71
Boston Harbor Narrated Sunset Cruise

Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening …More

Likely to Sell Out
Likely to Sell Out
4.4 (525)

Boston Harbor Narrated Sunset Cruise

Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening...

1 hour 30 minutes • Free Cancellation
4.4 (525)
from
$29
Boston Harbor Sightseeing Cruise

Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for …More

Likely to Sell Out
Likely to Sell Out
4.6 (255)

Boston Harbor Sightseeing Cruise

Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for...

1 hour 30 minutes • Free Cancellation
4.6 (255)
from
$46
Boston Harbor Brunch Cruise

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, …More

4.6 (162)

Boston Harbor Brunch Cruise

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island,...

2 hours • Free Cancellation
4.6 (162)
from
$106
Boston Holiday Cocoa Cruise

Enjoy a festive Christmas cruise aboard a classic yacht decorated for the holidays and cruise into an evening of skyline views, holiday music and some …More

Likely to Sell Out
Likely to Sell Out
4.7 (81)

Boston Holiday Cocoa Cruise

Enjoy a festive Christmas cruise aboard a classic yacht decorated for the holidays and cruise into an evening of skyline views, holiday music and some...

1 hour 30 minutes • Free Cancellation
4.7 (81)
from
$65
City Cruises Boston Signature Lunch Cruise

Enjoy the Boston skyline with Boston's Signature Lunch Cruise - perfect for family sightseeing, lunch dates, and more. Enjoy our delicious lunch buffet, cocktails, wine, …More

4.5 (133)

City Cruises Boston Signature Lunch Cruise

Enjoy the Boston skyline with Boston's Signature Lunch Cruise - perfect for family sightseeing, lunch dates, and more. Enjoy our delicious lunch buffet, cocktails, wine,...

2 hours • Free Cancellation
4.5 (133)
from
$83
City Cruises Boston Premier Dinner Cruise on Odyssey

Cruising year-round from Rowes Wharf, the sleek and modern Premier Dinner Cruise on Odyssey is the perfect setting for celebrating with friends, connecting with colleagues, …More

3.9 (193)

City Cruises Boston Premier Dinner Cruise on Odyssey

Cruising year-round from Rowes Wharf, the sleek and modern Premier Dinner Cruise on Odyssey is the perfect setting for celebrating with friends, connecting with colleagues,...

2 to 3 hours • Free Cancellation
3.9 (193)
from
$133
Boston Harbor Cruise Aboard Yacht Patriot

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated …More

Likely to Sell Out
Likely to Sell Out
4.8 (12)

Boston Harbor Cruise Aboard Yacht Patriot

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated...

1 hour 30 minutes • Free Cancellation
4.8 (12)
from
$51
New England Fall Lunch Cruise in Boston Harbor

Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been …More

4.4 (42)

New England Fall Lunch Cruise in Boston Harbor

Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been...

1 hour 30 minutes • Free Cancellation
4.4 (42)
from
$82
Boston Harbor Fall Brunch Cruise

Enjoy a fresh, gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands. Set sail aboard the Northern Lights at Rowes …More

4.6 (22)

Boston Harbor Fall Brunch Cruise

Enjoy a fresh, gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands. Set sail aboard the Northern Lights at Rowes...

2 hours • Free Cancellation
4.6 (22)
from
$106
Boston Harbor Night Cruise

Enjoy a night cruise in Boston Harbor while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise …More

4.5 (15)

Boston Harbor Night Cruise

Enjoy a night cruise in Boston Harbor while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise...

1 hour • Free Cancellation
4.5 (15)
from
$46
City Cruises Boston Premier Brunch Cruise on Odyssey

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious …More

4.6 (28)

City Cruises Boston Premier Brunch Cruise on Odyssey

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious...

2 hours • Free Cancellation
4.6 (28)
from
$119
Santa Brunch Cruise in Boston Harbor

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise …More

4.8 (9)

Santa Brunch Cruise in Boston Harbor

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise...

2 hours • Free Cancellation
4.8 (9)
from
$106
Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or …More

5.0 (1)

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or...

3 to 5 hours • Hotel pickup offered
5.0 (1)
from
$2,000

Frequently Asked Questions

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

Recent tour reviews
Fun! Friendly crew
New York City
Classic Tall Ship Cruise in Boston Harbor
Sharon_G, Sep 2026
Fun! Friendly crew
Lots of fun. Good view of Boston harbor. Crew was very knowledgeable and friendly. Bring a jacket since it got a little chilly.
Read more
Perfect
New York City
Boston Duck Boat Sightseeing City Tour with Cruise
Catherine_M, Sep 2026
Perfect
It was a great day and narrator was great. So informative and funny made it very enjoyable…. Driver was excellent.
Read more
Very informative and the...
New York City
Classic Tall Ship Cruise in Boston Harbor
Nancy_C, Sep 2026
Very informative and the...
Very informative and the perfect amount of walking. A lot of information was given that I did not know before. Our guide, Kile, was awesome!!! Can’t say enough about his knowledge and the way he explained information. So good!
Read more
Boston Harbor Sail
New York City
Sightseeing Day Sail around Boston Harbor
MaryAnnChuck_N, Sep 2026
Boston Harbor Sail
Working twin masted schooner with captain and crew. Witness first hand crew raising sails on the foremast, mainmast, foresail, and jib. Continues sail trimming, tacking as we changed directions, and ultimately lowering the sails as we headed back to dock. Crew friendly and knowledgeable answering all questions… very scenic trip around the harbor - bring your camera!
Read more
Quack Quack - This is a MUST
New York City
Boston Duck Boat Sightseeing City Tour with Cruise
shawn_n, Sep 2026
Quack Quack - This is a MUST
Great way to see the city and learn about its history in an easy comfortable way. We went on an 11am tour and our guide Vito was fantastic. He made it fun and interesting.
Read more
Great view of Boston from the water
New York City
City Cruises Boston Historic Sightseeing Harbor Cruise
Barb_H, Sep 2026
Great view of Boston from the water
We had a lovely cruise! It was wonderful to see Boston from the water. Our guide/narrator was very informative and enthusiastic. I would definitely recommend this activity.
Read more
Wonderful
New York City
City Cruises Boston Historic Sightseeing Harbor Cruise
Q6814QYlarryw, Sep 2026
Wonderful
Very good trip got to see everything!
Read more
Our afternoon sail was...
New York City
Sightseeing Day Sail around Boston Harbor
Antonio_V, Sep 2026
Our afternoon sail was...
Our afternoon sail was cancelled due to the weather but these hosts made everything right! They called to let me know my options and I was able to get a sunset cruise the next day. Ship was in great condition and the hosts on the ship were knowledgeable and fun to speak with. Kept the atmosphere right with drinks and blankets on board.
Read more
Great evening. Guide did...
New York City
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise
Larry_D, Sep 2026
Great evening. Guide did...
Great evening. Guide did a great job. Very informative and humorous. We enjoyed our time. Highly recommended
Read more
Great cruise
New York City
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise
Patty_M, Sep 2026
Great cruise
Beautiful views and guide extraordinary. Boston is beautiful at night. Ride was smooth and saw cannons off old ironsides
Read more
Great experience
New York City
City Cruises Boston Premier Dinner Cruise on Odyssey
lauraW8488UH, Sep 2026
Great experience
We had a great time, a lot of fun of a special occasion or a fun night out.
Read more
Not crowded brunch
New York City
Boston Harbor Brunch Cruise
Deborah_B, Sep 2026
Not crowded brunch
We had the brunch at 12:00 and there wasn't a lot of people thank goodness we really enjoyed ourselves a little bit pricey almost $500 for seniors and a child but we had a lovely time and I would do it again. The staff are very sweet and helpful thank you
Read more
Enjoyable cruise of the Harbor
New York City
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
953jeffr, Sep 2026
Enjoyable cruise of the Harbor
Enjoyed the cruise, exactly the relaxing cruise we expected. Only negative is that I thought the signage for the boarding location could have been better.
Read more
Would go again!
New York City
Boston Harbor Sightseeing Cruise
Linda_B, Sep 2026
Would go again!
Easy getting tickets online. Easy to get physical tickets one you’re at RowesWharf. Very good signage everywhere. Great communication about boarding and disembarking. The tour itself was very enjoyable, smooth on the water, and all the sights and landmarks were pointed out, with background info.
Read more
Beautiful tall ship sunset cruise
New York City
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
Bonnie_M, Sep 2026
Beautiful tall ship sunset cruise
This was a great way to spend our last evening in Boston - a sunset cruise of the harbor. The lights and water were beautiful for pics. The crew was the best and very knowledgeable!
Read more
Very professional tour...
New York City
Boston Harbor Sunset Cruise
Paul_M, Sep 2026
Very professional tour...
Very professional tour that cruised across the Boston Harbor. 2 hours was sufficient time to cross the breathtaking skyline twice.
Read more
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