Broadway Top 10 CityPASS®

Brooklyn Cruises, Sailing & Water Tours

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Brooklyn Tours

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Recommendations

2.5-hour Guided Sailboat Tour

2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the …More

Likely to Sell Out
Likely to Sell Out
5.0 (185)

2.5-hour Guided Sailboat Tour

2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the...

120 to 150 minutes • Free Cancellation
5.0 (185)
from
$95
Private Sailing Charter in Brooklyn

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn …More

Likely to Sell Out
Likely to Sell Out
5.0 (9)

Private Sailing Charter in Brooklyn

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn...

2 hours • Free Cancellation
5.0 (9)
from
$630
Brooklyn Bridge, Statue of Liberty and Manhattan Tour

This 5-hour tour covers the 3 big NYC attractions: Brooklyn Bridge, Statue of Liberty, and Manhattan's historical and iconic buildings. We start at York Street …More

4.1 (23)

Brooklyn Bridge, Statue of Liberty and Manhattan Tour

This 5-hour tour covers the 3 big NYC attractions: Brooklyn Bridge, Statue of Liberty, and Manhattan's historical and iconic buildings. We start at York Street...

5 hours • Free Cancellation
4.1 (23)
from
$50

Frequently Asked Questions

These answers are based on answers previously given to Cool New York City customers' questions.

Recent tour reviews
Highly recommend!
New York City
2.5-hour Guided Sailboat Tour
Amanda_K, Sep 2026
Highly recommend!
Amazing and relaxed experience! Excellent communication as well. The views and the vibes were 10/10.
Read more
Coming back again
New York City
2.5-hour Guided Sailboat Tour
bbsneed, Aug 2026
Coming back again
Andrew is the best! Handles the biat through all kinds of chop and you never feel tossed around. He is knowledgable about NYC and a Brooklyn native. Helpful and kind. We will do this again. 34 ft Catalina
Read more
learn the history of New York with a knowledgeable tour guide
New York City
Brooklyn Bridge, Statue of Liberty and Manhattan Tour
246adairz, Aug 2026
learn the history of New York with a knowledgeable tour guide
New York has a very rich history and the best way to absorb it all is through a tour so booking my tour with Brendan was the absolute best. I appreciate his knowledge of the history. We did a lot of walking which is what i was looking for and i got to walk across the brooklyn bridge which has been a bucket list item. Thank you Brendan.
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Brooklyn and downtown Manhattan
New York City
Brooklyn Bridge, Statue of Liberty and Manhattan Tour
111charlottef, May 2026
Brooklyn and downtown Manhattan
Great afternoon spent with Andrew. Lots of stories and history along with some great pictures. Well worth the money spent.
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Wonderful experience, this private sail boat tour excedeed our expectations.
New York City
Private Sailing Charter in Brooklyn
Carla_d, Oct 2025
Wonderful experience, this private sail boat tour excedeed our expectations.
Absolutely amazing! Sam, the owner of the sail boat, is very nice, he took good care of us and we even got extra time on the water. Absolutely recommend this private tour if you want to take close pictures of the Statue of liberty and Manhattan without any crowds. It was wonderful experience, we all loved it!
Read more
What a great ride!
New York City
Private Sailing Charter in Brooklyn
Rafael_M, Sep 2025
What a great ride!
The experience is very nice. Sam is a great host, easy going, who let you comfortable. The sightseeing is amazing.
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This was an excellent...
New York City
2.5-hour Guided Sailboat Tour
Joshua_D, Jul 2026
This was an excellent...
This was an excellent experience snd and a great way to see New York! It was a rather intimate setting with a couple other friendly passengers. We will be back!
Read more
We had a great time
New York City
2.5-hour Guided Sailboat Tour
Dalila_M, Jul 2026
We had a great time
It was a great experience. Andrew, the captain, was very friendly and generously shared his sailing experience and knowledge with us. I also appreciated that we were a small group, which made the experience feel much more personal, relaxed, and enjoyable
Read more
New York with Jake
New York City
Brooklyn Bridge, Statue of Liberty and Manhattan Tour
90barbiez, Apr 2026
New York with Jake
It was an awesome tour on a beautiful day. Jake was a fabulous tor guide. I learned so much history and viewed many sights. Great day in New York!
Read more
Great walking tour
New York City
Brooklyn Bridge, Statue of Liberty and Manhattan Tour
G801OOdanielg, Oct 2025
Great walking tour
This is a great way for us first timers to deep dive into NYC's history, we really enjoyed Angelo's guidance through some of the best spots in town, he really had stories to share whenever curiosity arose. This great walking really feels unique, so bring confortable shoes, snacks and some water too.
Read more
This was the highlight of...
New York City
Private Sailing Charter in Brooklyn
Rhoda_T, Sep 2025
This was the highlight of...
This was the highlight of the trip for me! I booked this for my husband’s 40th birthday and it was well worth it. We did the 6pm-8pm ride and that was the perfect time to go. We got to see the Statue of Liberty at sunset and it was dark when we were coming back in and we got to see the city in lights. The driver was super friendly and very helpful. Highly recommend!
Read more
Just do it - very memorable enchanting sail
New York City
Private Sailing Charter in Brooklyn
nancyhB658WZ, Sep 2025
Just do it - very memorable enchanting sail
What a great experience - Sam, our Captain who runs this entity, was so capable, experienced and accommodating on his lovely boat. We had reserved two spots and ended up having the entire boat to ourselves. Sam put two comfortable, zero-distance-to -floor chairs on the deck and helped us open our bottle of wine. He also gave us control of the music and was fun to chat with . What A great 2 hour experience I recommend highly - we sailed most of rge time andre views and sunset were the best.
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Tour Brooklyn and Manhattan
New York City
Brooklyn Bridge, Statue of Liberty and Manhattan Tour
juhas445, Jul 2026
Tour Brooklyn and Manhattan
Excellent guide, who knew the area and the history 👍
Read more
Twins Birthday Sail
New York City
2.5-hour Guided Sailboat Tour
Trudy F, Jun 2026
Twins Birthday Sail
Amazing trip through and around the New York Shorelines. Andrew was a wonderful Skipper and my children loved sailing!
Read more
Relaxing Reset
New York City
2.5-hour Guided Sailboat Tour
Adjahni_D, Jun 2026
Relaxing Reset
Very kind captain, and I enjoyed how relaxed and quiet the ride was. He made us feel very welcomed and I do plan on coming back again.
Read more
A unique experience
New York City
2.5-hour Guided Sailboat Tour
605aurelam, Aug 2025
A unique experience
The best sailing experience! Andrew was very attentive and knowledgeable. The whole experience was unique. Strongly recommend it!
Read more
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