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All listings in New York

Great sailboat rentals near New York, New York.

Page 1 of 114 listings

 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
Best of 2025
$240+/hour
The Only 40ft Hinckley Sailboat in Manhattan
Sailing in Manhattan · 6 guests

The Only 40ft Hinckley Sailboat in Manhattan

5.0
$345/hour
#1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages
Sailing in Manhattan · 6 guests

#1 Manhattan Sailboat! Champagne & Catering & Special Occasion Packages

5.0
Superowner
$300/hour
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

5.0
Superowner
$191/hour
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/hour
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Events in Manhattan · 12 guests

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

5.0
$475/hour
Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected
Sailing in Manhattan · 12 guests

Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected

5.0
$750/hour
Jeanneau 39i Julia Sailing Yacht in NY Harbor
Sailing in Manhattan · 6 guests

Jeanneau 39i Julia Sailing Yacht in NY Harbor

5.0
$400/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,800/hour
Private Sailing Charters - 37ft Sailboat in New York
Sailing in Manhattan · 6 guests

Private Sailing Charters - 37ft Sailboat in New York

5.0
$325/hour
Private Sail Charter of NYC Skyline and Statue of Liberty
Sailing in Manhattan · 6 guests

Private Sail Charter of NYC Skyline and Statue of Liberty

New
$250+/hour
27  feet of fun in the summer sun, under sail!
Sailing in Brooklyn · 6 guests

27 feet of fun in the summer sun, under sail!

New
$150/hour
Sail NYC in Style: Luxury Private Charter Aboard the Sleek NEEL 47 Trimaran
Sailing in Bronx · 12 guests

Sail NYC in Style: Luxury Private Charter Aboard the Sleek NEEL 47 Trimaran

New
$813+/hour
Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
Sailing in Brooklyn · 6 guests

Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

5.0
Snoozed - Active 02 Feb 2026

Sailing Reviews in New York

  1. Maria

    Maria

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    We had an absolutely perfect experience with our captain! From start to finish, everything was seamless—professional, friendly, and so attentive. The boat was in excellent condition, and the captain made us feel safe and comfortable the entire trip. His knowledge of the area and smooth handling of the boat made the day unforgettable. We couldn’t have asked for a better experience. Highly recommend!

  2. MS

    Megan

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    We celebrated our 10th anniversary on Faith and couldn’t be happier. Captain Ian personalized the journey for us and guided us along the way. He was exuberant, caring, and checked in with us to make sure we were having a great time. He asked if we wanted to learn sailing and taught us a few things, which was so cool and unexpected. We are excited to sail again to learn more and see the beautiful sites NYC has offer!

  3. AS

    Andie

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian and Kim were fantastic hosts, captain and first mate! We used Ian’s vessel for a music video shoot, and not only were they helpful and accommodating, but happy to have us aboard and a part of our production. I highly recommend booking with Ian for a similar situation or if you just wanted a fun outing with some good friends!

  4. GS

    Gurpreet

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian did a great job with our trip. He was able to show us all around nyc and even though we were running close to the sunset, he was able to get us out on the water in time to watch. The boat ride was smooth, he was very accomodating. It was fun chatting with him and he came prepared with blankets, jackets, water if needed. The boat trip itself was smooth with no issues. Would definitely book again, if needed and highly recommend!

  5. LP

    Lolly

    The Only 40ft Hinckley Sailboat in Manhattan

    I highly recommend chartering Captain Andy's sail boat! Everything in the listing was exactly as described and his boat was perfect for a day on the water. He answered all of our (admittedly dumb) questions about NYC and was super friendly and took plenty of photos of us when asked. I have no complaints and would definitely charter Captain Andy's boat again!

  6. LX

    Linda

    The Only 40ft Hinckley Sailboat in Manhattan

    My group and I had an incredible experience with Captain Andy. He was warm, accommodating, and an excellent captain throughout the entire trip. He truly made the day unforgettable for all of us, and we can’t wait to set sail with him again. The sailboat, Nanette Marie, was stunning so comfortable and perfect for capturing beautiful photos.