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All listings in Brooklyn

Great sailboat rentals near Brooklyn, New York.

Page 1 of 114 listings

Limited Availability
 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
Caribbean Vibez on a Brooklyn Sailboat
Sailing in Brooklyn · 4 guests

Caribbean Vibez on a Brooklyn Sailboat

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

56' SeaRay Yacht in New York!

4.8
$475/hour
High Demand
Sailing NYC aboard 34' Catalina
Sailing in Manhattan · 6 guests

Sailing NYC aboard 34' Catalina

5.0
Superowner
$285/hour
Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC
Sailing in Manhattan · 6 guests

Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

5.0
$300/hour
Experience premier service: NYC’s longest-running private sailing charter
Sailing in Manhattan · 6 guests

Experience premier service: NYC’s longest-running private sailing charter

5.0
$395/hour
Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
Sailing in Manhattan · 6 guests

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

5.0
$224+/hour
Hinckley Pilot 35 Classic Sailboat in the Heart of NYC
Sailing in Manhattan · 6 guests

Hinckley Pilot 35 Classic Sailboat in the Heart of NYC

5.0
$330/hour
Instant Book
North River Sailing - See NYC from a Classic Racing Yacht
Sailing in Manhattan · 6 guests

North River Sailing - See NYC from a Classic Racing Yacht

5.0
$315/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 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 Brooklyn

  1. ME

    Malky

    Sailing NYC aboard 34' Catalina

    Sailing with this boat was a truly beautiful and magical experience!! It was comfortable and looked fresh too. We had a wonderful captain and he was very experienced and smooth! Ian was very responsive and accommodated us with our specific timing at sunset. My husband and I really enjoyed our night on the water!

  2. Evan

    Evan

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    Captain Paul and his wife, Melissa, were absolutely wonderful. I spent my birthday on their gorgeous sailboat with a group of friends, and we had the best day! The boat itself was stunning and Paul and Melissa went above and beyond to make our day perfect.

  3. ST

    Sveta

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    I’m absolutely thrilled with the yacht trip and the route we took. It was such an incredible experience, beyond my expectations!

  4. 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!

  5. 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!

  6. 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!