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All listings in New York

Incredible sailboat rentals in New York, United States.

5.0

(830 Reviews)

Page 2 of 3 • 49 listings

Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0

$312+/hour

High Demand

Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0

$169+/hour

Sailing in Manhattan · 6 guests

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

5.0

$395/hour

Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0

$250/hour

Limited Availability

Powerboats in Jersey City · 9 guests

Chaparral 256 Family Cabin Cruiser

5.0

$275/hour

Sailing in Manhattan · 6 guests

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

5.0

$224+/hour

Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0

$160/hour

Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0

$1,100+/hour

Sailing in Sag Harbor · 6 guests

Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

New

$249/hour

High Demand

Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0

$1,900/hour

Events in Etobicoke · 10 guests

Affordable Yacht 27' Doral in Toronto

5.0

$154+/hour

Sailing in Sag Harbor · 6 guests

Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau

New

$230+/hour

Limited Availability

Sailing in New York · 12 guests

Pirate Cat - 40ft Pirate Ship Themed Catamaran Yacht

New

$289/hour

Sailing in Sag Harbor · 6 guests

A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6

New

$1,000+/hour

Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New

$150/hour

Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New

$160/hour

Limited Availability

Sailing in Manhattan · 6 guests

Private Sail Charter of NYC Skyline and Statue of Liberty

New

$250+/hour

Sailing in Manhattan · 6 guests

Sail to the Statue of Liberty and Ellis Island aboard the 30' C&C Sailing Yacht

New

$300/hour

Tours in Manhattan · 6 guests

ASA Practice Sailing Exercises | 30ft C&C

New

$150/hour

Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New

$475/hour

Limited Availability

Sailing in Brooklyn · 6 guests

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

New

$150/hour

Sailing in Bronx · 6 guests

30ft C&C 30 MK 1 Sailboat: Jersey City Harbor Sailing with Views of NYC Skyline

New

$150/hour

Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New

$1,200/hour

Powerboats in Pennsylvania · 6 guests

Bayliner Deck Boat Rental at Lake wallenpaupack!

New

$115/hour

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Sailing Reviews in New York

SV
Stacey

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Nate is truly the best of the best if you’re looking to book a boating experience! There are individuals who distinctly stand out for good reason and Nate is one of them through and through.
CE
Celebi

Experience premier service: NYC’s longest-running private sailing charter
We had an amazing experience with Captain L! He was incredibly attentive, professional, and made sure everything went perfectly for us. The whole trip felt smooth, relaxing, and very special thanks to him. Highly recommend to anyone looking for a great time on the water!
Laura

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
I would highly recommend sailing with Captain Steve! He is extremely knowledgeable and an excellent sailor. We loved our sail with him!
George

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Nate and his team were very accommodating and it was a pleasant ride. They were very flexible and gave us top tier service. Two thumbs up!
EC
Emily

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!
Ilona

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
We had a great day out on the water with Nate! He was very flexible with starting a bit later due to the weather and had great communication overall. He and his crew are very kind and professional. The boat is great and this is a must-do while you are in the Hamptons!