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All listings in New York

Incredible sailboat rentals in New York, United States.

Page 3 of 366 listings

2hr Shared Champagne Sail
Sailing in Toronto · 12 guests

2hr Shared Champagne Sail

New
$85/hour
41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests
Sailing in Toronto · 12 guests

41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests

New
$135/hour
28' Sailboat for 5 guests in Toronto
Sailing in Toronto · 5 guests

28' Sailboat for 5 guests in Toronto

New
$69/hour
Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!
Sailing in Bronx · 6 guests

Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!

New
$150/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
Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
Sailing in Sag Harbor · 12 guests

Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

New
$1,000/hour
Sail the Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
ASA practice sailing exercizes
Tours in Bronx · 6 guests

ASA practice sailing exercizes

New
$150/hour
Fun in the Sun with Manhattan skyline in the background
Sailing in Bronx · 6 guests

Fun in the Sun with Manhattan skyline in the background

New
$150/hour
Captained sail on a beautiful and comfortable 50' wooden ketch
Sailing in Greenport · 6 guests

Captained sail on a beautiful and comfortable 50' wooden ketch

New
$475/hour
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/hour
Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau
Sailing in Sag Harbor · 6 guests

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

New
$230+/hour
Bayliner Deck Boat Rental at Lake wallenpaupack!
Powerboats in Pennsylvania · 6 guests

Bayliner Deck Boat Rental at Lake wallenpaupack!

New
$115/hour
Good Vibes and Boat Rides on Lake Hopatcong, NJ
Powerboats in Hopatcong · 9 guests

Good Vibes and Boat Rides on Lake Hopatcong, NJ

New
$100/hour
Instant Book
Affordable Yacht 27' Doral in Toronto
Events in Etobicoke · 10 guests

Affordable Yacht 27' Doral in Toronto

New
$110+/hour
Instant Book
Able Custom 42' Chartered Sailing Experience in Stonington, CT
Sailing in Stonington · 3 guests

Able Custom 42' Chartered Sailing Experience in Stonington, CT

New
$200+/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 Sep 2025
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
Snoozed - Active 02 Aug 2025

Sailing Reviews in New York

  1. Janelle

    Janelle

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

    Captain Ed is fantastic! I e had such an amazing time for our 1 year anniversary! He built a wonderful itinerary for us and took beautiful photos for us. His sail boat is immaculately maintained and beautiful! We highly recommend and will ensure to sail with him again! Thank you!

  2. Pablo

    Pablo

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

    I had an absolutely fantastic time sailing on this remarkable boat! The captain's (Ed Navitski) expertise and professionalism made the experience truly memorable. Sharing this adventure with friends only added to the enjoyment. I can't recommend this sailing experience highly enough – it was an excellent time all around.

  3. AL

    Ami

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

    Everything about this sail was perfect. Captain Ed regularly communicated with us pre sail to ensure we got to where we needed to be. On board he oriented us to the boat. The boat is beautiful and had everything we needed such as cups, ice, cooler, comfortable seating. The sail was the best and Captain Ed made sure we didn’t miss out on key photo opportunities. I highly recommend!!! Thanks Captain Ed!!

  4. Elizaveta

    Elizaveta

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

    My fiance and I celebrated the anniversary and it was the most unforgettable day. We really enjoyed this trip. The boat has everything you need. We took food and drinks with us but we couldn't stop watching the stunning views. Captain Ed made this trip as comfortable and safe as possible and he can also tell you about New York, take cool photos if there are two of you and you want to take photos together. If you are thinking about such a trip, I assure you you will not regret it and Captain Ed will be your best choice

  5. SK

    Sandra

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

    Our sail with Captain Ed was magical! We were celebrating a birthday and it simply could not have been more enjoyable than our time on the water. We started our sail at 5 pm and were able to enjoy wonderful views of the Statue of Liberty, Financial District, and Brooklyn Bridge Park. We passed under the bridge and looped our way back around the city just as the sun was starting to set. The sunset sail was simply spectacular. Captain Ed is incredibly skilled and even our family members who tend to feel seasick didn't feel a thing all sail long. The waves were enjoyable and Captain Ed made the sail as smooth as can be. We will definitely be doing this experience again and we can't recommend it enough. If you can, go at sunset. It's absolutely beautiful.

  6. XW

    XINGJIAN

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

    ED is definitely the best Captain! We've planned the trip ahead, He waited us patiently, and nicely introduce everything during the trip. He slowed the boat to make it easier for us to take awesome photo. This boat trip is the best in 2022!