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All listings in New York

Incredible sailboat rentals in New York, United States.

Page 2 of 349 listings

Limited Availability
56' SeaRay Yacht in New York!
Events in Brooklyn · 12 guests

56' SeaRay Yacht in New York!

4.8
$475/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
Chaparral 256 Family Cabin Cruiser
Powerboats in Jersey City · 9 guests

Chaparral 256 Family Cabin Cruiser

5.0
$275/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/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
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,900/hour
Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

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

New
$249/hour
Affordable Yacht 27' Doral in Toronto
Events in Etobicoke · 10 guests

Affordable Yacht 27' Doral in Toronto

5.0
$155+/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
SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat
Sailing in New York · 6 guests

SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

New
$150/hour
A large and luxurious French Beneteau Farr 57 Sailing Yacht for up to 6
Sailing in Sag Harbor · 6 guests

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

New
$1,000+/hour
40ft Pirate Ship Themed Catamaran in Dobbs Ferry
Sailing in New York · 12 guests

40ft Pirate Ship Themed Catamaran in Dobbs Ferry

New
$289/hour
Day Sail Statue of Liberty, Ellis Island and Wall Street
Sailing in Manhattan · 6 guests

Day Sail Statue of Liberty, Ellis Island and Wall Street

New
$250/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 Adirondack Mountain Lakes
Sailing in New York · 4 guests

Sail the Adirondack Mountain Lakes

New
$160/hour
ASA Practice Sailing Exercises | 30ft C&C
Tours in Manhattan · 6 guests

ASA Practice Sailing Exercises | 30ft C&C

New
$250/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
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
Sunset Cruise Lady Liberty, Wall Street and the Brooklyn Bridge
Sailing in Manhattan · 6 guests

Sunset Cruise Lady Liberty, Wall Street and the Brooklyn Bridge

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
$1,200/hour
Bayliner Deck Boat Rental at Lake wallenpaupack!
Powerboats in Pennsylvania · 6 guests

Bayliner Deck Boat Rental at Lake wallenpaupack!

New
$115/hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
Snoozed - Active 17 Sep 2026
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 Jan 2027

Sailing Reviews in New York

  1. Jahaan

    Jahaan

    56' SeaRay Yacht in New York!

    We had an absolutely fantastic day out on the water with this private boat. From start to finish, everything was well organized, relaxing, and enjoyable. The boat was clean, comfortable, and perfect for taking in the beautiful scenery. Our captain was friendly, knowledgeable, and made sure everyone felt welcome and safe throughout the trip. We loved having the flexibility of a private boat, allowing us to explore at our own pace and enjoy some truly memorable views. We would highly recommend to anyone looking for a fun, relaxing, and personalized day on the water. We can't wait to do it again!

  2. David

    David

    56' SeaRay Yacht in New York!

    Had a really fantastic cruise with close friends -5 adults and 2 kids aged 9 and 11. Boat is fabulous, crew was great and Capt. Max was the best from start to finish. Listen to his recommendations - he knows what he’s doing. This was a special trip and one that my group will remember fondly for a long time.

  3. CQ

    Christopher

    56' SeaRay Yacht in New York!

    Captain Max and Ty were exceptional they went above and beyond for me and my group. They exceeded expectations and the vessel was just as beautiful as the pictures show definitely will be renting with you guys again. One of the best experiences of my lifetime

  4. MA

    Melinda

    56' SeaRay Yacht in New York!

    I highly recommend Captain Max and the Encore yacht. Follow the rules and you'll have an enjoyable time. Throughout the booking process, He is very responsive. It's a beautiful yacht! The main goal is to protect and maintain the yacht while delivering a fun day on the water. First Mate, MJ is amazing...skilled, helpful, and a great personality. You won't regret booking with Captain Max. This private charter saved my 40th birthday celebration since all other plans were cancelled due to covid.

  5. MM

    Molly

    Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

    Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!

  6. Maria

    Maria

    Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

    Everything was top notch, Alan was very considerable and did everything to make this trip as pleasant for us as possible. The vessel is amazing and the experience was outstanding. I traveled with my two children (3&5) and it worked out really well. Highly recommend!