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All listings in New York

Incredible sailboat rentals in New York, United States.

Page 3 of 354 listings

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 in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
Snoozed - Active 17 Apr 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
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
Snoozed - Active 03 May 2026
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
Snoozed - Active 02 May 2026
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 Jun 2026

Sailing Reviews in New York

  1. ES

    Emily

    Sail in downtown Toronto

    We had an incredible trip on Dom's boat! We went out for my partner's birthday (2 of us). Dom is an amazing host and made us feel welcome from the start. He let us help with the sails and asked our input on where to go based on the wind. We had such a great experience and would recommend him to anyone!

  2. ZF

    Zachary

    Sail in downtown Toronto

    Captain Dom was an incredible host! If I could give 6/5 stars I would. He communication was excellent, he was welcoming, kind, safe and wanted to ensure we all got we needed when on board. His boat is excellent quality and we definitely got more than we asked for. 100% would recommend to anyone, and definitely will do again. Cheers!

  3. 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!

  4. 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.

  5. 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!!

  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!