Incredible sailboat rentals in New York, United States.

Sailing Reviews in New York

1. PM

   Prince

   Affordable Yacht 27' Doral in Toronto

   Had an amazing experience on the yacht — but honestly, the real highlight was the captain. Super friendly, very patient, and knew exactly where to go for the best views and photos. Even when we were running late, he didn’t rush us at all and made sure we still got the full experience. You can tell he genuinely cares about giving people a good time, not just finishing the trip. If you’re booking this, you’re in safe hands. Highly recommend.

2. JF

   Joshua

   Chaparral 256 Family Cabin Cruiser

   we highly recommend eli as a captain - he was very accommodating & easy communication, great boat and enjoyable experience! 5+ star!

3. DK

   Dmitri

   Charter 36ft Sloop In Westbrook, Connecticut

   We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

4. 

   Jennifer

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

   Dave and his boat are fantastic! We booked for some sailing instruction, and while there wasn’t much wind, it was still amazing. Dave explained the boat setup, the electronics, and other relevant things to consider when sailing in the harbor while giving us a beautiful tour around lower Manhattan. We also set sail and took the wheel for a bit. I would 100% recommend going out on Dave’s boat with him whether for a sightseeing tour or to learn from him, or both.

5. WB

   Wayne

   Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

   I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

6. MR

   Matthew

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

   We had a great time sailing out of Port Washington with Steven! Got to sail around the harbor to see some cool houses in Great Neck, the old lighthouse, and views of New York City in the distance. Steven was very communicative and a great captain for the morning! Would do again!