Incredible sailboat rentals in New York, United States.

Sailing Reviews in New York

1. VS

   Vaibhav

   April, 2024

   Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

   Ian was fantastic! Ian explained everything in detail and was very welcoming. I really enjoyed the experience and hospitality. I wanted to surprise my partner with the trip, and Ian was very accommodating in trying to keep it as last minute as possible. The boat was very well maintained and the ride was extremely smooth. Ian helped me create memories that'd last a lifetime and for that I'd highly recommend him.

2. VL

   Van

   April, 2024

   Sailing NYC with Brooklyn Sail

   It's a bit windy but we all enjoyed the view and how friendly and professional Andrew is. He was very kind in helping my friend who has sea sickness. I had a wonderful birthday today on the boat even though it was cold. Also, they kindly waited for me to arrive due to unexpected traffic jam.

3. 

   Shannon

   March, 2024

   Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

   My fiancé & I had our engagement photoshoot on board. I can’t rave enough about how wonderful of an experience that we had. Ian and Kim were both incredibly friendly and professional. 10/10. We will definitely be renting from them again in the near future!

4. EG

   Emily

   March, 2024

   Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

   Ian and his crew were beyond incredible— extremely accommodating, friendly, and knowledgeable— we cannot recommend them enough! A beautiful boat that is very obviously lovingly maintained— a true highlight for any trip.

5. JF

   Joseph

   June, 2022

   Woman-owned luxury with transparent pricing - read our 5-star reviews!

   Jessica and Captain Kevin were exceptional. This was my first charter, it was a last minute booking on a holiday weekend, and for a special occasion (proposal). Jessica was more than prepared and made it so simple! We literally just had to show up. She already communicated the details to the Captain when we arrived. Captain Kevin had the boat prepped and ready to go. We arrived at the private parking, got on the boat (which was beautiful and a perfect size), and enjoyed our experience! Captain Kevin took care of setup, clean up, and even acted as our impromptu photographer at the moment of the proposal. Jessica and her crew are a well oiled machine and I wouldn't hesitate to book with her again for special occasions or simply a day out with friends. I'm living proof, no experience necessary. I look forward to the opportunity to sail aboard Sailing Islander in the future!

6. 

   Alexandra

   August, 2021

   Woman-owned luxury with transparent pricing - read our 5-star reviews!

   We had an amazing time on Jessica’s boat & Captain Jack was very accommodating. At night the city looked like it was floating on water & the views were absolutely breathtaking… Made both my girlfriend & I cry it was so magical (and we’re not criers lol) The sailboat was very clean & we will definitely rent with Jessica again!