The Best Sailboat Rentals Near Shelter Island Heights

Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

Had a GREAT day on the sound with Captain Rick. His boat is in excellent condition clean comfortable and so well maintained. Rick is a very experienced sailor with whom we always felt safe. He showed us all over Long Island Sound, which he knows so well. I highly recommend Rick for a great day on the water!!

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is the absolute best! He took us out for an amazing trip and we had the best time ever! He knows what he’s talking about when he says “you should see new york city at night”!

Experience premier service: NYC’s longest-running private sailing charter

We had an amazing experience with Captain L! He was incredibly attentive, professional, and made sure everything went perfectly for us. The whole trip felt smooth, relaxing, and very special thanks to him. Highly recommend to anyone looking for a great time on the water!

Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!

We are still talking about our time aboard The Genesis! Eric was so welcoming to our family, ages 2 - 70! A true sailor, Eric took us on a two-hour sail from Chelsea Piers to the Statue of Liberty. He shared his endless knowledge about NYC as we passed spots of interest on the shoreline. Eric was super kind and patient with our 5-year-old grandson, allowing him to steer the boat. That experience was priceless. The Genesis is a wonderful sailboat that has been lovingly and meticulously cared for. Thank you, Eric, for helping us celebrate Nick's 70th birthday. It was perfect!

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

Nate and his team were very accommodating and it was a pleasant ride. They were very flexible and gave us top tier service. Two thumbs up!

Private Sail from Brooklyn Bridge Park

We loved getting up close to the statue of liberty ! Mike really showed us some beautiful sights! He was so great! Excellent experience top to bottom!