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Page 1 of 3 • 63 listings
79
Toronto
Ontario
68
Queens
New York
67
Southampton
New York
58
Brooklyn
New York
58
Manhattan
New York
46
Noyack
New York
46
Sag Harbor
New York
39
Montauk
New York
24
Jersey City
New Jersey
18
Erie Canal
New York
9
Bronx
New York
9
Fire Island
New York
9
Stamford
Connecticut
8
Innisfil
Ontario
7
Freeport
New York
7
East Hampton
New York
7
Scarborough
Toronto
Maria
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
We had an absolutely perfect experience with our captain! From start to finish, everything was seamless—professional, friendly, and so attentive. The boat was in excellent condition, and the captain made us feel safe and comfortable the entire trip. His knowledge of the area and smooth handling of the boat made the day unforgettable. We couldn’t have asked for a better experience. Highly recommend!
NT
Nick
Sail From Northport or Huntington, NY
Mark is a wonderful captain and person all around. He is very communicative and informative both before and while we were on his sailboat. We had the best time sailing from Huntington to Northport. He sang a Happy Birthday to our Mom and brought out his guitar! Thanks so much, Captain Mark!
Irene
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Nina is a fantastic person, fantastic captain and a fantastic company. 2 of us and a doggie went on a short adventure with her and it couldn’t have been a better experience. We had so much fun, laughter and comfort with her on her boat that i can barely put this in words. We will definitely do this over and over again. Highly recommend!
LP
Lolly
The Only 40ft Hinckley Sailboat in Manhattan
I highly recommend chartering Captain Andy's sail boat! Everything in the listing was exactly as described and his boat was perfect for a day on the water. He answered all of our (admittedly dumb) questions about NYC and was super friendly and took plenty of photos of us when asked. I have no complaints and would definitely charter Captain Andy's boat again!
Tarik
Cruising Monohull Rental in Kingston
Great sail. Our captain Rob was very knowledgeable and easy to talk to. He let us help with some of the sailing and then we sat at the front of the boat and enjoy the view. It was a perfect day weather wise. Had a great time overall.
KF
Karly
36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
We booked a 2 hour boat trip to celebrate my parents retirement and Francisco was amazing! The boat was beautiful, clean and exactly as listed. He was an incredibly gracious host and took us on a lovely sail! Will definitely be back!