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Page 1 of 1 • 24 listings
36
Montauk
New York
22
Narragansett
Rhode Island
19
Jamestown
Rhode Island
43
Sag Harbor
New York
18
Newport
Rhode Island
42
Noyack
New York
15
Middletown
Rhode Island
61
Southampton
New York
62
Long Island
New York
43
Quincy
Massachusetts
10
Fire Island
New York
57
Boston
Massachusetts
10
Hull
Massachusetts
29
Cape Cod
Massachusetts
15
Barnstable
Massachusetts
7
Stamford
Connecticut
8
Marblehead
Massachusetts
7
Chatham
Massachusetts
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!
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!
JL
Jaclyn
Overspray in Old Saybrook | 37ft Silverton Yacht
We had a beautiful day out on the CT river for my sister’s birthday! Pick up/drop off was incredibly easy, boat was in great condition, and the crew was very accommodating - would definitely recommend!
HE
Holly
Charter 36ft Sloop In Westbrook, Connecticut
Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)

Paul
Charter 36ft Sloop In Westbrook, Connecticut
Captain Joy is an outstanding captain and we really enjoyed sailing with her on her beautiful sailboat on the Long Island Sound! We would definitely hang with Captain Joy again!!
BH
Bailey
Charter a 30' Classic Wooden Motor Boat in East Hampton, NY
This is an incredible boat and Scott is a perfect captain. We had an amazing trip including a gorgeous sunset. We will definitely be back!