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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$160-$1,025
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$500
Fishing Charters
Let a captain do the driving while you do the fishing
$105-$580
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$110-$425
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$1,000
Kayaks
Who says you need a motor to have fun on the water?
$25-$260
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$460
CH
Cynthia
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
We had the absolute best day celebrating my birthday thanks to Captain Mark! From the moment we stepped on board, he made sure every detail was perfect. He had snacks and drinks ready for us, made sure everyone was comfortable, and truly went above and beyond to make the day special. He was so friendly and easygoing — he got along with everyone effortlessly and made us all feel welcome. One of the most memorable moments was when he pulled out his guitar and sang me “Happy Birthday.” It was such a thoughtful, personal touch that made the day feel even more magical. Throughout the entire experience, Mark paid incredible attention to detail, always checking in to make sure we were having a great time and had everything we needed. He was a great communicator leading up to the day, extremely accommodating to all of our requests, and even followed up after to make sure everything went smoothly. He also made safety a priority and got us back to shore safe and sound without a hitch. Captain Mark is not only a fantastic captain but a genuinely kind and thoughtful person. I couldn’t have asked for a better birthday or a better host. Highly, highly recommend!
Aden
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
Mark was super cool, and we had a great time overall. The only issue was that the zodiac boat at the front was blocking access to the bow, so we couldn’t use that part of the boat. We also wanted to swim, but there was probably a miscommunication — we ended up eating during the time we should’ve been swimming, and later Mark said it was too late. That was a bit disappointing, as we didn’t get to swim at all during our 4-hour trip. Everything felt safe and nice overall. Mark let us play any music we wanted, and everything was clean. A longer trip with more time would definitely be a better option next time.
GE
Glenda
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
This charter was the perfect little getaway—a mini vacation on the water that left us completely refreshed. The boat was exactly as described: clean, comfortable, and clearly cared for with pride. Every moment felt relaxing and easy, from the smooth ride to the peaceful surroundings. It was the kind of experience that makes you forget about everything else for a while—in the best way. Highly recommend for anyone needing a short but sweet escape.
PT
Patrick
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco is the consummate professional/captain. Flexible on the water with things to do and we all had a blast cruising and diving and swimming in the Sound
SY
Samara
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Steven was an amazing and communicative captain! He let us help sail and was completely flexible with the route. 10/10 experience & made bday so special.
DF
Daniel
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Steven F. did a great job. We had a wonderful time. We enjoyed his nautical expertise as well as his engaging, friendly, and entertaining personality.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!