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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$280-$2,700
Sailboats
Set sail with these traditional wind-powered boats
$185-$1,275
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$240-$2,900
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$225
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$780
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$225
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50
JS
Josh
Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT
Matt was Great! went out with my 8 year-old son, girlfriend and a friend for a three hour trip on the boat. Checked out the beautiful coastline and a couple of awesome swimming holes spent some time on the paddleboard.. such an awesome day. Can’t wait to take another trip out with Matt. Beautiful boat, very professional.!
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!
TL
Terry
Port Washington Private Yacht Charter - 43' Azimut Flybridge
Amazing day with Jay’s crew Dino and John. Super friendly, the boat was super clean, comfortable, and modern, and the ride was really smooth. We had an awesome day celebrating a 30th birthday and are already thinking about booking again for something in the future!
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.
RL
Ricky
Beautiful & Modern 35 Foot Express Cruiser!!
We had an amazing time with Captain Steve watching the sunset. The scenery was breathtaking, and the calmness of being out on the water made it truly unforgettable. Captain Steve was friendly, approachable, and kept the experience fun from start to finish. Highly recommend for a relaxing and memorable family outing!
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.
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!