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Boat Rentals
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the United States
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Connecticut
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Greenwich
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$280-$2,500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$245-$2,040
Sailboats
Set sail with these traditional wind-powered boats
$200-$1,065
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$300
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$780
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50
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!
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.!
MP
Merritt
Cruisers 420 Express Cruiser Rental in Long Island Sound
Captain Dirk and his boat made our Fourth of July one to remember! From the moment we stepped on board, Dirk was the picture of professionalism—warm, respectful, and incredibly knowledgeable. I’m 39 weeks pregnant and felt completely safe and cared for the entire time. The boat itself was pristine, spacious, and so comfortable—perfect for taking in the fireworks in style. Dirk went above and beyond to make sure everyone had a great time. Truly one of the best boating experiences I’ve ever had. Can’t recommend him enough!
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.
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!
AK
Aylara
70 foot Sunseeker Manhattan Yacht in NYC
Had an amazing time on the boat! Everything was smooth from start to finish—great communication, beautiful ride, and a super friendly host. Highly recommend for anyone looking for a fun and relaxing experience on the water. Would definitely book again!
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!
August 01, 2023
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October 03, 2022
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April 14, 2022
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December 11, 2020
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December 29, 2019
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