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Kayaks
Who says you need a motor to have fun on the water?
$30-$260
Sailboats
Set sail with these traditional wind-powered boats
$50-$260
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$300
Fishing Charters
Let a captain do the driving while you do the fishing
$150
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Nicholas
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.
BS
Bonnie
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!
NM
Natalie
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing
My friends and I had an incredible time on Jeff’s yacht! He was a fantastic host, always helpful and quick to answer any questions we had before our trip. The boat itself is stunning, with plenty of space to relax and enjoy the day. We can’t wait to book another adventure on board!
RG
Rishan
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing
Capt. Jeffrey is as great as it gets! He’s so fast in responding. He was very welcoming, made us feel at home and made sure everybody was having a good time! He has so many water games it made our experience so fun and memorable! The boat has so many areas where you can sit and also where you can sun bathing! We can’t wait to go out with him again!
Tara
Hudson River Tours: West Point, Statue of Liberty, Sleepy Hollow Lighthouse.
I reached out to book this boat around 10am and connected with Capt Glenn who was the owner of the boat. After easy communication, I was on the boat with my 3 children at 1pm (3 hours later!) with Capt Brian and his first mate, Serena. They were both very kind and easy to be around. We just wanted a lazy day on the water that that is exactly what they gave us. The boat was clean and everything we had hoped for. Without hesitation, I highly recommended Glenn, his boat and his staff. Thank you, Glenn, Brian and Serena for an awesome afternoon.
MB
Mark
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.
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 09, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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