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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$225-$3,650
Sailboats
Set sail with these traditional wind-powered boats
$220-$1,250
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$500-$780
Fishing Charters
Let a captain do the driving while you do the fishing
$225-$500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$75
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$225
AP
Abraham
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
My daughter and her friends had a 16th birthday party on the boat and they had an amazing time. Jeffrey was a wonderful host and the boat was incredible. Everything was exactly as described and it was a amazing experience for everyone.
Briana
⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.
Jimmy and Wanda were absolutely amazing! My friends and I highly recommend them. We booked them for a few hours for my bachelorette and brought hot dogs and burgers and jimmy cooked them for us so that we could relax and hangout and spend time with each other without having to worry about a thing! They made sure we were all set multiple times through the experience and were extremely accommodating to any and every request. The boat was very clean and well maintained, and Spectacle Island was beautiful! They know all of the good spots and were very knowledgeable in the history of the island(s). We would 100% do this again and book for even longer next time!
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.
NS
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, optional Waverunner
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!
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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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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