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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$290-$2,655
Sailboats
Set sail with these traditional wind-powered boats
$100-$1,230
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$600-$750
Kayaks
Who says you need a motor to have fun on the water?
$325-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$250
MM
Molly
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!
Chanel
Classic Motor Yacht in Hampton's, Long Island
This boat was perfect for a girls day on the water! John is a great communicator and captain brandon was amazing! We couldn’t have asked for a better time on the water.
Lizzie
32' 2020 Sundancer + Seabob Yacht Rental in Sag Harbor, New York
Great communication, everything went perfectly. Would rent again.
jw
jenna
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Exactly the relaxing trip we had looked forward to, Captain Haven was just perfect!
SA
Stefana
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Beautiful boat and our Capitan Hagen was amazing! We travelled from out of town and will definitely book again next time we come to town. 10/10 overall aesthetic and vibes!
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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November 23, 2022
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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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