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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
Fishing Charters
Let a captain do the driving while you do the fishing
$130-$150
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$130
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$180
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.
CL
Chet
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Captain Hagen and his boat exceeded our expectations. He set up a neat little mahogany table for our food and supplied ice cold water and ice. The boat is a classic! It was a perfect picnic boat excursion. He took us to a great little cove and anchor so we could swim around while enjoyed our food. Captain Hagen also had some great trivia and pointed out landmarks in the area. Heet us have our privacy and visit with each other, which was nice.
SH
Stephen
36ft Vintage Yacht Marlinspike Charter in Sag Harbor, New York
Captain Hagen is a marvelous human, and took us to some outstandingly beautiful locations in his elegant wooden vessel the MarlinSpike. He hoisted us an English and French flag, as my partner is French and I'm a Londoner. The boat is spacious and there are seats in the back and on the front. Best of all Captain Hagen is multi lingual so very easy to communicate with. Knowledgable about the area around Sag Harbor, and also caring about his passengers, the boat trip was the highlight of our holiday. Thank you Captain Hagen, if we are ever back this way we will take another voyage with you and your skipper, whose name I didn't catch, but both of you made our day. Thank you.
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.
CM
Cynthia
28' Bertram around islands in Norwalk
My party of 11 and I had a great time with Mark and his crew. He communicated promptly regarding weather conditions and what to expect on the boat. He was knowledgeable about the surrounding areas and the boat itself. This was a perfect experience to enjoy the water in CT for any special occasion or just a nice summer day with friends or family. We will definitely be returning to this charter !!
JS
Jillian
28' Bertram around islands in Norwalk
Couldn’t ask for a better captain or boat! Mark was great. Extremely friendly, it was a beautiful boat, and it was very clean. We had a great time, and Mark was very knowledgeable on all of the small islands and locations we passed. I would highly recommend booking with him!
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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December 11, 2019
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August 24, 2023
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April 10, 2020
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December 30, 2019
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