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Boat Rentals
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the United States
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Connecticut
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Old Saybrook
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$325-$2,340
Sailboats
Set sail with these traditional wind-powered boats
$230-$1,090
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250-$2,300
Kayaks
Who says you need a motor to have fun on the water?
$310-$2,315
Fishing Charters
Let a captain do the driving while you do the fishing
$225-$2,125
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$225-$2,125
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$500
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$675
KH
Katy
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
We are so happy we chose to book with Nate! The communication was clear and concise, we knew exactly where to go when our trip came! Nate and crew were beyond accommodating and the boat is so charming! This made our trip so special!
DK
Dmitri
Charter 36ft Sloop In Westbrook, Connecticut
We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!
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!!
JL
Jaclyn
Overspray in Old Saybrook | 37ft Silverton Yacht
We had a beautiful day out on the CT river for my sister’s birthday! Pick up/drop off was incredibly easy, boat was in great condition, and the crew was very accommodating - would definitely recommend!
SM
Shannon
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Brian was amazing! From the booking to our trip, he was great to work with. Professional and fun. We would recommend him to anyone. Thanks Brian!!
SW
Shannon
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
Hands down the best captain experience we've had - very professional, knowledgeable and also fun!
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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Boat Rentals
the United States
Connecticut
Old Saybrook