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Boat Rentals
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the United States
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Connecticut
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Middletown
Sailboats
Set sail with these traditional wind-powered boats
$250
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250
Fishing Charters
Let a captain do the driving while you do the fishing
$140
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$140
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!
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.
EG
Ella
Classic Motor Yacht in Hampton's, Long Island
John was incredibly easy to work with. The boat is beautiful and has so much character - highly recommend!
DB
Deborah
Slide Pontoon on Candlewood Lake
Shannon and the boating experience were awesome! Kiddos had a blast, especially the tubing! Highly recommend, we would absolutely book with Shannon again!
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!
Boat Rentals
the United States
Connecticut
Middletown