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4.9 (4,761 reviews)
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Boat Rentals
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the United States
Connecticut
Stonington
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$425-$2,645
Kayaks
Who says you need a motor to have fun on the water?
$325-$400
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$600-$750
Montauk, New York
41 listings
Sag Harbor, New York
40 listings
Narragansett, Rhode Island
24 listings
Jamestown, Rhode Island
21 listings
Springs, New York
7 listings
East Hampton, New York
TI
Tony
Sunset Sail Buzzards Bay in a Classic Sloop!
I recently had the pleasure of sailing with Captain Freddie on his boat for a surprise two-hour cruise with my girlfriend, and it was an unforgettable experience. From the moment we stepped aboard, we were treated to breathtaking views of Buzzard's Bay and a sense of tranquility that only the open water can offer. The scenic beauty of the surroundings was truly stunning, and we found ourselves captivated by the serene atmosphere that only a sailboat can provide. Freddie was an absolute delight and contributed significantly to the enjoyment of our trip. His friendly and attentive personality put us at ease, and his passion for sailing was evident throughout the journey. He told us all about his restoration of his boat and made sure we were comfortable and well taken care of. We knew nothing about sailing, and he explained all about how the sails work, answered my endless questions, and his expertise and seamanship were evident. We felt completely safe under his guidance. The overall experience was nothing short of magical. From the sunshine and fresh air to laughing and relaxing on the deck while Freddie told us all about the area and his tales of trips to Martha's Vineyard and beyond. I scored some serious romance points with my lady by booking this trip. I would 100% sail with Captain Freddie again without hesitation.
Heiner
43' Sailboat, Bristol RI & Beyond
We had a wonderful time with Catian Francis :) He is a lot of fun and makes you feel at home on his yacht. Things wemt very smooth and we can highly recommend having a exceptional sailing experience with him. Heiner
JR
Jai
Sail to Fishers Island on a fast and classy 35' Sailboat
We had a wonderful experience and found Captain Eric to be an excellent sailor and gracious host. He is extremely friendly, relaxed and a great conversationalist who has many stories to tell about the Thimble Islands and other topics. We had a large party with a two year old child and Captain Eric made us all comfortable and provided us with a perfect trip.
Lauri
CaptIn Eric provided an amazing experience for my family. Not only did he display his professional sailing skills but he accommodated time for dining and swimming and the thrill of being under sail on a beautiful sunny and windy day. We've already shared our great experience with friends and family and hope to join them for another trip on Erics Nomade.
BM
Bruce
4 or 8 Hour Sails on Narragansett Bay on Seafarer Swiftsure Yacht!
Joe's 1978 cruising sailboat was just the right size and weight to balance comfort with sailing experience. Joe was highly knowledgeable as a sailor and with sharing the local lore. It felt more like a sail with friends than a "charter." As a former sailor myself, I felt totally at ease in his hands. We plan to make this a regular part of our visits to Providence.
Ashley
Joe is an amazing sailor- he does not only take you out there in the water to sail but he also teaches you everything about his boat and how to operate it. He showed us around and picked us up closer to where we stayed instead of driving up to where he is. A very nice gentleman. You would always see him smile which is a very nice gesture.
Los Angeles, California
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174 listings
New York, New York
88 listings
San Francisco, California
65 listings
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57 listings
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!
4.9 out of 5! 500,000+ reviews