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4.9 (4,696 reviews)
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Boat Rentals
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the United States
Connecticut
Stratford
Kayaks
Who says you need a motor to have fun on the water?
$30-$260
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$300
Fishing Charters
Let a captain do the driving while you do the fishing
$130-$150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$180
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$130
Long Island, New York
70 listings
Stamford, Connecticut
11 listings
Norwalk, Connecticut
7 listings
MC
Monica
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!
EC
Erica
Sail from Norwalk/Westport, CT - $200/Hour - $33.33/Person
Mark was absolutely fantastic! He was in great communication with me for the planning, was extremely flexible with the departure time given the weather forecast within the days before, and overall made it the best sailing experience possible! The boat was in incredible condition and surpassed what is even pictured. I couldn’t recommend him more and we will definitely be sailing with him again
DD
Daniel
Booked Mark’s boat for a maternity photo shoot. Everything was perfect! He was very communicative and made the whole process very easy. He even came to pick us up from the beach. The boat is gorgeous and we had an amazing time. Would definitely recommend. Thanks Mark!
NS
Nicholas
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.
BS
Bonnie
Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!
LB
Lyndon
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
Amazing day on the water! Mark was super responsive from the moment I booked all the way through to our charter. We had an absolute blast as a group of friends sailing, swimming, laughing, drinking, and Mark was vital to making it a memorable experience. Would highly recommend Mark and will use him again!
Los Angeles, California
361 listings
Miami, Florida
969 listings
New York, New York
89 listings
Honolulu, Hawaii
61 listings
San Francisco, California
64 listings
Marina del Rey, California
128 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