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4.9 (4,894 reviews)
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Boat Rentals
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the United States
Connecticut
Old Lyme
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$330-$2,485
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$145-$750
Kayaks
Who says you need a motor to have fun on the water?
$325-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$130-$250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$675
Southampton, New York
67 listings
Noyack, New York
46 listings
Montauk, New York
Sag Harbor, New York
44 listings
East Hampton, New York
8 listings
Springs, New York
7 listings
MB
Mark
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Our sail with David was great! Even though we had light winds, we still covered a lot of ground. David is very capable and knowledgeable, and he also knows a lot about the area and the maritime region. The boat is in very good condition and very roomy. We ended up with 4 guests and were very comfortable. We expect to sail again with David in the future.
MS
Megan
Come Sail & Party on Maybellene our well cared for 34' Beneteau Yacht
A beautiful evening that far exceeded our expectations. Dave was a fantastic captain and host giving us a relaxing and memorable experience on our sunset cruise. Bottle of wine, lovely snacks and the boat was pristine. Don’t think twice about adding this to your itinerary for a spectacular evening.
TO
Tripp
Newport RI: Private sailing, sighting-seeing and swimming with Capt Eric
Eric and his boat were outstanding! This was a highlight of our Newport vacation. My family (wife, daughters in their 20s) went sailing for 3-4 hours. Eric pointed out lots of famous sites and told us the history of Newport harbor. He let my daughter sail most of time (she's an experienced sailor). I highly recommend Eric!
BH
Brian
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
Great trip Marc helped plan our trip Boat was exactly what we were told it would be All aspects went smooth great communication
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.
ML
Margaux
A Fully Crewed Luxurious Schooner Perfect for Sails and Events 12 - 41 Guests
We had such a fabulous time on this beautiful boat. Our captain, JM, and the crew Liz and Andrew were so friendly and attentive and amazing with all the kids we had. It was a wonderful afternoon and we can’t wait to do it again!
Los Angeles, California
414 listings
Miami, Florida
930 listings
Marina del Rey, California
173 listings
New York, New York
89 listings
San Francisco, California
63 listings
Honolulu, Hawaii
58 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!
August 01, 2023
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December 30, 2019
December 26, 2019
4.9 out of 5! 500,000+ reviews