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Sailboats
Set sail with these traditional wind-powered boats
$1,290-$59,495
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$1,040-$10,400
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$140-$75,730
Kayaks
Who says you need a motor to have fun on the water?
$105-$2,570
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$8,090-$87,735
Diving
Explore the ocean depths with trained boat operators
$140
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$600
Fishing Charters
Let a captain do the driving while you do the fishing
$600
MW
Marla
Charter Formula III Open 32 in St Maarten
We actually toured with Jae- he was fantastic- and patient! We showed up to the wrong meeting spot but the team was very flexible. This was by far the best excursion day of our cruise. Jae was funny, kind, informative and knew a bunch of great local spots to take us. Thanks to this group- our cruise has been unforgettable.
JE
Josh
Luxurious and comfortable 55ft private yacht from and to Anguilla
We cannot recommend this team and their boats enough. We loved them so much that we decided to go back out with them for an additional trip just a couple days after our initial reservation. Chloe, Joel, and Jorge were absolutely incredible taking care of our family of 7. The adults were never without a drink or a bite, the kids were never without a friend showing them something interesting about the boat, the toys, or the sea. They even took the kids out on the tender to find some sea turtles. We simply cannot recommend this team enough. In fact, we are already planning our next trip(s) with them for the fall. Thank you for everything! The Elwood family. ❤️ 🙏🏻 🛥️
AG
Alise
Private Powercat 40 from and to Anguilla
We had an absolutely wonderful time aboard this yacht. From the moment we stepped on board, the captain and crew made us feel welcome, comfortable, and completely taken care of. The crew went above and beyond to ensure every detail was perfect. Their attentiveness, positive attitude, and genuine hospitality truly stood out. Whether it was keeping everything spotless, serving us with care, or anticipating our needs before we even asked, they made the trip feel effortless and relaxing. The yacht itself was beautiful and well-maintained, providing the perfect setting for an unforgettable experience. We couldn’t have asked for a better day on the water. Thank you to the captain and crew for such a memorable time. We would highly recommend this experience to anyone and would love to return again!
KI
Katie
Discover the Island's, South Paradise aboard our Bayliner 2659 Rendezvous Boat!!
We had the best day with CayTrips. Being out on the water with our own boat felt easy and fun from start to finish. It was just the three of us celebrating a birthday, and Captain Oscar and First Mate Allie made it special. They were warm, attentive, and genuinely cared about every detail - and were flexible with the itinerary. They had fresh fruit, drinks, and sandwiches ready for us. Then they surprised the birthday boy with cupcakes and got everyone singing. Such a thoughtful touch. The boat was incredibly spacious, more than enough room for our group and plenty of space for a larger group too. A perfect day on the water. We will be talking about this one for a long time.
JL
Jessica
Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'
Jose was the best Captain! He took us to Icacos, Palomino, a ride by Palominito, and a ride by Islets Marina! Great food and drinks… Had a blast! Couldn’t have asked for a better experience!!!

Jacob
Private Tours- Snorkeling at Palomino & Beach Time at Icacos Island- Mako 29'
José and first mate were phenomenal! Seas were a little choppy on the ride over but the ride was very smoother as they had the bow trimmed up. Lunch, snorkeling, swimming, fishing - couldn’t ask for more for us and our four year old. They watched him and fished while my wife and I snorkeled.
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!

June 07, 2023
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June 18, 2021
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December 12, 2019
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August 01, 2023
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November 23, 2022
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October 03, 2022
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