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4.9 (41,467 reviews)
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Boat Rentals
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Anguilla
The Valley
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$170-$5,950
Sailboats
Set sail with these traditional wind-powered boats
$155-$3,625
Fishing Charters
Let a captain do the driving while you do the fishing
$165-$900
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$115-$3,800
Kayaks
Who says you need a motor to have fun on the water?
$85-$6,965
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$315-$1,500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$160
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$120
Diving
Explore the ocean depths with trained boat operators
$115
Simpson Bay, Sint Maarten
64 listings
Philipsburg, Sint Maarten
21 listings
Marigot, Collectivity of Saint Martin
18 listings
Anse Marcel, Collectivité de Saint-Martin
17 listings
Cole Bay, Sint Maarten
14 listings
Gustavia, Saint Barthélemy
7 listings
Matt
Luxurious 55ft private Motor Yacht around Saint Martin, Sint Maarten, Anguilla
We had an amazing trip! Jordan and Chloe were wonderful hosts and we had such a fantastic time. The whole group agreed it was a perfect day. Each stop was beautiful, the rides were smooth and enjoyable, the music/mood was spot on and Chloe was an excellent and always accommodating bartender all day! We highly recommend and I’m sure we will be back for another trip someday soon.
NR
Nicole
Lagoon 450 Sailing Catamaran Charter in Collectivité de Saint-Martin
Rented the boat for the morning for a small bachelorette. Captains were awesome and we all really enjoyed everything!!
Lenny
LEOPARD POWERCAT 51ft 2018 from Saint Martin, Marigot
Best boat experience of my life with my family. Truly top notch service from beginning to end on a beautiful, up kept catamaran. Highly recommend for anyone looking for an amazing getaway on the water.
Tiara
They made everything super easy and fun!! Will book again
Dustin
Amazing day in St Martin thanks to Capt Sup. We went to a private beach so our 3 years old could play on the beach while we relaxed. Drinks, snacks, entertainment were awesome. We’ve never had a better time while hiring a private charter. We will def be back and we recommend Capt Sup for your next fun filled day in St Martin
Pam
Great drinks Friendly staff Beautiful spacious boat
Sandy Ground, Anguilla
6 listings
Crocus Hill, Anguilla
2 listings
Blowing Point, Anguilla
1 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