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Boat Rentals
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Sint Maarten
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Sint Maarten
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Simpson Bay
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$160-$6,095
Sailboats
Set sail with these traditional wind-powered boats
$130-$4,405
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$80-$250
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
$165-$900
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$265-$1,600
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$165
Diving
Explore the ocean depths with trained boat operators
$115
RM
Rodasha
Spacious 55ft Motor Yacht perfect to discover Anguilla with your family
Jordan and Chloe were the perfect hosts! The boat was beautiful! They took us to multiple picturesque sites. Lunch was delicious and the drinks were flowing. Overall, a great experience!
Reynaldo
Spacious 55ft Motor Yacht perfect to discover Anguilla with your family
We have a great experience, everything was as they described it.
Mark
Charter the Lagoon 450 Cruising Catamaran for Anguilla Tours with Friends
Communication could have been a little better with the captain before our trip but once on board David and Stephanie were awesome. Definetly 5 star service. The snacks and wide variety of alcohol and soft drink choices were excellent. Would book again for sure!
AH
Amy
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Our family of four, including two young children, had a perfect time on Sam’s boat. We met him at the morning before 9am and happily he was there early waiting for us. We went through the safety checks and waivers, used the bathroom and then took the boat out of Simpson bay onto a Anse Marcel. Sam offered us beer wine and sodas. There we swam on the beach and then took the boat over to Pinel Island for a bit and then back to Anse Marcel for lunch before heading back in around 1 PM. Sam was very polite, answered all of her questions and importantly his communication before the trip was superb. We will definitely call Sam again for island visits around Saint Martin.
Jonathan
Charter Formula III Open 32 in Philipsburg, Sint Maarten
We enlisted Sam on a private charter between St. Marteen and St. Kitts given the lack of flights and difficultly with COVID. Needless to say, Sam went out of his way to navigate the immigration needs on our behalf in addition to planning a full day charter experience with sight seeing, snorkeling and superb lunch selection. Highly recommend.
Greg
Charter Formula III Open 32 in Philipsburg, Sint Maarten
Sam and his brother were awesome. Sam communicated great before the trip and during the trip. He was patient and let us go at our own pace. We had rough sea conditions and high winds that were obviously out his control, but he was great!! He asked what we wanted to do. All of the stops were fun. Lunch on Pinel Island was fantastic. When we return we will definitely give Sam a call.
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!
April 17, 2024
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April 17, 2024
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April 17, 2024
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April 17, 2024
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April 17, 2024
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April 17, 2024
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Boat Rentals
Sint Maarten
Sint Maarten
Simpson Bay