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5 (8 reviews)
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Boat Rentals
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Sint Maarten
Cole Bay
Sailboats
Set sail with these traditional wind-powered boats
$1,200-$2,395
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$135-$1,500
Fishing Charters
Let a captain do the driving while you do the fishing
$825-$900
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$135
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$1,500
Simpson Bay, Sint Maarten
63 listings
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20 listings
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19 listings
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12 listings
JR
Jessica
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
Jonathan and the entire crew were extraordinary. They went above and beyond in every aspect of our trip. From basic amenities like towels, snorkeling gear, food, and beverages; to their great attitudes and personalities, we couldn’t be happier. There were even some personal touches and surprises that made our already wonderful day extra special. They had a tough job with our large group and wide array of ages, and everyone said it was one of the best days they’ve ever had.
DC
DeAvionne
Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!
NP
Nayanka
We spent the most amazing time for my mom's 50th ! I completely recommend :)
JF
Joanna
Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten
We had an amazing time! The catamaran is clean, spacious and beautiful. The captain and Diane were the best and took very good care of us! The drink options available were good!! The light breakfast and lunch served were fresh and delicious! I highly recommend them, don't hesitate to book!
DS
Dana
I celebrated my 36th birthday with 7 of my close friends and family. This experience was a real treat! We had an unforgettable trip to Anguilla filled with great vibes, great food, unlimited drinks, paddle boarding, snorkeling, and more. 11/10
Jennifer
One of the best experiences of a lifetime! The captain and staff are always smiling, ensuring breathtaking views on the island and make amazing meals on board. Do it! You will not be disappointed
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
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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