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Sailboats
Set sail with these traditional wind-powered boats
$160-$3,030
Fishing Charters
Let a captain do the driving while you do the fishing
$165-$900
Kayaks
Who says you need a motor to have fun on the water?
$80-$2,200
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$80-$230
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275-$1,500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$165-$900
Diving
Explore the ocean depths with trained boat operators
$115
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55
TY
Tim
Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin
Captain Jordan is knowledgeable and super friendly. An absolute gem. Chloe, our steward and chef, was at our becken call for food or drink. She was kind and caring and almost felt like she was one our group. We would absolutely use OBC again an it will always be with Jordan and Chloe!
KA
Kylee
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
This was a wonderful day on the water with our family of 20 ages ranging from 18 months to 65. The boat was so nice, clean and the staff taking care of us were awesome. Great communication pre-excursion and as a travel agent myself I will be highly recommending this to my clients. Would definitely do this again. Our family would say it was the highlight of our trip. Thanks so much for a great day!!

Jocelyn
PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA
If we could give Captain Joe and Chloe, 100 stars, we would. We had the best time with them on the boat, they showed us all around the island, their hospitality is unmatched. We enjoyed it so much, we ended up booking the boat for two days instead of one. I would highly recommend them for the best experience in Saint Maarten!
MB
Maci
Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin
This boat was so much fun for all of my friends. We had a blast! The boat was very well kept. The drinks were fantastic. We would do this again in a heart beat!
JH
Janet
PRIVATE POWERCAT 40 AROUND SAINT MARTIN, PINEL, TINTAMARRE AND ANGUILLA
My family and I had a fabulous day with Captain Jorge and Chloe. The catamaran is large with lots of deck space to suntan on and also plenty of coverage to be out of the sun. The boat was spotless and very comfortable. Chloe made us excellent cocktails and there were plenty of water toys to keep entertained. The captain took us to good snorkeling spots and we felt very taken care of and catered to. It was a great day and we will definitely book again on future trips.
JW
Jackie
Luxurious & spacious 55ft Motor Yacht,discover Anguilla,Sint Maarten,St Martin
Had the best time for my birthday with 10 friends. So much space and even better than the pictures. A highlight of the trip. I’d definitely recommend!
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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October 03, 2022
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December 11, 2019
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August 24, 2023
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April 10, 2020
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December 30, 2019
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