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Sailboats
Set sail with these traditional wind-powered boats
$130-$1,315
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$190-$1,400
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$135-$220
Kayaks
Who says you need a motor to have fun on the water?
$60-$140
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$225
Fishing Charters
Let a captain do the driving while you do the fishing
$225
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$225
JJ
Jason
Boat a Private Tour with Painkiller
We had an amazing boat charter with Captain Blaze yesterday! He took us to some beautiful beaches, brought us to great snorkeling spots, and even prepared fresh conch ceviche for us along with other food on the boat. Captain Blaze made the entire experience fun, relaxing, and memorable. We definitely recommend him and will absolutely book with him again next time we’re back!
AZ
Adam
Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings
We had a family day on the boat with my wife and 3 kids (ages 6, 5, and 2). We had the most incredible day. Jesus and Jose catered to all of our needs especially realizing when we needed to make a slight change of plans due to some snorkeling challenges with the little ones. The food was also amazing. Consensus was that this was the best day in Aruba

Caitlin
PRIVATE MOTORYACHT 55FT AROUND ST MARTIN ONLY
10/10 experience! The boat is beautiful and the crew was great! Our group of 8 had an absolute blast and we will 100% be booking again! Highly recommend and definitely worth the value!
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!

Johnnie
PRIVATE MOTORYACHT 55FT AROUND ST MARTIN ONLY
We had an amazing experience on this private yacht! From the moment we stepped on board, everything was top-tier. The crew was professional, friendly, and made sure we were comfortable the entire time. The yacht itself was spotless, spacious, and beautifully maintained. The views out on the water were incredible, and the whole trip felt relaxing and luxurious. Whether it was the smooth ride, the great music, or just enjoying the ocean breeze, every moment was worth it. The captain and crew went above and beyond to make the experience special. I would highly recommend this private yacht to anyone looking for a memorable and high-quality experience. Definitely something I would do again!
TY
Tim
PRIVATE MOTORYACHT 55FT AROUND ST MARTIN ONLY
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!
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!

December 17, 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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April 14, 2022
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December 11, 2020
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