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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$225-$6,630
Sailboats
Set sail with these traditional wind-powered boats
$160-$11,410
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$210-$1,500
Kayaks
Who says you need a motor to have fun on the water?
$85-$6,820
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$165-$900
Fishing Charters
Let a captain do the driving while you do the fishing
$165-$900
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$155
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$120-$500
Diving
Explore the ocean depths with trained boat operators
$115
Suzanne
Best Day Ever! Private, All Inclusive & Custom Sailing, Snorkeling, Adventure!
We chartered Saltwater Taffy whilst on a recent cruise to St Thomas. The 4 of us had the best time ever. Great communication from Rosie on the days before the sailing. We were met at the ship by Brad and driven to the boat where we met Rosie and Bosun the cat. We set sail straight away into turquoise waters and we were quickly under sail. We chose to snorkel with turtles so we went to Scott beach, got kitted up with snorkels and Brad took us to the beach in the motor rib. It’s really easy to get in and out of the water from the swim platform. We swam for about 10 minutes until we found the turtles. They are just so graceful. Brad got some great underwater pics. We then went back to the boat where Rosie had been preparing an amazing lunch and cocktails. We then motored back to the dock. Best day ever and we will be back to do it all over again. Thanks so much. Suzanne, Chris, Pam and Ricky xxxx
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!
Matteo
Saint Kitts Private Boat Charter
This experience was amazing! We enjoyed every single minute of the trip. The captain and the crew were wonderful and so polite with us, they treated us amazingly, making our day so special and fun. Experience to recommend!
NR
Na
Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'
Incredible experience! Jose was wonderful and very attentive. He made sure we were all having an amazing time which we really appreciated. Many thanks to the Black Octopus team for an unforgettable day!
CS
Claudia
Private Tours & Snorkeling at Icacos & Palomino Islands- Grady White 27'
Jose was amazing! He was our tour guide, photographer, snack grabber- he was at our beck and call and took such great care of us! Such a fun time with all the water toys too! This charter was perfection in every way! Yummy food, snacks, beverages (alcoholic and non) were also provided. Book with Jose for a grand time!
Kurt
Private Sail tour to Les Saintes with Skipper Sailing teacher
Oliver is a great captain and knows how to create a wonderful and safe experience. I highly recommend you consider a sailing trip with Oliver.
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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