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Sailboats
Set sail with these traditional wind-powered boats
$125-$1,500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$115-$980
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$980-$1,500
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$550
Fishing Charters
Let a captain do the driving while you do the fishing
$120
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$120
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
LB
Laura
36’ Luxury Express Yacht Charter In Fajardo, Puerto Rico
My husband and I took our college kids and we all had a great time. We stopped at a few islands for some snorkeling and swimming. Nice snacks provided. Fun captain and mate. We brought our own ‘drinks’ to enjoy on the boat. Would do this again next time in PR
MM
Mark
Amazing Private Snorkel Charter to Reefs of Rincon and Desecheo Island
Great guy who's a fantastic tour guide! Frank is attentive and responsive to the wishes of the group! He even detoured when one of us got sick and was super flexible!
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!
KS
Kathy
Charter Formula III Open 32 in Philipsburg, Sint Maarten
We had a great trip with Sam! Went snorkeling, saw a couple really nice beaches away from all the tourists. He made sure we were comfortable and had everything we needed.
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!