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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$170-$3,225
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$45-$2,995
Kayaks
Who says you need a motor to have fun on the water?
$25-$2,545
Sailboats
Set sail with these traditional wind-powered boats
$110-$2,665
Fishing Charters
Let a captain do the driving while you do the fishing
$130-$2,800
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$150-$2,800
Diving
Explore the ocean depths with trained boat operators
$2,200-$2,900
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!
DL
Dmitriy
Private Tours & Snorkeling at Flamenco Beach Culebra or Culebrita Island
Highly recommend. We booked a day trip with Jose to Culebra Island (Flamenco beach) and really enjoyed the amazing day. The captain and the mate made our day exciting and unforgettable. There are a lot of beach toys, chairs, snorkeling gears, drinks and snacks on the boat, so you don't need to care about it. For extras you may get a bbq and/or a Seabob, which is cool underwater scooter. Will definitely book again.
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!