We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$40-$3,120
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$15-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$40-$2,955
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$2,395
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$70-$2,500
Kayaks
Who says you need a motor to have fun on the water?
$15-$1,570
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$55-$395
Diving
Explore the ocean depths with trained boat operators
$40-$2,045
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$325
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$55-$1,745
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$45-$585
Rafting
A high-energy adventure for the whole family
$50-$275
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$150-$1,055
Canoes
A classic option for leisurely paddling
$20
Kerri
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Family of eight, 18 to 76. Wanted a relaxing day for sightseeing and snorkeling. Water was too rough for snorkeling but our captain took us out to smooth water and anchored so we could get out. Beautiful weather, amazing views. Highly recommend and Daniel is the best captain!
Colin
Private Tours & Snorkeling at Cayo Icacos & Palomino Island
had a great time with Jose and his nice boat. it was clean and he had a lot of snacks and supplies for us we felt very well taken care of. he showed us around the area and the different spots as well as taking us to both icacos and palomino. he had all the toys and really was a great value experience absolutely loved it thanks Jose
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!
KA
Kelly Ahmed
Pigs, Turtles, Snorkeling Beach Day
Captain Jeriad and his crew were absolutely incredible! We had such a fantastic day, and the team went above and beyond to ensure everything was perfect. The personalized, private experience tailored to our needs truly made this the highlight of our trip. We can’t recommend them highly enough!
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!