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The Best Wakeboarding Boat Rentals in Caribbean
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Caribbean
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
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$2,395
Sailboats
Set sail with these traditional wind-powered boats
$40-$2,955
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
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$15-$1,000
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
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
Recent Reviews in Caribbean
RS
Radoslaw
26' Monterey M5 Ski Boat for Boat Cruise and Watersports
We had an amazing day on the water with David as our wakeboard boat captain! He was not only a skilled and knowledgeable guide but also incredibly friendly and patient. Even those in our group who had never wakeboarded before ended up catching some waves and surfing by the end of the day, thanks to his great instruction and encouragement. David made sure everyone felt comfortable and had fun, creating an unforgettable experience for all of us. Highly recommend him!
CF
Corinne
Salty SandBars Key West SeaRay 250
We had the best time out on the water and to the sand bars with Captain Mike! He’s incredibly knowledgeable on all things Key West and more! He kept us very entertained with his facts and stories. The boat was pristine and included all of the amenities listed. I would highly recommend this tour!
Lyndee
Salty SandBars Key West SeaRay 250
We had an amazing day with Captain Mike. We went out to the sandbars and hit the sunset at Mallory square. We rented the boat for the entire day. We actually ran out of beer and Anthony delivered beer to us. Mike was very knowledgeable about the area and the tides. We had a blast. Service was over the top and mystic the pug was super cute.
RP
Robert
Salty SandBars Key West SeaRay 250
This review is quite late, I apologize. Our time with Anthony was the most enjoyable portion of our trip. Anthony was the most personable, and friendly person I've met in quite some time. He was very informative about the areas we went to, and made sure that we had a very enjoyable time. Anthony and his sweet puppy took us to the most beautiful, and fun spots in Key west. He also was fun to talk to, and let us know the best local spots to eat at, and to visit. We will not forget our time with him any time soon. The next time we visit, we will most assuredly look him up again to use his services. Absolutely great time all around!!!! Thanks Anthony, sorry for the late review, my apologies.
Holly
Salty SandBars Key West SeaRay 250
Anthony called us ahead of time to warn of the wind and asked if we wanted to reschedule. Due to our travel plans, we decided not to, but still had a wonderful time! Anthony was knowledgeable, friendly and knew what he was doing! We would recommend him.
LA
Laura
Salty SandBars Key West SeaRay 250
We all enjoyed the hole trip, it was our last day in key west and we couldn’t have asked for a better way to finish our trip to key west. We all felt save with Anthony as a captain, he told us a lot about the island as we sailed around. The biggest recommendation from us if you are looking for something to top your vacation
Top Wakeboarding Boat Rental Locations in Caribbean
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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