Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in Caribbean

Amazing wakeboarding rentals in the Caribbean.

4.8
(307 Reviews)

Page 1 of 113 listings

🚤 Key West Pink 👙 sandbar boat
Powerboats in Key West · 6 guests

🚤 Key West Pink 👙 sandbar boat

5.0
$135+/hour
26' Monterey M5 Ski Boat for Boat Cruise and Watersports
Powerboats in Miami · 12 guests

26' Monterey M5 Ski Boat for Boat Cruise and Watersports

4.9
$160/hour
22ft Sea Chaser 22 HFC in Tavernier, Florida for Fishing and Snorkeling
Powerboats in Tavernier · 8 guests

22ft Sea Chaser 22 HFC in Tavernier, Florida for Fishing and Snorkeling

5.0
$100/hour
Cruise and Party in Style! 26' Luxurious Ski Boat! Price doesn't include fuel.
Powerboats in Miami · 12 guests

Cruise and Party in Style! 26' Luxurious Ski Boat! Price doesn't include fuel.

5.0
$125/hour
Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!
Powerboats in Bonita Springs · 11 guests

Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!

5.0
$60+/hour
60' Mega yacht Miami , Florida!
Powerboats in Miami · 13 guests

60' Mega yacht Miami , Florida!

3.9
Superowner
$200/hour
Axis T235 Wakeboat | Miami Wakesurf & Skyline Cruise
Water Sports in Miami · 10 guests

Axis T235 Wakeboat | Miami Wakesurf & Skyline Cruise

5.0
$295/hour
Cruise Boynton Beach on a 25ft Yamaha 255 FSH Sport Jet Boat with Captain
Powerboats in Boca Raton · 10 guests

Cruise Boynton Beach on a 25ft Yamaha 255 FSH Sport Jet Boat with Captain

5.0
$150+/hour
Greenline NEO 37' Largest Yacht in Hollywood Beach FL
Powerboats in Hollywood · 13 guests

Greenline NEO 37' Largest Yacht in Hollywood Beach FL

New
Superowner
$103+/hour
Miami Yacht + Jetski Party 70ft Azimut with Captain + Sandbar + Sunset VIP
Events in Miami Shores · 13 guests

Miami Yacht + Jetski Party 70ft Azimut with Captain + Sandbar + Sunset VIP

New
$250/hour
Instant Book
4 Islands Boat Tour : Swimming Pigs, Sea Turtles, Private Beach With Restaurant
Powerboats in Nassau · 8 guests

4 Islands Boat Tour : Swimming Pigs, Sea Turtles, Private Beach With Restaurant

New
$200/hour
46 Searay - Enjoy The Best Party In Miami
Events in Miami Beach · 12 guests

46 Searay - Enjoy The Best Party In Miami

New
Superowner
$100/hour
Airship 31ft RIB take up to 8 people in Miami Beach
Powerboats in Miami Beach · 8 guests

Airship 31ft RIB take up to 8 people in Miami Beach

New
$250/hour

Wakeboarding Reviews in Caribbean

  1. YF

    Yevgeny

    🚤 Key West Pink 👙 sandbar boat

    Everything was fantastic from the rental, to the captain and the excursion!!! Would 10000% recommend this boat and especially the captain Jessie!!! Thank you so much for great memories and our bday celebration!!! We have rented boats before and this one by far was the best!!!

  2. CF

    Corinne

    🚤 Key West Pink 👙 sandbar boat

    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!

  3. Lyndee

    Lyndee

    🚤 Key West Pink 👙 sandbar boat

    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.

  4. RP

    Robert

    🚤 Key West Pink 👙 sandbar boat

    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.

  5. Holly

    Holly

    🚤 Key West Pink 👙 sandbar boat

    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.

  6. 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!