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All listings in Caribbean

Amazing wakeboarding rentals in the Caribbean.

4.8
(302 Reviews)

Page 1 of 110 listings

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
Limited Availability
New SeaRay 250 SDX Salty SandBars Key West
Powerboats in Key West · 6 guests

New SeaRay 250 SDX Salty SandBars Key West

5.0
$135+/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
75' Mega yacht Jacuzzi Miami Beach, Florida!
Powerboats in Miami · 20 guests

75' Mega yacht Jacuzzi Miami Beach, Florida!

3.9
Superowner
$400/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
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
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
Surf Lessons In Punta Cana
Adventures in Macao · 1 guest

Surf Lessons In Punta Cana

New
$190/hour

Wakeboarding Reviews in Caribbean

  1. HY

    Hugo

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    David was on time with good vibes. He gave us good tips while we were doing water sports. Definitely wi will come back soon. cheers

  2. RN

    Ronen

    Axis T235 Wakeboat | Miami Wakesurf & Skyline Cruise

    These guys are Legit!!! From the very beginning Cameron was responsive and accommodated everything we requested for my family and 3 kids. They have a variety of wakeboards, skis, and are super skilled in teaching me and my young kids how to wake surf for the first time. Cameron and Alessio are a dream team. We tried other rentals in miami but they are no where in comparison with their level of hospitality. We will definitely rent again on our next miami trip!!! Thank you so much guys!!!!!

  3. 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!

  4. kayla

    kayla

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    David was a fantastic captain! Very friendly and knows his stuff! He was extremely helpful with us wakeboarding. If you have never done wakeboarding before but want to try, he is the captain to book! We went to a great spot that has a beautiful Miami view behind us which was fun to see while surfing. He keeps his boat extremely clean and tidy which shows how much he’s cares! We even got to see a few dolphin while we were out! Boat had plenty of space and seats surprised me with how comfy they were! Great sound system. All around a 10/10. You must book with David!

  5. Andrew

    Andrew

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    David was an awesome captain! To taking us to a nice sandbar, cruise and able to wakesurf and tube it was awesome. If you want to have the ultimate experience on the water in miami and not just sit in a yet definitely book Davids boat. You won’t be disappointed.

  6. MICHAEL

    MICHAEL

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

    We had an amazing experience renting from Braxton! He was incredibly flexible with our dates and group size, making the whole process smooth and stress-free. What really stood out was his thoughtfulness—he provided toys, snorkel gear, and fishing rods for the kids, which made the trip even more special. The boat was clean, well-maintained, and perfect for a fun day on the water. Braxton was friendly, professional, and went above and beyond to ensure we had everything we needed. Highly recommend renting from him for a hassle-free and memorable outing!