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.

4.6
(281 Reviews)

Page 1 of 112 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
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
Beautiful 2022 Yamaha 255XD Powerboat for rent in Fort Lauderdale, Florida
Powerboats in Fort Lauderdale · 6 guests

Beautiful 2022 Yamaha 255XD Powerboat for rent in Fort Lauderdale, Florida

5.0
$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
24’ Yamaha 242 Limited S Jet Boat! Captained - Wakeboard Kit!
Powerboats in Miami · 6 guests

24’ Yamaha 242 Limited S Jet Boat! Captained - Wakeboard Kit!

5.0
$400/hour
Set sail with our luxurious Sea Ray 30'
Powerboats in Miami · 12 guests

Set sail with our luxurious Sea Ray 30'

New
$100/hour
Stingray 21ft Bowrider Wakeboarding Session in Miami Beach, Florida
Powerboats in Miami Beach · 6 guests

Stingray 21ft Bowrider Wakeboarding Session in Miami Beach, Florida

3.0
$185/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
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
Snoozed - Active 09 Jun 2026
75' Mega yacht Jacuzzi Miami Beach, Florida!
Powerboats in Miami · 20 guests

75' Mega yacht Jacuzzi Miami Beach, Florida!

3.9
Superowner
Snoozed - Active 02 Jan 2027

Wakeboarding Reviews in Caribbean

  1. 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!!!!!

  2. Julia

    Julia

    75' Mega yacht Jacuzzi Miami Beach, Florida!

    Had an awesome time on the boat for my Bach trip! :)

  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. CF

    Corinne

    New SeaRay 250 SDX Salty SandBars Key West

    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!