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$100-$300
All listings in Caribbean

Amazing wakeboarding rentals in the Caribbean.

4.7
(264 Reviews)

Page 1 of 119 listings

2022 Yamaha 252XE Powerboat in Marco Island, FL
Powerboats in Marco Island · 10 guests

2022 Yamaha 252XE Powerboat in Marco Island, FL

New
$140hour
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
Powerboats in Key West · 6 guests

Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

5.0
$141hour
2022 Yamaha 252XE in Key largo, FL
Powerboats in Key Largo · 10 guests

2022 Yamaha 252XE in Key largo, FL

5.0
$125hour
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
$120hour
Cruise and Party in Style! 26' Luxurious Ski Boat! Price don't include fuel.
Powerboats in Miami · 12 guests

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

5.0
$125hour
Cabin Cruiser: 38' Searay Budget Friendly
Powerboats in Miami · 12 guests

Cabin Cruiser: 38' Searay Budget Friendly

New
Best of 2023
$100hour
Wake Surf Wake Skate In Key West, Florida
Tours in Key West · 6 guests

Wake Surf Wake Skate In Key West, Florida

5.0
$225hour
27' Yamaha 2021 Super Powerboat In Miami Beach, Florida!
Powerboats in Miami · 10 guests

27' Yamaha 2021 Super Powerboat In Miami Beach, Florida!

4.0
Superowner
Best of 2023
$150hour
Fully Customizable Half Day PRIVATE Charter
Powerboats in Leeward Settlement · 10 guests

Fully Customizable Half Day PRIVATE Charter

5.0
$250hour
Captained Nautique Wake Sports Boat - Complete Equipment Included - Miami
Powerboats in Coral Gables · 6 guests

Captained Nautique Wake Sports Boat - Complete Equipment Included - Miami

New
$225hour
Wakesurf - Wakeboard - Tube - Ski -Slalom
Powerboats in Sunny Isles Beach · 6 guests

Wakesurf - Wakeboard - Tube - Ski -Slalom

5.0
$220hour
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
$110hour
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
$185hour
BOAT RENTAL - Boynton or Deerfield, FL  Rental As Low as $125hr
Powerboats in Boca Raton · 10 guests

BOAT RENTAL - Boynton or Deerfield, FL Rental As Low as $125hr

5.0
$150hour
Parasailing in Trelawny Parish
Adventures in Montego Bay · 8 guests

Parasailing in Trelawny Parish

New
$165person
🌴 Watersports boat perfect for the family 🌴
Powerboats in Delray Beach · 8 guests

🌴 Watersports boat perfect for the family 🌴

New
$190-$215hour
Cruise and Sandbar on Amazing Axis A24 Wakeboat in Miami
Powerboats in Miami Beach · 6 guests

Cruise and Sandbar on Amazing Axis A24 Wakeboat in Miami

New
$280hour
Axis A24 Wakeboard / Wakesurf boat for Charter in South Beach
Powerboats in Miami Beach · 6 guests

Axis A24 Wakeboard / Wakesurf boat for Charter in South Beach

New
$300hour
Denocraft 41ft for Charter in Dania Beach
Events in Dania Beach · 10 guests

Denocraft 41ft for Charter in Dania Beach

New
$200hour

Wakeboarding Reviews in Caribbean

  1. 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!

  2. Stephanie

    Stephanie

    Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

    My friends and I had such a great time on the water with Anthony! The boat was awesome and he took us to a couple sandbars. He was so knowledgeable about the water and area. Would definitely recommend.

  3. 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.

  4. AP

    Aaron

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    David was great! Professional, courteous, understanding, and fun -while safe! Everything was smooth, and he knew what he was doing throughout. Would definitely go through David again!

  5. Holly

    Holly

    Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports

    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. sh

    serge

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    We had an amazing time. David is patient and a great wakeboard instructor.