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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,174 Reviews)

Page 2 of 7151 listings

Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3
Superowner
$99/day
Board our Azimut Flybridge 42' for an unforgettable experience!
Events in Miami Beach · 13 guests

Board our Azimut Flybridge 42' for an unforgettable experience!

5.0
$200/hour
VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin
Events in Crocus Hill · 15 guests

VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin

5.0
$850/hour
Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain
Powerboats in Saint Martin · 8 guests

Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain

5.0
$158+/hour
Limited Availability
Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!
Powerboats in Boynton Beach · 8 guests

Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!

5.0
$85+/hour
Ocean Paddle Adventure: Kayak Rental
Adventures in Fajardo · 2 guests

Ocean Paddle Adventure: Kayak Rental

5.0
$50/hour
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$70/hour
Limited Availability
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$620/hour
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
Sea-Doo GTR 230 Supercharged Jet Ski Rental in Miami, Florida
Water Sports in Hallandale Beach · 3 guests

Sea-Doo GTR 230 Supercharged Jet Ski Rental in Miami, Florida

5.0
$110+/hour
Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten
Caribbean · 12 guests

Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten

5.0
$1,850/day
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
VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin
Events in Gustavia · 12 guests

VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin

5.0
$900/hour
AFFORDABLE 27 ft SEA RAY SUNDECK 270 IN FORT LAUDERDALE
Events in Fort Lauderdale · 12 guests

AFFORDABLE 27 ft SEA RAY SUNDECK 270 IN FORT LAUDERDALE

5.0
$185+/hour
Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

5.0
$135/hour
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
72'/22M Mangusta Available Now In Nassau, Bahamas
Events in Nassau · 13 guests

72'/22M Mangusta Available Now In Nassau, Bahamas

5.0
$810+/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
55' Azimut Flybridge II 2020
Events in Miami Beach · 13 guests

55' Azimut Flybridge II 2020

5.0
Superowner
$200/hour
Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising
Tours in Miami · 5 guests

Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising

New
$88/hour
Guided Clear Kayak /Paddle Board Tours and Rentals
Adventures in Leeward Settlement · 8 guests

Guided Clear Kayak /Paddle Board Tours and Rentals

New
$115/hour
Glide & Discover: SUP Adventure
Adventures in Fajardo · 1 guest

Glide & Discover: SUP Adventure

5.0
$25/hour
EXPERIENCE MIAMI IN STYLE - 40FT CRUISER 🛥️🌴
Events in Miami · 12 guests

EXPERIENCE MIAMI IN STYLE - 40FT CRUISER 🛥️🌴

New
Superowner
$75/hour

Kayak Reviews in Caribbean

  1. DF

    Daniel

    Board our Azimut Flybridge 42' for an unforgettable experience!

    This yacht rental in Miami with captain Andres was an incredible experience. The views of Miami from the water are stunning and breathtaking. Captain Andres expertise and passion for sailing made the trip both enjoyable and memorable. The yacht was luxurious, with great amenities, and the service was top-notch. I highly recommend this charter for anyone looking to explore Miami from a different perspective. Thank you, Alex, from accommodating us on such short notice, we had an incredible time!

  2. AJ

    Andres

    Board our Azimut Flybridge 42' for an unforgettable experience!

    I had an incredible experience! Alex was incredibly responsive, accommodating, friendly, and helpful. The captain was also accommodating. The boat was in excellent condition and was the perfect vessel for my group to enjoy the morning cruise along Biscayne Bay. We had an absolute blast with stunning views of Star Island and Monument Island. We're planning our next outing and can't wait to be repeat customers. It's rare to find a rental experience that exceeds expectations, but Alex and the boat crew managed to do just that. Two thumbs up!

  3. Manuel

    Manuel

    Ocean Paddle Adventure: Kayak Rental

    I recently embarked on a thrilling kayaking adventure with Pirate Snorkeling Shack! As a rental service, no guide accompanied us, but the experience was still incredible. The kayaks provided by Pirate Snorkeling Shack were in excellent condition, and we had the freedom to explore at our own pace. The scenic beauty surrounding us was simply breathtaking. I highly recommend Pirate Snorkeling Shack for an unforgettable kayaking experience! Shout out to Hector and his crew

  4. Michael

    Michael

    Ocean Paddle Adventure: Kayak Rental

    Hector and his staff were amazing! The boat was well prepared with everything we needed. Hector was prompt to pick us up after our paddle and he and his staff were very committed to us having a great time. Note to future renters: kayaks can be wet, and it rains in the tropics - plan to be wet.

  5. Eric

    Eric

    The Wanderlust Ultimate Catamaran Adventure

    Great day on the boat with David & Z! They were great host who made us feel welcome. We snorkel’d twice where we saw turtles & a reef teaming with fish. If we ever come back we’ll definitely do this again. Our only regret is that we didn’t book an entire day!

  6. RM

    Rachel

    The Wanderlust Ultimate Catamaran Adventure

    What a WONDERFUL day we had out on the water on this magnificent beauty of a catamaran. Jim and Dave were the icing on the cake also that made the day so very special and fun. They were both so professional, funny, safety minded, and just plain cool 😎 Our girls had a ball on the front part of the boat doing summersaults on the mesh while the adults lounged :) Later the floating dock and snorkeling were just amazing. We are looking forward to our next trip with this crew. Thanks again to all involved for making it a day we will remember for a long time! ❤️