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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,166 Reviews)

Page 2 of 7151 listings

41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/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
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
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
$159+/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
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
Limited Availability
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/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
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
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
55' Azimut Flybridge II 2020
Events in Miami Beach · 13 guests

55' Azimut Flybridge II 2020

5.0
Superowner
$200/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
Limited Availability
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$175+/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
Glide & Discover: SUP Adventure
Adventures in Fajardo · 1 guest

Glide & Discover: SUP Adventure

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

EXPERIENCE MIAMI IN STYLE - 40FT CRUISER 🛥️🌴

New
Superowner
$75/hour
1 Hour Reef Snorkeling Trip in the Sandy Reefs in Negril Sea, Jamaica
Tours in West End · 12 guests

1 Hour Reef Snorkeling Trip in the Sandy Reefs in Negril Sea, Jamaica

5.0
$240/hour

Kayak Reviews in Caribbean

  1. Caroline

    Caroline

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

    Our family (5 and 2 year olds) had an amazing boat tour. We visited gorgeous beaches, saw turtles, and dolphins. This is a gorgeous speed boat and our captain was so friendly and great with little kids. Merci!!

  2. TW

    Terry

    41ft Metta Sailing Catamaran in Turks and Caicos Islands

    A perfect day on the Metta. After messaging about our grandkids interests, the captain took us to the boat wreck to snorkel and then to a great coral reef! Snacks, drinks and gear were provided and they were very helpful. Last, we swam and played on the most beautiful beach and the kids saw iguanas! Great hosts! We will book the Metta again!

  3. KH

    Kanisha

    41ft Metta Sailing Catamaran in Turks and Caicos Islands

    We had an amazing time with our group of 8 adults and 3 kids under 5. We had a totally customized itinerary and the crew is so incredibly helpful and welcoming. We had an amazing time on a half day charter and would definitely do a full day with this crew any time. The highlight of our trip was JoJo the dolphin following us during the whole charter! We got to snorkel with him and the kids were so happy to see him following alongside the boat the whole way!

  4. 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

  5. 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.

  6. Avri

    Avri

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

    My boyfriend and I had a great time on this boat. It was the perfect balance between attentiveness and privacy. We first went sailing along the coast near the marina, then scuba diving, and finally to a really beautiful “natural pool” which was crystal clear and the perfect way to end the trip. It was very fun and they had a Bluetooth speaker for us to sync our music. Carlos and José were awesome captains. We would definitely do this again.