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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,161 Reviews)

Page 2 of 7148 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
Limited Availability
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
Fort Lauderdale - Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale - Bahamas Sailing Charters

5.0
$130+/hour
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
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
High Demand
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/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
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$70/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
Ocean Paddle Adventure: Kayak Rental
Adventures in Fajardo · 2 guests

Ocean Paddle Adventure: Kayak Rental

5.0
$50/hour
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
High Demand
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
$161+/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
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
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
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
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
55' Azimut Flybridge II 2020
Events in Miami Beach · 13 guests

55' Azimut Flybridge II 2020

5.0
Superowner
$200/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/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
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

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. JB

    Julia

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

    Carrie is a great host, very responsive and easy to communicate with. We had a great time, this boat was very spacious and comfortable for our group of 11. We even got to swim with some turtles during our trip!

  3. CW

    Catherine

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

    Carrie was fantastic to work with when booking for our group. There were a lot of questions and some adjustments, and she was so kind a patient while answering everything! She even gave us a heads up the day of that there were storms coming so they might've not seen the sunset, and they were able to reschedule for the next day. Nothing but great things to say for the whole experience!

  4. KJ

    Krista

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

    We had the most amazing time, thank you so much for everything!! Killian was wonderful and brought us to the most amazing beach!! 10/10

  5. 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!

  6. 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!