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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,106 Reviews)

Page 2 of 7161 listings

Unforgettable Vacations Aboard A 38-foot Sports Boat
Powerboats in Cartagena · 15 guests

Unforgettable Vacations Aboard A 38-foot Sports Boat

5.0
$900/day
Go Snorkeling or just Cruise for fun in Leeward Settlement
Powerboats in Leeward Settlement · 25 guests

Go Snorkeling or just Cruise for fun in Leeward Settlement

5.0
$400/hour
Yamaha 24' Wakeboat for Charter in Nassau Bahamas
Powerboats in Nassau · 6 guests

Yamaha 24' Wakeboat for Charter in Nassau Bahamas

4.9
$299/hour
Instant Book
Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!
Powerboats in Boynton Beach · 8 guests

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

5.0
$97/hour
Amazing Snorkel with Turtles aboard 32” Proline Center Console
Tours in Nassau · 15 guests

Amazing Snorkel with Turtles aboard 32” Proline Center Console

4.8
$210/hour
Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3
Superowner
Best of 2025
$99/day
Limited Availability
Private Islamorada Charters in the Florida Keys
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys

5.0
$135/hour
Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)
Powerboats in Key West · 6 guests

Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)

5.0
$169+/hour
44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos
Sailing in Leeward Settlement · 18 guests

44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos

5.0
$999+/hour
STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise

5.0
$150/hour
Instant Book
🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊
Water Sports in Miami Beach · 2 guests

🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊

5.0
$120/hour
Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten
Sailing in Upper Prince's Quarter · 12 guests

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

5.0
$1,750/day
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/hour
Beautiful 74' Luxury Yacht Rental Spacious Platform
Events in Culebra Pueblo · 12 guests

Beautiful 74' Luxury Yacht Rental Spacious Platform

5.0
Superowner
$3,995/day
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
Luxury 33' Sea Ray Sundancer
Events in Aventura · 10 guests

Luxury 33' Sea Ray Sundancer

5.0
$90+/hour
Instant Book
⭐️⭐️⭐️⭐️⭐️ Enjoy 48' Luxuxy Yacht and Jetski in Miami: Sea Ray Sundancer 1
Events in Miami · 13 guests

⭐️⭐️⭐️⭐️⭐️ Enjoy 48' Luxuxy Yacht and Jetski in Miami: Sea Ray Sundancer 1

4.8
$60+/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$130/hour
Spectacular 34’ speed boat in cartagena
Powerboats in Cartagena · 16 guests

Spectacular 34’ speed boat in cartagena

New
$480/day
Kayak Rental Experience
Adventures in Fajardo · 2 guests

Kayak Rental Experience

5.0
$50/hour
Instant Book
Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos
Sailing in Leeward Settlement · 10 guests

Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos

5.0
$728+/hour
Clear Kayak and Paddleboard rentals! Guided Eco Tours for the whole family!!
Adventures in Bonita Springs · 2 guests

Clear Kayak and Paddleboard rentals! Guided Eco Tours for the whole family!!

New
$150+/day
Best Day Ever! Private, All Inclusive & Custom Sailing, Snorkeling, Adventure!
Sailing in St. Thomas · 10 guests

Best Day Ever! Private, All Inclusive & Custom Sailing, Snorkeling, Adventure!

5.0
$225/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

4.5
Superowner
Best of 2025
$190/hour

Kayak Reviews in Caribbean

  1. SJ

    Stephanie

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

    Great day with 10 ladies for my 40th bday! We had a whole day planned out and ended up enjoying the first stop so much we stayed there the entire time. Tom and Aga were fantastic! Aga's margaritas and snacks were very much appreciated by everyone.

  2. SV

    Sandi

    Super Fun Deck Boat Captain included

    Captain Chris is an expert boater, so we felt really safe. He also made the day so wonderful. The floaties, paddle board, and most delicious burgers were such a special touch. He was the best captain at the sandbar - very fun.

  3. Tamela

    Tamela

    Private Islamorada Charters in the Florida Keys

    Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!

  4. yq

    yola

    Unforgettable Vacations Aboard A 38-foot Sports Boat

    Un dia expectacular los paisajer hermosos las Isalas maravillosas empesamos el dia con Angeles con una vienvenida ecepcional amable y servicial Angeles tiene los mejores Barcos en todo Cartagena el barco esta HERMOSO impecable el Capitan nos llevo por todas las Islas y nos dieron todos los detalles de cada una de ellas. Un paseo con Angeles es halgo que deves de hacer una vez en tu Vida

  5. DD

    Diseree

    Go Snorkeling or just Cruise for fun in Leeward Settlement

    Our excursion was with Captain Manny and Rushane - excellent hosts! We loved their energy, they conducted a safety briefing, swiftly got everyone fitted for snorkels and fins, supplied the music, made great rum punch, and managed to get us to multiple spots within 3 hours without any segment feeling rushed. My friends, and all our families, had a great time!

  6. CC

    Carla

    Go Snorkeling or just Cruise for fun in Leeward Settlement

    Our trip was excellent. the communication during booking and leading up to it was excellent. There was 16 of us from ages 8 - 73 and we all had such a fun time. We went snorkeling, swimming, had a great lunch and got a great tour. Such a fun time, it was a highlight of the trip