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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,206 Reviews)

Page 3 of 8176 listings

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
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
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

New
Superowner
Best of 2025
$70/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
55' Azimut Flybridge II 2020
Events in Miami Beach · 13 guests

55' Azimut Flybridge II 2020

5.0
Superowner
$200/hour
28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN
Events in The Valley · 28 guests

28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN

New
$700/hour
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
33ft luxury speedboat with bathroom and professional crew - Island hopping
Powerboats in Cartagena · 12 guests

33ft luxury speedboat with bathroom and professional crew - Island hopping

5.0
$500/day
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 Yacht for Private Cruises and Party Boat in Negril, Jamaica
Events in West End · 14 guests

Luxury Yacht for Private Cruises and Party Boat in Negril, Jamaica

5.0
$1,435/hour
Private Snorkeling and Cruising Boat Rental for 6 People in Ocho Rios, Jamaica
Tours in Ocho Rios · 6 guests

Private Snorkeling and Cruising Boat Rental for 6 People in Ocho Rios, Jamaica

5.0
$450/hour
JetSki Plus Parasail Montego Bay
Tours in Montego Bay · 8 guests

JetSki Plus Parasail Montego Bay

5.0
$265/hour
3 Islands Tour Fajardo @Pursuit 2670 Twin '2022 Yamaha F250 Engines
Powerboats in Fajardo · 6 guests

3 Islands Tour Fajardo @Pursuit 2670 Twin '2022 Yamaha F250 Engines

5.0
$196/hour
Instant Book
Brand new  53 power catamaran St Barth
Powerboats in Gustavia · 12 guests

Brand new 53 power catamaran St Barth

New
$700/hour
Stand Up Paddleboard Rental Experience
Adventures in Fajardo · 1 guest

Stand Up Paddleboard Rental Experience

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

EXPERIENCE MIAMI IN STYLE - 40FT CRUISER 🛥️🌴

New
Superowner
$75/hour
Clear Kayak Mangrove Cay Eco Venture 2-hour tour
Adventures in Leeward Settlement · 10 guests

Clear Kayak Mangrove Cay Eco Venture 2-hour tour

New
$200/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
Night Snorkeling Boat Experience with Charcuterie and Drinks
Powerboats in Fajardo · 6 guests

Night Snorkeling Boat Experience with Charcuterie and Drinks

New
$185/hour
Instant Book
10 Pack Watersports Combo in Montego Bay Jamaica
Adventures in Montego Bay · 8 guests

10 Pack Watersports Combo in Montego Bay Jamaica

New
$200/hour

Kayak Reviews in Caribbean

  1. Manuel

    Manuel

    Kayak Rental Experience

    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

  2. Michael

    Michael

    Kayak Rental Experience

    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.

  3. Suzanne

    Suzanne

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

    We chartered Saltwater Taffy whilst on a recent cruise to St Thomas. The 4 of us had the best time ever. Great communication from Rosie on the days before the sailing. We were met at the ship by Brad and driven to the boat where we met Rosie and Bosun the cat. We set sail straight away into turquoise waters and we were quickly under sail. We chose to snorkel with turtles so we went to Scott beach, got kitted up with snorkels and Brad took us to the beach in the motor rib. It’s really easy to get in and out of the water from the swim platform. We swam for about 10 minutes until we found the turtles. They are just so graceful. Brad got some great underwater pics. We then went back to the boat where Rosie had been preparing an amazing lunch and cocktails. We then motored back to the dock. Best day ever and we will be back to do it all over again. Thanks so much. Suzanne, Chris, Pam and Ricky xxxx

  4. JP

    Jeff

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

    What a wonderful day at sea! Four of us joined Rosie , Brad and mascot Bozun for a day of sailing and snorkeling. The customer service was top notch. The food was some of the best we had on St. Thomas and Rosie's presentation was so appetizing. While snorkeling we saw an octopus, a barracuda, an eagle ray and countless beauftiful coral, fish and sea urchins. Our hosts chronicled our day and we received pictures and videos of our experiences. We would definitely recommend Rosie and Brad.

  5. Jw

    James

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

    We could not hand pick a better charter! Felt like old friends as soon as we stepped on the boat. They showed us a great time and some AMAZING water! The memories made will last a lifetime, but we will definitely be booking the Saltwater Taffy every time we get the chance! Only rated them five stars because 14 stars was not an option! Best hosts ever. Thanks Captain Rosie and team!

  6. MN

    Manoj

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

    Rosie, Brad and Christian are such a warm, welcoming family. They opened up their home to us and were so accommodating. Rosie whipped up all kinds of drinks for us (we asked, she delivered) from pina coladas to cocunut mojitos to painkillers it was all phenomenal. She also made a fantastic taco lunch - our family has several dietary restrictions including vegetarian and she prepped the meal so everyone could enjoy. Brad took us out snorkeling to see the sea turtles and to a private beach. We were able to set our own pace and never felt rushed. Overall, wonderful trip with wonderful people. It was one of the best excursions we took as a family, Would highly recommend!