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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.8
(1,114 Reviews)

Page 2 of 5110 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
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
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
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
Ocean Paddle Adventure: Kayak Rental
Adventures in Fajardo · 2 guests

Ocean Paddle Adventure: Kayak Rental

5.0
$50/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
Superowner
$157+/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
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
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
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$70/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
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/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
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
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
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
JetSki Plus Parasail Montego Bay
Tours in Montego Bay · 8 guests

JetSki Plus Parasail Montego Bay

5.0
$265/hour
Parasailing Adventure Tour Negril Jamaica Water Sports   Para-sail Tour
Adventures in West End · 8 guests

Parasailing Adventure Tour Negril Jamaica Water Sports Para-sail Tour

New
$150/hour
Explore Tavernier, Florida on 9ft Yamaha Waverunner VX-C Jet Ski!
Water Sports in Tavernier · 3 guests

Explore Tavernier, Florida on 9ft Yamaha Waverunner VX-C Jet Ski!

New
$75/hour
Sailing catamaran in USVI
Sailing in Charlotte Amalie · 6 guests

Sailing catamaran in USVI

5.0
$1,300/day
Girls’ Trip Boat Day in Nassau on Angler 3100 Center Console
Powerboats in Nassau · 8 guests

Girls’ Trip Boat Day in Nassau on Angler 3100 Center Console

New
$300/hour
Spectacular 34’ speed boat in cartagena
Powerboats in Cartagena · 16 guests

Spectacular 34’ speed boat in cartagena

New
$480/day
Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
Sailing in Fajardo · 6 guests

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

5.0
$450/hour
Twilight Snorkeling Cruise with Drinks & Gourmet Bites
Powerboats in Fajardo · 6 guests

Twilight Snorkeling Cruise with Drinks & Gourmet Bites

New
$185/hour

Kayak Reviews in Caribbean

  1. 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

  2. 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.

  3. 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.

  4. 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!

  5. DG

    Davy

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

    The trip was great! Christian and Nicole were our captain. and they are the sweetest. They brought us to the best spots where we saw Turtles, stingrays, and even an eagle ray! The spot for lunch was amazing! They were so patient with our whole family, would highly recommend this trip we wish we could do this everyday.

  6. Tamela

    Tamela

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

    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!