Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.8
(1,139 Reviews)

Page 2 of 5113 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
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/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
Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3
Superowner
$99/day
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
$159+/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 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
Inflatable motorboat 7 meters 2 x 115 hp 12 persons
Powerboats in Saint Martin · 12 guests

Inflatable motorboat 7 meters 2 x 115 hp 12 persons

5.0
Superowner
$635/day
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
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
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
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
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$70/hour
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
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
Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising
Powerboats in Miami · 5 guests

Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising

New
$88/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
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
JetSki Plus Parasail Montego Bay
Tours in Montego Bay · 8 guests

JetSki Plus Parasail Montego Bay

5.0
$265/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
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
Sailing catamaran in USVI
Sailing in Charlotte Amalie · 6 guests

Sailing catamaran in USVI

5.0
$1,300/day

Kayak Reviews in Caribbean

  1. EB

    Evan

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

    10/10 experience! D and the captain was very kind and wonderful. The boat was absolutely beautiful and the weather was perfect for the day. I would recommend to anyone to book with them. You will not be disappointed!

  2. LC

    Lloyd

    Super Fun Deck Boat Captain included

    Highly recommended! Everything is as listed, great service, communication and experience!

  3. 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!

  4. 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!

  5. PC

    Peter

    Sailing Hobie Cat Rental in Noord, Aruba

    Lisa was a great host as she welcomed us and got us squared away with the 16 ft Hobie Cat w/jib! The whole experience was incredible and we got some great speed on the Hobie Cat. It was a high wind day (25-30 mph) and we couldn’t have asked for a better time on the water. Lisa was gracious, helpful, and fun!

  6. 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