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.

4.9
(1,166 Reviews)

Page 6 of 7151 listings

Luxury 80' Hatteras in the Bahamas!
Events in Nassau · 12 guests

Luxury 80' Hatteras in the Bahamas!

New
$5,000/hour
25' Yamaha 255XD 2023 8-guests in Miami
Powerboats in Miami · 8 guests

25' Yamaha 255XD 2023 8-guests in Miami

New
$200/hour
Beneteau 50 Sailing Yacht Charter in San Blas Islands
Colón · 10 guests

Beneteau 50 Sailing Yacht Charter in San Blas Islands

New
$1,400/day
Kite Surfing in the Caribbean
Adventures in Ashton · 1 guest

Kite Surfing in the Caribbean

New
$183/day
Watersports center, Anse à l'Ane, Les Trois-Îlets, Martinique
Water Sports in Les Trois-Îlets · 2 guests

Watersports center, Anse à l'Ane, Les Trois-Îlets, Martinique

New
$150/hour
Amazing 100 Ft Azimut with Jacuzzi and water toys
Events in Aventura · 13 guests

Amazing 100 Ft Azimut with Jacuzzi and water toys

New
$1,250/hour
28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN
Events in The Valley · 28 guests

28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN

New
$691/hour
Wildlife Tours in Buccoo, Tobago
Tours in Trinidad and Tobago · 10 guests

Wildlife Tours in Buccoo, Tobago

New
$255/hour
Exciting Kite Surfing Lesson in Tortola,  British Virgin Islands!
Adventures in Tortola · 1 guest

Exciting Kite Surfing Lesson in Tortola, British Virgin Islands!

New
$100/hour
2 Hour Stand Up Paddleboard Lesson in La Guajira, Colombia!
Adventures in La Guajira · 1 guest

2 Hour Stand Up Paddleboard Lesson in La Guajira, Colombia!

New
$110/hour
Classic 50ft Whitcraft Houseboat Adventure for Cruises, Sandbars, and More!
Overnight in Florida · 6 guests

Classic 50ft Whitcraft Houseboat Adventure for Cruises, Sandbars, and More!

New
$100/hour
Instant Book
Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands
Adventures in Virgin Gorda · 3 guests

Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands

New
$150/hour
Private Boat Rental in Miami – Local Captain, No Hidden Fees!
Powerboats in Florida · 6 guests

Private Boat Rental in Miami – Local Captain, No Hidden Fees!

New
$187+/hour
Excursions Sea Kayaking In Sainte Rose, Guadeloupe
Adventures in Sainte Rose · 1 guest

Excursions Sea Kayaking In Sainte Rose, Guadeloupe

New
$161/hour
Fishing charter in The Bahamas
Fishing in Nassau · 7 guests

Fishing charter in The Bahamas

New
$250/hour
TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter
Sailing in Wickhams Cay 1 · 20 guests

TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter

New
$3,000/day
Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests
Sailing in North Bay Village · 10 guests

Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests

New
$800+/hour
Stand Up Paddle Tours In Puntas
Adventures in Rincón · 1 guest

Stand Up Paddle Tours In Puntas

New
$110/hour
Rent a Boat Tour for 4 Person in Le François, Martinique
Powerboats in Le François · 4 guests

Rent a Boat Tour for 4 Person in Le François, Martinique

New
$54/hour
Windsurfing Lesson in Trinidad and Tobago
Adventures in Trinidad and Tobago · 1 guest

Windsurfing Lesson in Trinidad and Tobago

New
$100/day
Kiteboarding Lesson in Trinidad & Tobago
Adventures in Trinidad and Tobago · 1 guest

Kiteboarding Lesson in Trinidad & Tobago

New
$225/day
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Powerboats in Key Largo · 6 guests

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

5.0
Snoozed - Active 09 Apr 2027
42ft Yacht with Captain, Fuel, Ice, Bottled Water, Beverages, Included!
Events in Lighthouse Point · 12 guests

42ft Yacht with Captain, Fuel, Ice, Bottled Water, Beverages, Included!

5.0
Superowner
Best of 2026
Snoozed - Active 02 Jul 2026
Cruise and Party in Style! 26' Luxurious Ski Boat! Price doesn't include fuel.
Powerboats in Miami · 12 guests

Cruise and Party in Style! 26' Luxurious Ski Boat! Price doesn't include fuel.

5.0
Snoozed - Active 09 Jun 2026

Kayak Reviews in Caribbean

  1. Barry

    Barry

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Wonderful trip from start to finish. Captain Lew was responsive. He was happy to flex start time and also flexibility around length to start with 3 hours and extend only if we wanted to. The boat was perfect for us as a family of 6. Very comfortable with multiple seating options. Very well equipped. We loved that Captain Lew got in the water too. Super knowledgeable about the area and the snorkelling by the reef is the best we have had (including Cyprus and French Riviera). A great way to spend 3 hours and good value. Highly recommend his services.

  2. TS

    Theo

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    just wanted to thank Captain Lewis and his wife for their outstanding service throughout our boat trip. They adapted to our needs, and we had an amazing time. They are such a lovely couple who showed us around the area, and we truly enjoyed the snorkeling. Thank you for everything — I totally recommend them.

  3. Warren

    Warren

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew and his wife were everything we could have imagined! They took us to the most beautiful sandbar where the water was crystal clear where we floated and rode the paddleboard! He then showed us a tour of key largo and was very knowledgeable on the history of this are! We will definitely be booking with him again! Captain Lew is very laid back and felt like a friend of ours! We booked for 4 hours which was a great amount of time but we could have spent all day out there!

  4. LR

    Laureen

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew provided us with an unforgettable experience while meeting the needs of every individual, from the first time snorkeler who had trouble putting on her gear, to the old lady who needed extra help on/off the boat, to the Spanish speakers with no English and finally to the sea sick 10 year old. Nothing was too much for Captain Lew! We saw beautiful coral, fauna and fish, lots of fish! The boat was pure luxury with every comfort possible. Perfect for my European visitors and me! Thanks again, Captain!

  5. EG

    Elaine

    Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

    Captain Lew is a great captain, he’s everything I hoped he would be from our communications. I asked for fishing and snorkeling for my grandchildren and he delivered. His boat has amazing shade, if you want it and a nice bathroom. We couldn’t have asked for a better experience. Both he and his wife Sherry are lovely, accommodating and really make you feel welcome and well cared for! I highly recommend captain Lew.

  6. Erika

    Erika

    42ft Yacht with Captain, Fuel, Ice, Bottled Water, Beverages, Included!

    We had a perfect day on the water with Curt. He was professional, friendly, and made the whole experience seamless. The boat was beautiful, well-maintained, and fully equipped for a great day out. With amazing weather and a great captain, it couldn’t have been better. Highly recommend!