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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,199 Reviews)

Page 6 of 7147 listings

Private Full-Day Beach BBQ Lunch, Snorkeling & Sightseeing Excursion
Powerboats in Long Bay Hills · 8 guests

Private Full-Day Beach BBQ Lunch, Snorkeling & Sightseeing Excursion

New
$400/hour
Luxury 80' Hatteras in the Bahamas!
Events in Nassau · 12 guests

Luxury 80' Hatteras in the Bahamas!

New
$5,000/hour
Private Snuba Tour in Virgin Gorda, British Virgin Islands
Tours in Virgin Gorda · 8 guests

Private Snuba Tour in Virgin Gorda, British Virgin Islands

New
$138/day
Private Half-Day Snorkeling & Sightseeing Excursion
Powerboats in Long Bay Hills · 8 guests

Private Half-Day Snorkeling & Sightseeing Excursion

New
$400/hour
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
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
28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN
Events in The Valley · 28 guests

28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN

New
$691/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
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
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
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
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
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
Fishing charter in The Bahamas
Fishing in Nassau · 7 guests

Fishing charter in The Bahamas

New
$250/hour
Excursions Sea Kayaking In Sainte Rose, Guadeloupe
Adventures in Sainte Rose · 1 guest

Excursions Sea Kayaking In Sainte Rose, Guadeloupe

New
$161/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
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
Stand Up Paddle Tours In Puntas
Adventures in Rincón · 1 guest

Stand Up Paddle Tours In Puntas

New
$110/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
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 May 2026

Kayak Reviews in Caribbean

  1. 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!

  2. BR

    Betty

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

    Curt's boat is immaculate and carried 9 of us with ease. Curt gave us some simple guidelines to follow on the boat which were quite simple to follow. He was friendly and kind and accommodating. Also he was very responsive to texts before we left as we were finaliing our plans. We all felt safe with Captain Curt!

  3. AD

    Autumn

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

    Curt was very helpful in the booking and planning process and was quick to respond. He welcomed our group of 10 and gave us a great tour of west Palm and peanut island!

  4. Aj

    Amy

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

    We had a great day out with Curt celebrating our daughter’s 16th birthday! Everything was perfect for our day out. Curt was great with communication leading up to our outing and managed everything perfectly while we were out. The boat was a great size for our party of 10 and we enjoyed using the water pad! We’ll definitely book future trips with Curt!

  5. Sm

    Sophia

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

    Curt was absolutely amazing! I couldn’t have spent a better birthday, we left knowing we will be rebooking immediately.

  6. DS

    Dave

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

    We had an awesome day with Captain Curt. Awesome boat and great itinerary from Deerfield Beach up to Lake Worth. Even had time to anchor so we could enjoy the water on the Lilly pad. The boat is everything the pictures show it to be - the reviews he’s received are the real deal. Such a great day and the highlight of our trip from Chicago. Don’t hesitate at all to book with him. Look forward to the next run.