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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,148 Reviews)

Page 1 of 7163 listings

30ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More
Powerboats in Nassau · 12 guests

30ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More

5.0
Best of 2025
$190/hour
Instant Book
Center console Mako 23 Private Boat Tours and snorkeling In Fajardo
Tours in Fajardo · 6 guests

Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

5.0
$100/hour
Private San Juan Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
$195/hour
35ft Marlin for Charter Snorkeling, pigs, turtles & more Nassau, Bahamas
Powerboats in Nassau · 15 guests

35ft Marlin for Charter Snorkeling, pigs, turtles & more Nassau, Bahamas

4.9
Best of 2025
$215/hour
Instant Book
MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS
Sailing in Cartagena · 40 guests

MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

5.0
Superowner
Best of 2025
$1,100/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 2025
$229+/hour
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
$199+/hour
POP-EYE BOAT IN DANIA BEACH
Powerboats in Dania Beach · 10 guests

POP-EYE BOAT IN DANIA BEACH

5.0
$55+/hour
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Powerboats in Key West · 6 guests

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

4.9
$158+/hour
55' Sea Ray Flybridge Predator || Luxury Yacht in Miami
Events in Miami · 13 guests

55' Sea Ray Flybridge Predator || Luxury Yacht in Miami

4.6
Superowner
$200/hour
24' Boston Whaler Center Console for 10 People in Nassau
Powerboats in Nassau · 8 guests

24' Boston Whaler Center Console for 10 People in Nassau

5.0
$600/day
26' Monterey M5 Ski Boat for Boat Cruise and Watersports
Powerboats in Miami · 12 guests

26' Monterey M5 Ski Boat for Boat Cruise and Watersports

4.9
$160/hour
Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon
Powerboats in Bonita Springs · 12 guests

Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon

5.0
$340+/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
$97/hour
Luxury 45ft Private Yacht Charter Rental Aruba - Eden Luca I
Events in Oranjestad-East · 12 guests

Luxury 45ft Private Yacht Charter Rental Aruba - Eden Luca I

5.0
$575/hour
2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!
Powerboats in Miami Beach · 6 guests

2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!

5.0
$120+/hour
Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon
Powerboats in Bonita Springs · 12 guests

Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon

5.0
$340+/day
Snorkeling Rental in Nassau
Tours in Nassau · 10 guests

Snorkeling Rental in Nassau

5.0
$200/hour
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
$125/hour
44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands
Sailing in Kralendijk · 14 guests

44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands

5.0
$274/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

4.9
$130/hour
3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines
Powerboats in San Juan · 6 guests

3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines

4.8
$178/hour
  #1 CHARTER IN KEY LARGO!! sandbar trips,  island hopping, reef tours.’!
Events in Key Largo · 6 guests

#1 CHARTER IN KEY LARGO!! sandbar trips, island hopping, reef tours.’!

5.0
Superowner
$180/hour
Snorkeling & Boat Experience with Lunch and Drinks!
Powerboats in Fajardo · 6 guests

Snorkeling & Boat Experience with Lunch and Drinks!

5.0
$150/hour
Instant Book

Kayak Reviews in Caribbean

  1. JA

    Jennifer

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

    We had an amazing time on Curt’s boat! We booked last minute and it couldn’t have been more perfect. The boat was clean and he provided lots of drinks and anything we needed to be comfortable. We especially loved the bean bags that were comfy to lay out on at the front of the boat! The most relaxing day and we will def be back and book with Curt again! Thank you!!

  2. CS

    Christina

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

    Absolutely incredible experience, I would give 100 stars if I could! Our boat charter with Captain Curt was hands-down one of the best times we’ve had on the water. From the moment we stepped aboard, Captain Curt made us feel like VIPs. He greeted us with a warm smile, genuine kindness, and a level of hospitality you rarely find anymore. Throughout the day (which was a long one!), Captain Curt went above and beyond to make sure everyone was comfortable and having a great time. Whether it was helping us find the perfect spot to swim, pointing out local highlights, or just sharing fun stories and great music, he was the heart and soul of our day. We also loved that Captain Curt made the whole day feel relaxed and tailored just for us. We never felt rushed or on a strict schedule which was a must for our group!!! The boat itself exceeded our expectations. The Nauti Gator was immaculate, perfectly stocked, and beyond comfortable for our party of 8. So many options for seating, and having the cabin below with AC is perfect for long days on the water.  If you're looking for a charter that's more than just a ride... something personal, memorable, and full of fun and laughter, Captain Curt is your guy. Can’t recommend him highly enough!

  3. Bridget

    Bridget

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

    5-star experience from top to bottom. The boat was even more impressive than the pictures showed and Curt was the perfect captain for our party of 10. Professional, accommodating, and a great host for a good time!

  4. ED

    Eric

    3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines

    Miguel is the kindest person. He is an amazing captain and showed us an amazing day on the water with paddle board & tube, a cooler full of drinks & ice. Don't look anywhere else for the best boat day with the best captain.

  5. MH

    MyKenzie

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

    Captain Lew was the absolute BEST! They were so welcoming and felt like family. We went to see the reefs and the sand bar. It was such a perfect day and I couldn’t recommend him more! 10/10 experience!

  6. BM

    Brigid

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

    We chartered the boat with Curt for 6 hours for a 30th birthday. I cannot speak highly enough! It was an amazing time, a ride in the ocean, hung out at Peanut Island, and a ride back on the intercoastal. Curt was very prompt in answering any and all questions. Pick up and drop off were super easy. If the opportunity arises, we will be 100% be booking Captain Curt again!!