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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,086 Reviews)

Page 1 of 7162 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
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
Limited Availability
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
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
POP-EYE BOAT IN DANIA BEACH
Powerboats in Dania Beach · 10 guests

POP-EYE BOAT IN DANIA BEACH

5.0
$55+/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
55' Sea Ray Flybridge Predator || Luxury Yacht in Miami
Events in Miami · 16 guests

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

4.6
Superowner
$200/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
2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!
Powerboats in Miami · 6 guests

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

4.5
$125+/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
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/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
$200/hour
44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands
Sailing in Kralendijk · 14 guests

44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands

5.0
$280/hour
Huge! Delray Beach $339!!!*
Events in Delray Beach · 12 guests

Huge! Delray Beach $339!!!*

5.0
Superowner
$339/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
Incredible 45' Sea Ray Sundancer Yacht in Miami Beach!!
Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray Sundancer Yacht in Miami Beach!!

5.0
Best of 2025
$160+/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
VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas
Events in Nassau · 12 guests

VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas

5.0
$1,750/hour
Instant Book
70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami. NO HIDDEN FEES.
Events in Miami · 13 guests

70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami. NO HIDDEN FEES.

3.7
Superowner
$425/hour
Instant Book

Kayak Reviews in Caribbean

  1. MC

    Matt

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

    Just came back & had a super fun experience! Boat was clean, captains professional and chill. Snorkeling was beyond amazing and im not even a huge fan of snorkeling, pigs and the atmosphere was a one of a kind experience! Highly recommend!

  2. EB

    Eka

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

    We had an absolutely amazing experience with Curt and his charter boat! From start to finish, everything was seamless. Curt was professional, friendly, and made us feel completely at ease on the water. The boat was in pristine condition—clean, spacious, and well-equipped for a perfect day out. He knew all the best spots and tailored the trip to exactly what we were hoping for. Whether you’re looking to relax, explore, or celebrate something special, I can’t recommend Curt enough. Truly a 5-star experience—we’ll definitely be booking with him again!

  3. MM

    Mark

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

    Awesome adventure with Kenny and Perez! If you're heading to Nassau look these guys up, you will not regret it. Support the locals!

  4. KR

    Karen

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

    Highly recommend Curt and his beautiful boat! Curt made the day special with his attentiveness to ensure our day on the water was an excellent experience. We had fun and felt safe. His boat is immaculate!

  5. GS

    Genevieve

    Private San Juan Bay Cruise 37' Sailboat

    I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!

  6. GP

    Gianluca

    Huge! Delray Beach $339!!!*

    Steve went above and beyond for my family and I this past father's day. From start to finish, the experience was exceptional. The boat was perfect for my large family of 7. We booked the trip on less than one week notice for father's day and it turned out to be the best decision we could've made. I will definitely be back to book this boat again. If you book this boat you will love it!