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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,098 Reviews)

Page 1 of 8171 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
$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
Best of 2025
$229+/hour
POP-EYE BOAT IN DANIA BEACH
Powerboats in Dania Beach · 10 guests

POP-EYE BOAT IN DANIA BEACH

5.0
$55+/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
50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL
Sailing in Deerfield Beach · 12 guests

50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL

5.0
$350/hour
55' Sea Ray Flybridge Predator || Luxury Yacht in Miami
Events in Miami · 15 guests

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

5.0
$200/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
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
70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami for up to 13 guests!
Events in Miami · 13 guests

70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami for up to 13 guests!

3.0
$400/hour
Instant Book
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
🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊
Water Sports in Miami Beach · 2 guests

🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊

5.0
$120/hour
2018 Godfrey Sweetwater 23' Pontoon Available Throughout All SWFL
Powerboats in Bonita Springs · 12 guests

2018 Godfrey Sweetwater 23' Pontoon Available Throughout All SWFL

5.0
$340+/day
Captain Lew Luxury 32 foot Worldcat Multi Activity Charter Up To 6 Passengers
Powerboats in Key Largo · 6 guests

Captain Lew Luxury 32 foot Worldcat Multi Activity Charter Up To 6 Passengers

5.0
$199+/hour
Instant Book
💎 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
$1,688+/hour
Instant Book
Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain
Powerboats in Anse Marcel · 8 guests

Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain

5.0
$149+/hour
Snorkeling & Boat Experience with Lunch and Drinks!
Powerboats in Fajardo · 6 guests

Snorkeling & Boat Experience with Lunch and Drinks!

5.0
$150/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
  #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
44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos
Sailing in Leeward Settlement · 18 guests

44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos

5.0
$999+/hour
2017 Godfrey Sweetwater 23' Pontoon Available Throughout All of SWFL!
Powerboats in Bonita Springs · 12 guests

2017 Godfrey Sweetwater 23' Pontoon Available Throughout All of SWFL!

5.0
$340+/day

Kayak Reviews in Caribbean

  1. Lexi

    Lexi

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

    Our yacht day with Alexa, Alejandra, and the Captain was truly one of the highlights of my bachelorette weekend! From the start, communication and pickup were seamless—super easy and responsive, which made everything stress-free. The boat itself was immaculate—so clean and beautifully maintained. Alejandra was amazing as our deckhand; she went above and beyond to make sure our drinks were always stocked, snacks were set up and easy to grab, and even took the time to capture the best group photos for us throughout the day. Our Captain was kind, professional, and made us feel completely safe the entire trip. The route was perfect and let us soak up the sun and views while just enjoying the moment. The service and experience were exceptional from start to finish. I couldn’t have asked for a better team or setup for such a special day. Highly recommend and would absolutely book again!

  2. RS

    Radoslaw

    26' Monterey M5 Ski Boat for Boat Cruise and Watersports

    We had an amazing day on the water with David as our wakeboard boat captain! He was not only a skilled and knowledgeable guide but also incredibly friendly and patient. Even those in our group who had never wakeboarded before ended up catching some waves and surfing by the end of the day, thanks to his great instruction and encouragement. David made sure everyone felt comfortable and had fun, creating an unforgettable experience for all of us. Highly recommend him!

  3. JW

    Jeff

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

    RENT THIS BOAT!! We chartered with Curt on the Nauti-Gator on March 20,2025 and our experience was fantastic. This 42 foot Cruiser yacht was clean and the washroom/ cabin area had no odours or musty smells . Everything worked well and was in like new condition. Curt was knowledgeable about the local area and is a well experienced captain. This boat is perfect for cruising up the inter-coastal and Curt was an excellent host . The deck has been recently refitted with rubberized deck that looks like teak but not slippery and actually comfortable to sit on …..but he also had really nice bean bag loungers for the bow that my wife and her friend sat on as we cruised along , sipped champagne and streamed our music thru the yachts excellent sound system . Curt was not a time watcher and certainly gave us more that what we paid for …… If you’re undecided on what boat to rent on this site , I certainly would recommend this one …..I have chartered many yachts in the past and understand what to expect from a boat in this category and the Captain and his boat checked all of the boxes with 5 stars! The true test of of your experience with anything sometimes is ….would you do it again ? And our entire party of 6 would answer YES ! Thank you Curt …for a great day on the water!

  4. DS

    Domenic

    50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL

    This was a great experience. We were 2 families on spring break with 5 teenagers and everyone had a large time. Fantastic Catamaran and exceptional captain (Jamie) and first mate (Kristen). We had so much fun we extended our trip. Well worth the price.

  5. ZR

    Zachary

    MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

    Amazing boat ride. Boat was perfect and extremely nice. The crew was incredibly helpful and tolerant of my relatively boisterous group. I have sailed many catamarans and can say this crew was incredibly competent and knowledgeable. We plan to book again with this company on our trip.

  6. CM

    Courtney

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

    Our boat trip was amazing!! Winston gave great instructions on getting to the dock, and they were very flexible with us running late from traffic. Since they didn’t have an afternoon tour, we were able to stay on the boat for the 4 fill hours even tho we had been late. Kenny and Perez were great captains and made sure we had so much fun! Took us to the coolest swimming spots, a great place for lunch, and customized the trip based on what our group wanted to see/do. Would highly recommend booking this!!