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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,100 Reviews)

Page 1 of 7161 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
$195/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
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
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
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
High Demand
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
🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba
Events in Oranjestad-East · 12 guests

🛥️ Make It a Yacht Day – Your Private 45ft VIP Yacht Experience in Aruba

5.0
$575/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
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/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
Snorkeling Rental in Nassau
Tours in Nassau · 10 guests

Snorkeling Rental in Nassau

5.0
$200/hour
Limited Availability
  #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
Actual Sosc  60' Motor Yacht
Events in Delray Beach · 12 guests

Actual Sosc 60' Motor Yacht

5.0
Superowner
$349/hour
44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands
Sailing in Kralendijk · 14 guests

44' Cruising Monohull Charter in Kralendijk, Caribbean Netherlands

5.0
$276/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
Limited Availability
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
$999/day
2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!
Powerboats in Miami · 6 guests

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

4.6
$125+/hour
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/hour
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. Brittney

    Brittney

    Boston Whaler 24ft Sandbar Hangout Key West

    We booked for an 8 hour boat day and it did not disappoint. We were able to adjust times based on weather, which was very nice and appreciated. We made multiple stops at sand bars and sight seeing. We finished at the pier in Key West and watched the sunset. Captain Mike was a blast and fantastic host! He’s very knowledgeable of the area and was able to speak to the wildlife and some of the history. We highly recommend! Thanks for the great experience!

  2. KN

    Kristen

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

    We had a fantastic day with Captain Winston and his crew! If you are looking for an off the beaten path adventure customized to your liking, this is the boat for you. This far outweighs any excursion you could book on a cruise line. This is a must do when visiting Nadsau! You will not be disappointed!

  3. AP

    Anelise

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

    Capt Perez and his co captain were incredible - there was a tropical storm hitting in the next few days, so weather was concerning, but they kept our safety a priority while making sure we still had fun. They contacted Footprints to stay open for us for food, drinks, and karaoke, and we spent the day hopping around Rose Island. Truly had the best time!

  4. JG

    Jake

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

    The best boat tour in Bahamas!! If you are in Bahamas you have to go out with Captain & Kenny 10/10 these guys are amazing

  5. 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.

  6. TN

    Treva

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

    We had a wonderful existence exploring the islands with Captain Winston! He was intent on making our day fun and special and it was! From snorkeling and seeing sea turtles and tons of tropical fish to swimming with the pigs our day could not have been better! Winston went above and beyond.