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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,242 Reviews)

Page 1 of 7165 listings

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
29ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More
Powerboats in Nassau · 10 guests

29ft Intrepid Charter in Nassau, Bahamas for Snorkeling, Pigs, Turtles & More

5.0
$195/hour
Private San Juan Bay Cruise 37' Sailboat
Sailing in San Juan · 6 guests

Private San Juan Bay Cruise 37' Sailboat

5.0
Superowner
Best of 2026
$195/hour
35ft Marlago for Charter Snorkeling, pigs, turtles & more Nassau, Bahamas
Powerboats in Nassau · 18 guests

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

4.9
$215/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
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
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
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
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
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
$229+/hour
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Sailing in Deerfield Beach · 12 guests

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

5.0
$350/hour
55' Sea Ray Flybridge Predator || Luxury Yacht in Miami
Events in Miami · 16 guests

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

4.2
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
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$648/hour
Instant Book
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/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
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
24 Boston Whaler - Private Snorkeling Boat Tour in Nassau
Tours in Nassau · 10 guests

24 Boston Whaler - Private Snorkeling Boat Tour in Nassau

5.0
$200/hour
🏝️Exciting Private Yacht: Affordable Charter with Crew🎉
Events in Punta Cana · 250 guests

🏝️Exciting Private Yacht: Affordable Charter with Crew🎉

3.0
Superowner
Best of 2026
$45/hour
Beautiful 60ft Prestige 2022 with 2 Jet Skis in Miami!. No Hidden Fees
Events in Miami Beach · 13 guests

Beautiful 60ft Prestige 2022 with 2 Jet Skis in Miami!. No Hidden Fees

5.0
Superowner
Best of 2026
$270/hour
Best Value In South East Florida!!!!
Events in Delray Beach · 12 guests

Best Value In South East Florida!!!!

5.0
Superowner
$300/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
$160+/hour
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/hour
Luxury 55' Yacht charter in Nassau Bahamas
Events in Nassau · 12 guests

Luxury 55' Yacht charter in Nassau Bahamas

5.0
$750/hour

Kayak Reviews in Caribbean

  1. 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!

  2. SA

    Sarah

    LUXURIOUS TIARA 40 EXPRESS

    Everything was perfect! The boat was incredible and had a bathroom and kitchen. The snacks and burgers were great. We went to Icacos for the day and it was beautiful! Would absolutely book with Miguel again!

  3. 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.

  4. AI

    Ashley

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

    Great experience and will use again! We are so happy we found Justin and his pontoon. Boat was in great shape, amazing day out on the water, Justin was helpful and very knowledgeable. He was Happy to answer any questions we had! We saw so many dolphins, able to take a Long Beach walk and go out to lunch!

  5. JC

    Julie

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

    We spent an amazing day on the water with Captain Curt. He was very accommodating and made everything from pick up to drop off easy and fun. The boat is beautiful and well equipped with everything you need for a great day. It was the perfect day and we can’t wait to cruise with him again.

  6. Anna

    Anna

    LUXURIOUS TIARA 40 EXPRESS

    If you have a chance to book a boat day with Miguel, I would definitely recommend! The day was truly one of the highlights of our trip to Puerto Rico. The boat itself was beautiful, spacious, and spotless, and having a bathroom on board made the day even more comfortable. Icacos was the perfect island, crystal-clear water, soft sand, and exactly the relaxing escape we were hoping for. Miguel and his team were absolutely incredible. From the moment we stepped on board, they made sure everyone was taken care of and having a great time. They provided drinks and snacks throughout the day and went above and beyond to create such a fun, easy, and stress-free experience. They also provided tons of floaties and a mat for us to hang in the water and a jet ski! Everything was perfectly organized, the vibes were amazing, and the crew truly made the day unforgettable. I can’t recommend this experience enough, if you’re considering a boat day in Puerto Rico, this is the one to book!