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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.8
(1,189 Reviews)

Page 1 of 6130 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
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
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
$199/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
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
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
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
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
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
🛥️ 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
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
🏝️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
Best Value In South East Florida!!!!
Events in Delray Beach · 12 guests

Best Value In South East Florida!!!!

5.0
Superowner
$349/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
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
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

3.9
Superowner
Best of 2026
$425/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
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
Go Snorkeling or just Cruise for fun in Leeward Settlement
Powerboats in Leeward Settlement · 25 guests

Go Snorkeling or just Cruise for fun in Leeward Settlement

5.0
$400/hour
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 13 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$634/hour
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Kayak Reviews in Caribbean

  1. JC

    Jose

    Private San Juan Bay Cruise 37' Sailboat

    Captain Luis & Andrea were incredible. My group enjoyed their energy and appreciation and even though we dealt with some rain and gray sky’s, our experience was phenomenal. I would not only recommend Luis, but I would take another trip out with him when I return to PR. We had an exceptional time at sea. Gracias por todo y hasta la próxima.

  2. Josh

    Josh

    Luxury 55' Yacht charter in Nassau Bahamas

    This was my second charter boat experience and my kids first. We could not have been happier! The vessel was exactly at it appeared on the website, the jet ski was amazing (and powerful) our day couldn’t have been much better. The staff made it fun and memorable for all of us. We went snorkeling, swimming with turtles, checked out a remote and private beach that we wouldn’t have been able to experience any other way. To add to experience, we were served out of this world food and beverages. The amazing hospitality we received and unforgettable tasty treats made for a perfect day. My only regret is not booking more time on the vessel with this crew. We booked a 10am - 4pm trip and could have easily done a 9am-6pm or even 7pm. We absolutely loved it!

  3. TB

    Tara

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

    Such a great day! Excellent captain and guide. We spent time at the most beautiful beach, like out of a movie. Also went swimming with turtles!! He was very knowledgeable & made sure all the kids were safe at all times too! Highly recommend!

  4. ER

    Emily

    Best Value In South East Florida!!!!

    Stephen showed us the absolute best time for my bachelorette trip! He was so kind and communicative, let us have the best day! We will definitely come back to see him. I completely recommend if you want an overall fun day!!!!

  5. RS

    Robert

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

    Pedro and Kenny did a great job on our charter. Very knowledgable. We were able to do everything we wanted, feed and pets the pigs, see beautiful sea turtles, saw Gilligan’s island and had a nice lunch at a beach bar on Rose Island. Wonderful day.

  6. db

    daniel

    Boston Whaler 24ft Sandbar Hangout Key West

    We had an incredible day out on the water with Captain Anthony! He took us out to Mud Keys and Snipes, and both spots were absolutely stunning. Anthony is a fantastic captain-- professional, knowledgeable about the local waters, and made sure the entire trip felt relaxed and seamless. Whether you're looking for a hidden sandbar to lounge on or want to explore the unique scenery of the keys, he knows exactly where to go to beat the crowds. Ilf you're looking for an authentic and stress-free Key West boat day, we can't recommend Anthony enough. Well definitely be booking with him again next time we're in town!