Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,181 Reviews)

Page 1 of 7147 listings

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
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
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
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
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
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$620/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
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
🏝️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
$17/hour
Luxury 55' Yacht charter in Nassau Bahamas
Events in Nassau · 16 guests

Luxury 55' Yacht charter in Nassau Bahamas

5.0
$900/hour
Best Value In South East Florida!!!!
Events in Delray Beach · 12 guests

Best Value In South East Florida!!!!

5.0
Superowner
$349/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
Limited Availability
Incredible 45' Sea Ray in Haulover sandbar!!
Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray in Haulover sandbar!!

5.0
$115+/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
$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
Best of 2026
$425/hour
Limited Availability
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
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$175+/hour
Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West
Powerboats in Key West · 6 guests

Key West Sandbar hangout SeaRay 250 SDX Salty Sandbars Key West

5.0
$169+/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

Kayak Reviews in Caribbean

  1. NK

    Nikolina

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    Amazing experience with Pablo! This was definitely the highlight of our trip. We came with our 3 kids and this will definitely be a core memory for them! Pablo was a fantastic captain. We had a lot of fun and a very safe experience.

  2. KK

    Kim

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    What a great trip to Icacos! Pablo brought us to a beautiful spot for swimming, snorkeling, and walking on the beach. Our teen girls especially loved the snorkeling and raft and we all agreed we would definitely do this with Pablo again!

  3. AF

    Amanda

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    Captain Pablo provided a beautiful adventure aboard his boat, Blue. He took us to both Icaco and Palomino. We snorkeled and saw fish and sea turtles. We also floated on a big raft and enjoyed the turquoise waters and beautiful atmosphere. It was an amazing way to celebrate my birthday. He was a wonderful host and shared lots of information on things to do during our stay in Puerto Rico. Thank you, Captain Pablo!

  4. Lauren

    Lauren

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    We had an amazing time with Pablo! We are a family of 6--3 adults and 3 kids--and we all agreed it was the highlight of our trip to PR. The kids are already asking when we can book again. Beautiful scenery, great food, and excellent captain.

  5. EJ

    Ed

    Private San Juan Bay Cruise 37' Sailboat

    A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!

  6. JL

    James

    Private San Juan Bay Cruise 37' Sailboat

    We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.