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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,177 Reviews)

Page 1 of 6134 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
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
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
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
Limited Availability
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
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
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
🛥️ 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
High Demand
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
$450/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
The Wanderlust Ultimate Catamaran Adventure
Sailing in Nassau · 12 guests

The Wanderlust Ultimate Catamaran Adventure

5.0
$637/hour
Best Value In South East Florida!!!!
Events in Delray Beach · 12 guests

Best Value In South East Florida!!!!

5.0
Superowner
$349/hour
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

4.2
Superowner
$200/hour
Luxury 55' Yacht charter in Nassau Bahamas
Events in Nassau · 12 guests

Luxury 55' Yacht charter in Nassau Bahamas

5.0
$750/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

4.0
Superowner
Best of 2026
$425/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
High Demand
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$400/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
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
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

Kayak Reviews in Caribbean

  1. 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.

  2. Michael

    Michael

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    Pablo was amazing. It’s nice to know someone who is captain and knows what to do and informs you of what’s possible for the boat day. Very chill vibe and polite captain. Would highly recommend anytime for any amount of time on the boat

  3. Elaine

    Elaine

    Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

    My friends and I had a great time with Pablo! He was very welcoming and accommodating. The lunch was perfect after spending some time in the water snorkeling. We went to two islands and it was a perfect day! I would definitely do another trip with Pablo Definitely wear an SPF shirt if you can, the sun is brutal.

  4. JF

    Jon

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

    Amazing experience!!! Beautiful boat and plenty of room for the 10 of us. Captain Winston and Kenny were more than accommodating and made the trip perfect! We’ve been on several excursions in the Bahamas and this was better than the rest! I’d HIGHLY recommend booking with Captain Winston!

  5. SK

    Shea

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

    We had an amazing day on our boat rental in the Bahamas — it truly exceeded our expectations! The crew made everything so easy and customized the day exactly how we wanted it. They even picked us up near our hotel at our request, which was such a nice touch. We snorkeled in beautiful clear water, visited Gilligan’s Island, saw sea turtles, and spent time at a gorgeous beach floating in the ocean. Every stop was perfect and the entire day felt relaxed, fun, and unforgettable. The boat, service, and overall experience were outstanding. I would highly recommend this crew to anyone visiting and looking for the perfect day on the water!

  6. GV

    Grace

    Luxury 55' Yacht charter in Nassau Bahamas

    We had such a great experience on this boat trip. The staff truly made it—they were incredibly accommodating, quick to help with anything we needed, and just so easy to be around. From the moment we arrived, everything felt seamless and well-organized. They made sure we were comfortable, had everything we needed, and kept the day running smoothly. You can tell they genuinely care about their guests having a good time. The whole experience felt relaxed but still very professional. It was exactly the kind of day we were hoping for. Would absolutely book with them again.