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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9

(1,160 Reviews)

Page 2 of 7 • 145 listings

Powerboats in Fajardo · 6 guests

Snorkeling & Boat Experience with Lunch and Drinks!

5.0

$150/hour

Instant Book

Powerboats in San Juan · 6 guests

3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines

4.8

$178/hour

Powerboats in Islamorada · 6 guests

Private Hurricane Deck Boat Charters in the Florida Keys

5.0

$135/hour

Events in Miami · 13 guests

70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami for up to 13 guests!

3.0

$400/hour

Instant Book

Powerboats in Cartagena · 15 guests

Unforgettable Vacations Aboard A 38-foot Sports Boat

5.0

$900/day

Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4

$89/hour

Sailing in Leeward Settlement · 18 guests

44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos

5.0

$999+/hour

Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray Sundancer Yacht in Miami Beach!!

5.0

Best of 2025

$160+/hour

Events in Delray Beach · 12 guests

WOW! Delray Beach $319!! per hour

5.0

$319/hour

Powerboats in Anse Marcel · 8 guests

Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain

5.0

$156+/hour

Water Sports in Miami Beach · 2 guests

🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊

5.0

$120/hour

Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3

Superowner

Best of 2025

$99/day

Events in Nassau · 12 guests

VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas

5.0

$1,750/hour

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Powerboats in Nassau · 6 guests

Yamaha 24' Wakeboat for Charter in Nassau Bahamas

4.9

$299/hour

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Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0

$450/hour

Powerboats in Leeward Settlement · 25 guests

Go Snorkeling or just Cruise for fun in Leeward Settlement

5.0

$400/hour

Tours in Nassau · 15 guests

Amazing Snorkel with Turtles aboard 32” Proline Center Console

4.8

$210/hour

Events in Miami Beach · 12 guests

44ft Regal Commodore Party Yacht in Miami Beach

5.0

$200+/hour

Powerboats in Key West · 6 guests

Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)

5.0

$169+/hour

Powerboats in Islamorada · 6 guests

STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise

5.0

$150/hour

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Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0

$130+/hour

Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

New

Best of 2025

$70/hour

Tours in Key Largo · 6 guests

Tubing and Wake Surfing In the Florida Keys With New Yamaha 222XD

New

$250/hour

Instant Book

Sailing in Upper Prince's Quarter · 12 guests

Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten

5.0

$1,750/day

Kayak Reviews in Caribbean

AP
Alessandra

WOW! Delray Beach $319!! per hour
I HIGHLY recommend!! Stephen went above and beyond for our bachelorette experience!! He was able to schedule us last minute, provided us with everything we needed and more! We honestly had such a great time and Stephen made it extra fun and easy for us. Thank you so much again Stephen for a wonderful time, we appreciated everything..best part of our trip😁
Jessica

WOW! Delray Beach $319!! per hour
We had the absolute best day ever out on the Impossible!! Stephen went above and beyond. Boat is fabulous!! Hope to go out again!! Best money every spent!!
NS
Niko

WOW! Delray Beach $319!! per hour
Stephen was a phenomenal host and captain. Very accommodating. Great speakers. Plenty of space. Team had a great time.
Danielle

WOW! Delray Beach $319!! per hour
Absolutely amazing experience with Captain Steve for my sisters bachelorette. From the moment we boarded the yacht, Captain Steve made us feel safe, comfortable, and completely at ease. He was so professional, fun, and ensured we had the perfect amount of relaxation and excitement on the water. The yacht itself was immaculate-the entire experience was immaculate. We felt like VIPs all day long, which helped make this party unforgettable. If you are looking for a top-tier experience with a captain that goes above and beyond-look no further!!!!!
Luis

Incredible 45' Sea Ray Sundancer Yacht in Miami Beach!!
Awesome host and captain. Made today a special day to celebrate. Will be back on the next trip!!
CM
Caroline

Private Hurricane Deck Boat Charters in the Florida Keys
we loved our trip with Dinorah! he was so chill which we loved in our experience on being on a boat. he was so sweet and accommodating with our needs!