Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,159 Reviews)

Page 2 of 8173 listings

Private Hurricane Deck Boat Charters in the Florida Keys
Powerboats in Islamorada · 6 guests

Private Hurricane Deck Boat Charters in the Florida Keys

5.0
$135/hour
3 Islands Tour @Pursuit 2670 Twin '2022 Center Console with Yamaha F250 Engines
Powerboats in San Juan · 6 guests

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

4.8
$178/hour
70ft Beautiful Azimut Yacht W/2 Jet Ski Included in Miami for up to 13 guests!
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
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
Unforgettable Vacations Aboard A 38-foot Sports Boat
Powerboats in Cartagena · 15 guests

Unforgettable Vacations Aboard A 38-foot Sports Boat

5.0
$900/day
44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos
Sailing in Leeward Settlement · 18 guests

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

5.0
$999+/hour
WOW! Delray Beach $319!! per hour
Events in Delray Beach · 12 guests

WOW! Delray Beach $319!! per hour

5.0
$319/hour
VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas
Events in Nassau · 12 guests

VIP Experience: 108 Mangusta Luxury Yacht in The Bahamas

5.0
$1,750/hour
Instant Book
Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3
Superowner
Best of 2025
$99/day
🚤 Rent a Thrilling 2023 Yamaha VX Deluxe Jet Ski in Miami! 🌴🌊
Water Sports in Miami Beach · 2 guests

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

5.0
$120/hour
Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain
Powerboats in Anse Marcel · 8 guests

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

5.0
$154+/hour
Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!
Powerboats in Boynton Beach · 8 guests

Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!

5.0
$97/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
Best of 2025
$160+/hour
Yamaha 24' Wakeboat for Charter in Nassau Bahamas
Powerboats in Nassau · 6 guests

Yamaha 24' Wakeboat for Charter in Nassau Bahamas

4.9
$299/hour
Instant Book
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/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
Amazing Snorkel with Turtles aboard 32” Proline Center Console
Tours in Nassau · 15 guests

Amazing Snorkel with Turtles aboard 32” Proline Center Console

4.8
$210/hour
44ft Regal Commodore Party Yacht in Miami Beach
Events in Miami Beach · 12 guests

44ft Regal Commodore Party Yacht in Miami Beach

5.0
$200+/hour
STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

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

5.0
$150/hour
Instant Book
Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)
Powerboats in Key West · 6 guests

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

5.0
$169+/hour
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

New
Best of 2025
$70/hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/hour
Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten
Sailing in Upper Prince's Quarter · 12 guests

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

5.0
$1,750/day
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

5.0
$130/hour

Kayak Reviews in Caribbean

  1. HA

    Hannah

    Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!

    I went on a boat day with my family who were visiting from out of town. Greyson was an awesome captain and super friendly. He gave us plenty of tips on itinerary and knew a lot about the area - perfect boat day!

  2. 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😁

  3. Jessica

    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!!

  4. Danielle

    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!!!!!

  5. 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!

  6. SO

    Sara

    Go Snorkeling or just Cruise for fun in Leeward Settlement

    The boat is bigger than it appears in pictures and our group of 19 was very comfortable. We got to see all the famous sites and the kids got many opportunities to get off the boat and play.