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All listings in Caribbean

Awesome kayak rentals in the Caribbean.

4.9
(1,245 Reviews)

Page 2 of 7164 listings

Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
LUXURIOUS TIARA 40 EXPRESS
Events in Fajardo · 12 guests

LUXURIOUS TIARA 40 EXPRESS

5.0
$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
$425/hour
Instant Book
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
$425/hour
2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!
Powerboats in Miami · 6 guests

2023 Yamaha 252SE - Enjoy Miami's Coastline in Style!

4.6
$125+/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
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
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
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
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
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$130/hour
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
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
Board our Azimut Flybridge 42' for an unforgettable experience!
Events in Miami Beach · 13 guests

Board our Azimut Flybridge 42' for an unforgettable experience!

5.0
$200/hour
Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

Discover Your Own Private Paradise

5.0
$175/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
Private Islamorada Charters in the Florida Keys
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys

5.0
$135/hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/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
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
Beautiful 74' Luxury Yacht Rental Spacious Platform
Events in Culebra Pueblo · 12 guests

Beautiful 74' Luxury Yacht Rental Spacious Platform

5.0
Superowner
$3,995/day
⭐️⭐️⭐️⭐️⭐️ Enjoy 48' Luxuxy Yacht and Jetski in Miami: Sea Ray Sundancer 1
Events in Miami · 13 guests

⭐️⭐️⭐️⭐️⭐️ Enjoy 48' Luxuxy Yacht and Jetski in Miami: Sea Ray Sundancer 1

4.8
$60+/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
AFFORDABLE 27 ft SEA RAY SUNDECK 270 IN FORT LAUDERDALE
Events in Fort Lauderdale · 12 guests

AFFORDABLE 27 ft SEA RAY SUNDECK 270 IN FORT LAUDERDALE

5.0
$185+/hour

Kayak Reviews in Caribbean

  1. SH

    Steve

    Amazing Snorkel with Turtles aboard 32” Proline Center Console

    Captain Terrance is the best. Had a week long vacation with the Family and fishing with Terrance was clearly the highlight. caught plenty of fish, great snorkeling. A+

  2. PC

    Peter

    Sailing Hobie Cat Rental in Noord, Aruba

    Lisa was a great host as she welcomed us and got us squared away with the 16 ft Hobie Cat w/jib! The whole experience was incredible and we got some great speed on the Hobie Cat. It was a high wind day (25-30 mph) and we couldn’t have asked for a better time on the water. Lisa was gracious, helpful, and fun!

  3. JA

    Jalyn

    LUXURIOUS TIARA 40 EXPRESS

    This was the best boat charter my family and I have ever been on! I rented out for my 25th birthday and Miguel went above and beyond to make sure that it was the best experience possible! He is partnered with a transportation service that offers to take you to and from for an addition price, and his communication is very efficient! While onboard, he offers drinks and food (best burgers ever!) as well as all the equipment you need to explore the islands! 10/10 recommend and will definitely be coming back!

  4. BA

    Brianna

    LUXURIOUS TIARA 40 EXPRESS

    Miguel deserves 10 stars!!! His communication, attentiveness, and kindness were top notch. The food served on board was delicious! We celebrated a 30th birthday and Miguel went above and beyond to make sure our experience was one for the books. I highly recommend Miguel with no doubts whatsoever! I hope to return and book again!

  5. KV

    Kristine

    LUXURIOUS TIARA 40 EXPRESS

    My family and I just returned from our day trip with Miguel. They delivered more than we even expected. Absolutely a wonderful time on the water! It was so nice to get off the main land for a day for some much needed space and relaxation! Thank you so much!

  6. BL

    Bruno

    LUXURIOUS TIARA 40 EXPRESS

    Miguel was communicative from the start to the finish and very responsive to texts or phone calls. The vessel was as described, complete with a very clean and air-conditioned under deck. We went to Cayo Icacos, and had an amazing time there. The snacks and food provided were delicious, and Miguel even took photos and videos of our group with his drone for him to provide to us later. At the end of our trip, he took us by Palomino Island and showed us some amazing sand bars where the colors of the ocean are unreal. Miguel was very hospitable, and we always felt safe and very well taken care of. When we come back, we will definitely be booking with him again.