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
(1,180 Reviews)

Page 2 of 7152 listings

Custom Private Bioluminescence Kayak Tour in Fajardo
Adventures in Fajardo · 18 guests

Custom Private Bioluminescence Kayak Tour in Fajardo

2.3
Superowner
$99/day
Fort Lauderdale - Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale - Bahamas Sailing Charters

5.0
$130+/hour
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
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
VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin
Events in Crocus Hill · 15 guests

VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin

5.0
$850/hour
Private Motor Boat Excursion - 8 persons - Axopar 29 ft with captain
Powerboats in Saint Martin · 8 guests

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

5.0
$161+/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
$85+/hour
Luxury Catamaran Punta Cana
Events in La Romana · 150 guests

Luxury Catamaran Punta Cana

5.0
Superowner
Best of 2026
$70/hour
Ocean Paddle Adventure: Kayak Rental
Adventures in Fajardo · 2 guests

Ocean Paddle Adventure: Kayak Rental

5.0
$50/hour
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
Sea-Doo GTR 230 Supercharged Jet Ski Rental in Miami, Florida
Water Sports in Hallandale Beach · 3 guests

Sea-Doo GTR 230 Supercharged Jet Ski Rental in Miami, Florida

5.0
$110+/hour
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
Be Happy 40ft - Private Catamaran Charter - Discover the beautiful St Maarten
Caribbean · 12 guests

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

5.0
$1,850/day
24’ Yamaha 242 Limited S Jet Boat! Captained - Wakeboard Kit!
Powerboats in Miami · 6 guests

24’ Yamaha 242 Limited S Jet Boat! Captained - Wakeboard Kit!

5.0
$400/hour
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
Limited Availability
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
$115+/hour
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

5.0
$2,000/day
Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising
Tours in Miami · 5 guests

Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising

New
$88/hour
72'/22M Mangusta Available Now In Nassau, Bahamas
Events in Nassau · 13 guests

72'/22M Mangusta Available Now In Nassau, Bahamas

5.0
$810+/hour
Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

5.0
$135/hour
55' Azimut Flybridge II 2020
Events in Miami Beach · 13 guests

55' Azimut Flybridge II 2020

5.0
Superowner
$200/hour
VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin
Events in Gustavia · 12 guests

VanDutch 55 Motor Yacht Charter St Barths | Anguilla | St Martin

5.0
$900/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
Glide & Discover: SUP Adventure
Adventures in Fajardo · 1 guest

Glide & Discover: SUP Adventure

5.0
$25/hour

Kayak Reviews in Caribbean

  1. Caroline

    Caroline

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

    Our family (5 and 2 year olds) had an amazing boat tour. We visited gorgeous beaches, saw turtles, and dolphins. This is a gorgeous speed boat and our captain was so friendly and great with little kids. Merci!!

  2. JB

    Julia

    45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

    Carrie is a great host, very responsive and easy to communicate with. We had a great time, this boat was very spacious and comfortable for our group of 11. We even got to swim with some turtles during our trip!

  3. LE

    Lia

    Fort Lauderdale - Bahamas Sailing Charters

    Truly incredible experience with Jose and Alex. Absolutely magical adventure and highly recommended to anyone looking for an unforgettable time. The food was also out of this world and so much attention to detail in every moment. We will absolutely be back and everyone needs to experience this.

  4. Sofia

    Sofia

    Fort Lauderdale - Bahamas Sailing Charters

    Wow, this was an incredible experience for a very reasonable price. Jose and Alexandria’s hospitality and generosity is unmatched. I left the boat with two new friends, and I will definitely be keeping their information for future trips. We did a trip around Fort Lauderdale, and we were lucky enough to see some dolphins! We swam around in the beautiful and refreshing water and we had some incredible snacks, wellness drinks, and a meal at the end. All very healthy, and we left the boat feeling much better than we did when we got on. That’s the power of high quality, healthy food. Everything about this trip was amazing, but I must say the best part was their kindness. They took great care of me and my friends. Wonderful people and a very impressive boat!

  5. AH

    Andrew

    Fort Lauderdale - Bahamas Sailing Charters

    I cannot overstate how wonderful our afternoon sail was with Jose and Luke. The weather was perfect, the boat in correct order, and each phase of the experience was conducted seamlessly. With that said, the calming center of the day - and by far the main reason we had such a special time -was Jose. Every once in a while, you meet a special person who has mastered their craft, acts as an enthusiastic and patient instructor, while making sure each person was comfortable and happy. For some, sailing can be intimidating, especially when the wind and waves act up. Jose was 'present' every moment to show us the joys of switching from power to wind, with confidence and professionalism. While we have charted powerboats and sailboats, this particular experience is not to be missed. He even prepared us healthy, vegan food once we returned to dock, showing us being in nature, enjoying the sea, and having yummy healthy food is all part of finding some momentary tranquility. Book this experience! I know we will again.

  6. William

    William

    Fort Lauderdale - Bahamas Sailing Charters

    Awesome and experienced Captain, Jose, who was a pleasure to spend time with. Great communication, very flexible to accommodate my individual aims for the sailing experience. Exceedingly accommodating to spend time on a special request to focus of our time on navigating dockage. His coaching made a big difference for me! 5 stars all the way!