Watersports Activities


Caribbean Watersports would like to extend you a warm welcome to the Fabulous Florida Keys. Be it Key Largo, Islamorada or Marathon, traveling to Key West or Miami, our islands are unique, our climate exceptional, and our ability to relax and have fun renowned!

Combine our tropical paradise with Caribbean Watersports’ 34 year’s experience (30 at the Hilton), and get ready to enjoy a truly remarkable vacation. Whether you sail a swift Hobie Cat in the tropical breeze; parasailing peacefully over stunning Florida Bay…even encounter a friendly dolphin in its turquoise waters, or sail with us on our new 24 passenger 37′ catamaran “Carolina Moon” around the Islands in the Bay or snorkel with our 26′ Caribbean Cruiser among the spectacular tropical fish of shallow coral reefs of the Atlantic, our wish is that you will leave us with a smile, refreshed and recharged. Come visit us at the Hilton Key Largo Resort!

Our boating activities include Jetski/WaveRunners(PWC’s), Parasailing, Enviro-Tours, Eco Tours, Sailing Tours into the Everglades National Park, snorkeling in the coral reefs of Pennekamp State Park and the Florida Keys National Marine Sanctuary, plus Sunset Cruises on Florida Bay.

If sport fishing is your passion, the Upper Keys has the best hunting grounds in Florida. We will hook you up to Back country or Near shore Reef or Deep Blue water… with the best fishing guides and boats to take you out to find them!

There’s something for everyone and for all ages. It’s a full service Family and Couples kind of Resort! Let us teach you how to sail a Hobie Cat. Or have the 14+ youngsters take a Temporary Florida Boaters test for their Boaters Certificate and drive a new Wave Runner-Jet ski. Kayak and Paddleboard off our shallow, sandy beach is fun too!


First Name



Reserve Activity


Our beach activities include rentals of Wave Runners (Jet skis), Hobie Cat Sailboats, Kayaks, Stand Up Paddle Boards and Paddle Boats, Paddle board Yoga and snorkel gear.

Customized group activities are our specialty! Check out our new “Golden Ticket” water sports program for Weddings and Meetings at the Hilton Key Largo Resort.

Trip Advisor