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Watersports

Embrace the best of island life on your next Florida Keys vacation when you stay at La Siesta. With complimentary watersport rentals included, plus charters, excursions, and more at our three sister resorts, guests at our oceanfront oasis are never far from unforgettable experiences on the water.

The Rum Runner water taxi in the Florida Keys
Islamorada Resort Collection

Rum Runner Water Taxi

Embark on an unforgettable adventure through the stunning Florida Keys with our Rum Runner water taxi! Experience all three of our breathtaking resorts while soaking in the sun and sea breeze. With each stop, enjoy exclusive amenities, unique dining options, and breathtaking views.

Three Waters Resort & Marina

Sightseeing, Sunset & Snorkel Tours

Allergic to Land Charters offers snorkeling along coral reefs, sightseeing trips, sandbar swims, sunset cruises, and more. Their boat offers shade and comfort for groups up to six people. 

Spray Watersports at The Cove

Jet Ski Rentals & Tours

It’s hard not to have fun when you’re riding a Waverunner on the Atlantic. Take a 26-mile guided tour to learn about the island’s ecosystem and must-see attractions, or simply cruise around and soak up the sunshine.

Spray Watersports at The Cove

Tiki Party Boat

Set sail on our custom tiki boat with up to 18 of your family or friends! Private Islamorada sandbar charters, cruises, and sunsets!

Spray Watersports at The Cove

CatBoat Tours

Our fleet of new two-person catamaran boats are the best way to experience the splendor of Islamorada! This guided 2 hour tour will take you around some of the most pristine waters in the Florida Keys. "Hyperglider" Catboats are stable, easy to operate, and designed for comfort.

Amara Cay Marina

Sandbar Excursions

Join Wild Dolphin Tours on a Florida Keys excursion snorkeling or touring around the Islamorada Sandbar. To reserve your experience, please contact Wild Dolphin Tours based on the dock at Amara Cay.

Islamorada Resort Collection

Kayak & SUP Rentals

For a full-body workout, a leisurely paddle with the kids, or simply to find balance among our gorgeous Islamorada views, stand-up paddle boards, single kayaks, and tandem kayaks are available daily.

Islamorada Dive Center

Scuba Diving

Want to explore even deeper? Visit the #2 dive center in the Keys, the full-service PADI Dive Center at Postcard Inn, for guided scuba diving trips, scuba instruction, and private charters.

Marina at Three Waters Resort

Florida Keys Fishing

Experience the “Sportfishing Capital of the World” on an angling adventure. Book an excursion with the fishing charters operating out of the Postcard Inn marina and Islamorada’s seasoned boat captains will take you to the best deep-sea fishing sites in the Florida Keys.

Three Waters Resort & Marina

Tarpon Feeding

Feeding the tarpon is an essential Keys experience. Grab your bait at the marina at Postcard Inn and enjoy feeding the tarpon from the dock.

Islamorada Resort Collection

Bring Your Boat

Vacation with your boat in the Keys. Our marina offers transient slips for boats up to 30 feet, with even more marina services and amenities available at our sister resort Postcard Inn. 

Amara Cay Resort

Spearfishing, Lobstering & Fishing

Ready for an authentic Florida Keys experience on the water? Islamorada Spearfishing Adventures at Amara Cay will lead you on an excursion to find Florida Keys spiny lobster, inshore, and offshore fish. Experienced divers can enjoy an underwater hunt.

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