Connect With Nature
Fully immerse yourself in the abundant natural beauty of the Keys with the Islamorada Resort Collection. Explore the inviting, crystal-clear waters of the Atlantic by kayak, snorkel, or scuba expedition. Experience fishing from a new angle with a local deep-sea excursion in the “Sportfishing Capital of the World.” Discover the cherished island we call home with a thoughtful selection of eco-minded, sustainable watersport activities.
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.
Jet Ski Rentals & Guided 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.
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!
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.
Allergic to Land Charters
Explore vibrant life under the sea with snorkeling, embrace magic moments on sunset tours, or learn more about local sea life on eco-tours with Allergic to Land Charters, operating out of Three Waters Resort & Marina.
Kayak & SUP Rentals
Guests enjoy complimentary access to personal watercraft, including daily kayak and stand-up paddleboard rentals, at all three of our resorts.
Snorkel & Sandbar
Explore the crystal clear waters surrounding Islamorada and get a glimpse of captivating sea life found below the water.
Scuba Diving
Want to explore even deeper? Visit the #2 Dive Center in the Keys, our full-service PADI Dive Center, at Three Waters Resort & Marina for guided scuba diving trips, scuba instruction, and private charters.
Florida Keys Fishing
Experience the “Sportfishing Capital of the World” on an angling adventure. Book an excursion with the fishing charters operating out of Three Waters Resort & Marina and Islamorada’s seasoned boat captains will take you to the best deep-sea fishing sites in the Florida Keys.
Tarpon Feeding
Feeding the tarpon fish is an essential Keys experience. Grab your bait at the marina and enjoy feeding the tarpon from the dock.
Sunset Charters & Sandbar Trips
Plan your perfect boating experience with the captains at Three Waters Resort & Marina, discover snorkeling along coral reefs, sightseeing trips, sandbar swims, sunset cruises, and more.
Bring Your Boat
Vacation with your boat in the Keys. Our full-service marina offers transient slips, fuel service, and a store to stock up on supplies, snacks, and sundries for your boating adventure.
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.