...Dreams do come true
The most activities on the water in the Upper Keys — jetskiing, tiki boat cruises, sunset cruises, fishing charters, and more. Two stunning resort locations.
Soar 800 feet above the turquoise water and take in breathtaking panoramic views of the Florida Keys from the sky.
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Hold on tight for a high-speed, splash-filled ride as we tow you across the bay — a guaranteed laugh for the whole crew.
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Cruise the flats in search of wild dolphins, then beach on Shell Island to hunt for sand dollars and shells under the midday sun.
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The same dolphin-spotting and shelling adventure, timed for golden hour as the Gulf sky lights up over the water.
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Take the throttle yourself — rent a jet ski and explore Florida's open water at your own pace, no guide required.
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The perfect starting point for your Florida Keys vacation — with direct access to both the Gulf of Mexico and the Atlantic Ocean.
An action-packed tropical escape. Get the very best of everything Florida has to offer at TradeWinds, one of the Gulf's premier resorts.
We've been putting guests on the water for years at two of Florida's most iconic resort destinations — with world-class equipment, expert guides, and an unmatched variety of activities.
Just ended an amazing trip with Captain Chris and Keegan. They put us on dolphins over and over and Keegan had kept some full sand dollars that he shared with our kids. Amazing experience all around.
Keegan and Chris were our boat guides on the dolphin cruise this evening. Cannot recommend them enough. So kind and attentive to the guests. And Keegan is the best photographer!
Amazing time! Chris and Keegan were great and the manatee, dolphins, Shell Island and sunset couldn't be more perfect! Highly recommend!
Two stunning Florida resort locations. Ten activities to choose from. One unforgettable experience on the water waiting for you.