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Sailboat

Leisure Charters

Florida Keys Leisure Charters

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Leisure Cruises

Experience the Ultimate Leisure Cruise in Islamorada with Miss O Sportfishing

Discover the beauty of the Florida Keys with a customized leisure cruise in Islamorada. Whether you're looking to snorkel the vibrant coral reefs, relax at the famous Islamorada Sandbar, explore remote backcountry islands, or take in the breathtaking sights of Alligator Reef Lighthouse, our expert captains will craft the perfect day on the water.

Snorkeling at the Coral Reef

Dive into the crystal-clear waters of the Florida Keys National Marine Sanctuary, home to some of the most stunning coral reefs in North America. Snorkel alongside colorful tropical fish, sea turtles, and vibrant coral formations for an unforgettable underwater experience.

Relax at the Islamorada Sandbar

Soak up the sun at the iconic Islamorada Sandbar, a must-visit destination where you can unwind in the shallow, turquoise waters. Perfect for families, couples, or groups, this spot is ideal for swimming, floating, and simply enjoying the laid-back island vibes.

Explore a Remote Backcountry Island

Venture into the serene backcountry of Islamorada, where hidden islands await. Walk along pristine shorelines, search for unique seashells, and experience the untouched beauty of the Florida Keys' secluded waters.

Bird Watching in the Florida Keys

Nature lovers will enjoy spotting a variety of coastal birds, including ospreys, great blue herons, egrets, pelicans, and even the striking roseate spoonbill. The backcountry islands and mangrove estuaries provide the perfect setting for an immersive eco-tour experience.

Visit the Historic Alligator Reef Lighthouse

No trip to Islamorada is complete without a stop at the famous Alligator Reef Lighthouse. Standing tall in the Atlantic, this historic lighthouse marks one of the most beautiful snorkeling and sightseeing spots in the Florida Keys.

Whether you’re looking for adventure, relaxation, or a bit of both, our Islamorada leisure cruises offer the perfect way to explore the stunning waters of the Florida Keys.

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