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Ultimate 5-Day Florida Keys Adventure Itinerary
Last updated: 2024 Jun 14Sunsets and Sandbars
Morning
Begin your Florida Keys adventure with a hearty breakfast at the iconic Islamorada Fish Company. Afterward, head out for a morning of snorkeling and beach fun on the Islamorada Snorkeling and Beach Adventure.
Afternoon
For lunch, enjoy the fresh catch of the day at Morada Bay Beach Café. Spend your afternoon exploring the marine life and lounging on the sandbar during the Islamorada Snorkel Adventure & Sandbar Trip.
Evening
As the sun begins to set, embark on a relaxing Islamorada Sunset Catamaran Cruise. Afterward, savor a delicious dinner at Latitudes, known for its stunning ocean views and exquisite cuisine.
Bedtime
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Islamorada Snorkeling and Beach Adventure
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Islamorada Snorkel Adventure & Sandbar Trip
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Islamorada Sunset Catamaran Cruise
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Underwater Wonders and Private Cruising
Morning
Start with a breakfast at Snappers Oceanfront Restaurant & Bar before heading out for a morning of exploration at the John Pennekamp Coral Reef State Park, the first undersea park in the United States.
Afternoon
After an adventurous morning, enjoy a leisurely lunch at The Stoned Crab. Spend your afternoon cruising the waters on a Key Largo Private Sunset Cruise, taking in the beautiful scenery and marine life.
Evening
Dine at Keys Fisheries Market & Marina, where you can enjoy the freshest seafood. Cap off the evening with a visit to the Pennekamp Park Snorkeling Tour by Boat to witness the vibrant nocturnal marine world.
Bedtime
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Key Largo Private Sunset Cruise
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Historic Sites and Island Delights
Morning
Enjoy a delightful breakfast at Blue Heaven, a Key West staple. Spend your morning exploring the famous Dry Tortugas National Park, known for its crystal-clear waters and abundant marine life.
Afternoon
For lunch, head to Sloppy Joe's, a historic bar and eatery. Afterward, immerse yourself in the vibrant marine ecosystem at the Florida Keys National Marine Sanctuary with an interactive afternoon snorkel tour.
Evening
As the sun sets, join the lively crowd at Mallory Square to experience the renowned Key West sunset celebration. Follow it up with a sophisticated dinner at Louie's Backyard, offering a menu as breathtaking as the view.
Bedtime
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Dry Tortugas National Park
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Florida Keys National Marine Sanctuary
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Mallory Square
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Scenic Drives and Southernmost Point
Morning
Start with breakfast at Fish House Encore before embarking on the Florida Key West Overseas Highway Self-Driving Tour. Enjoy the stunning views as you make your way to Key West.
Afternoon
For lunch, indulge in the delicious sandwiches at Island Dogs Bar, a favorite among locals. Afterward, visit the Southernmost Point of the Continental USA to capture the classic photo op.
Evening
Dine at Marker 88 Restaurant, where the ocean views complement the mouthwatering dishes. Cap off the day with a relaxed evening at Anne's Beach, known for its picturesque scenery and shallow waters.
Bedtime
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Florida Key West Overseas Highway Self-Driving Tour
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Southernmost Point of the Continental USA
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Mel Fisher Maritime Museum
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Nature's Beauty and Island Hopping
Morning
Enjoy a breakfast at Lazy Days Restaurant before setting out to explore the unique ecosystem of the Ten Thousand Islands with a guided kayak tour.
Afternoon
For lunch, savor the flavors of the Keys at B.O.'s Fish Wagon, a local favorite. Spend your afternoon visiting the quaint and quirky shops on Duval Street, known as the heart of Key West.
Evening
Dine at Square Grouper Bar and Grill, offering a laid-back atmosphere and delicious cuisine. Conclude your trip with a visit to Key West First Legal Rum Distillery Tour to learn about the island's rum-making history and enjoy some tastings.
Bedtime
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Ten Thousand Islands
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Key West Lighthouse and Keeper's Quarters Museum
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