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When temperatures drop elsewhere, the Florida Keys offer an irresistible escape filled with sunshine, beautiful water, and island hospitality. Located in the heart of Islamorada, Hadley Resort & Marina is the perfect place to trade snow boots for flip-flops and enjoy a warm-weather adventure this winter.
Winter is one of the best times to visit the Upper Florida Keys. The weather is stunning, the water is calm, and the crowds are lighter than in summer. And there’s so much to do! Relax by the oceanfront pool, unwind under the palms, or head out for an afternoon of boating and fishing right from the resort’s private marina. Paddleboarding, kayaking, and snorkeling are all in season. Where else can you have a summer getaway in the winter?
Known as the “Sportfishing Capital of the World,” Islamorada offers endless outdoor adventures. Guests can book a fishing charter directly from Hadley’s marina to reel in sailfish, tarpon, or mahi-mahi. Or, enjoy a scenic sunset cruise along the Florida coast.
For land-based fun, explore Windley Key Fossil Reef Geological State Park, visit the History of Diving Museum, or make a quick trip to Robbie’s Marina to feed the tarpon and browse local art vendors.
After a day on the water, dine at nearby waterfront restaurants and tiki bars serving fresh seafood and tropical cocktails. Local favorites include Lorelei, Hog Heaven, Lazy Days, Square Grouper, Hungry Tarpon, Marker 88, Green Turtle Inn, and Pierre’s.
At Hadley Resort & Marina, every stay is designed for comfort and connection to the coast. Guest rooms and suites feature modern amenities, incredible bay views, and direct access to the resort’s beautiful outdoor spaces. End each day by watching the sunset from your balcony or the dock.
A Florida Keys winter vacation offers everything from outdoor adventure to peaceful relaxation, and Hadley Resort & Marina puts you close to it all. Just a short drive from Miami, Islamorada combines the convenience of the mainland with the laid-back luxury of island life. It’s the ultimate Islamorada hotel experience for travelers seeking a unique mix of seasonal seafood and sunset cruises.
With unbeatable views, easy access to boating and fishing, and a prime location in the Upper Florida Keys, this Islamorada marina resort is the perfect destination for your next winter vacation in the Florida Keys.
Book your stay at Hadley Resort & Marina by November 20th to save 30%!
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Have a question? Whether you're planning your next visit, curious about our amenities, or need assistance with a booking.
Visit FAQs page