Keep your summer adventure going in the Florida Keys.

By Tracey Minkin
September 13, 2018
Hector Manuel Sanchez

Originally settled by intrepid farmers, this quartet of coral islands in Florida's Upper Keys pivoted away from agriculture and into tourism after Henry Flagler completed his Overseas Railroad through them in 1912. Stepping off that railroad platform were fishing-keen U.S. Presidents, writers, and movie stars, who generated a buzz around Islamorada as a luxurious sporting paradise. After devastating storms—the Labor Day Hurricane of 1935 and Hurricane Irma in 2017—savaged Islamorada, its residents stood fast and rebuilt. This year, with the post-Irma reopening of The Moorings Village and now the historic Cheeca Lodge & Spa, Islamorada calls once again with its blue waters and the thrill of the catch.

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Stay Here

Cheeca Lodge & Spa resumes its place as Islamorada's iconic resort. Rates start at $219. The Moorings Village is a glorious hideaway. Rates start at $579.

Courtesy of Costa

What to Pack

Smart Sunglasses
In the bright sunlight of the Florida Keys, a top-notch pair of shades is essential. Costa, a brand long associated with sportfishing, pairs lens technology developed for peak protection with frames designed to stay in place during high-speed boating exploits. Fashion-forward style makes them just right for hanging poolside, too.