The list keeps growing. The picks stay opinionated.
5 picks from Miami.
A 50-minute flight to an island that earns more than the cruise-port version you've heard about. Stay on Paradise Island at the pink hotel that matters, eat conch salad at a shack where the line forms at noon, and take the 20-minute ferry to Harbour Island for the day that justifies the whole trip.
A barrier island in the Gulf where the shells pile up and the speed limit is 35. Four nights at a quiet resort with a lap pool, a fish taco truck that parks at Bowman's Beach at 11am, and a sunset that happens over water warm enough to wade into. This is Florida before it became a brand.
Six nights in the city that invented pizza and has spent the last 2,700 years refusing to apologize for anything. Stay in Chiaia, eat on Via dei Tribunali, take the ferry to Procida on day four. Naples is the Italian city that doesn't perform for tourists—it just keeps being Naples.
Two hours south on the Overseas Highway to the fishing village that hasn't turned into Key West yet. Tarpon at sunrise, stone crab at lunch, sunset at a tiki bar where the bartender knows the depth chart. Three nights is enough to fish once, eat well twice a day, and stop checking your phone by Saturday.
A three-hour drive to the end of US-1, where the Atlantic meets the Gulf and the breakfast mojito is culturally correct. Three nights gets you past the Duval Street T-shirt shops and into the version of Key West where locals eat yellow-tail snapper at 2pm and the sunset is something you watch from a dock, not a cruise-ship pier.
