Contemporary chic comes to Islamorada, but it’s not gentrifying away the village vibe. Rather, the Casa adds a welcome dab of sophistication to Conch chill: a keystone standing circle, freshwater pool, artificial lagoon, plus a Wallpaper-magazine-worthy bar that overlooks Florida Bay – all make this boutique hotel worth a reservation. Go to the bar to catch a drink and a sunset.
Ask about yoga on the pier, private sunset sails on a 30ft Skipjack, and kayak or stand-up paddleboard tours.