Best Romantic Getaways in Florida

Ocean Key sits at the foot of Mallory Square with its own Sunset Pier — dinner tables literally over the water as the nightly sunset celebration unfolds beside you. Balcony suites face the Gulf; the spa handles lazy afternoons. Key West romance, front row.

An adults-only compound of 1880s cigar-factory cottages threaded with brick paths, pools, and lantern light, Simonton Court is the Key West that photographs never quite capture. Breakfast arrives in the garden. Two blocks from Duval, and utterly separate from it.

LaPlaya puts its rooms directly on Vanderbilt Beach — many with balconies over the sand — and keeps the footprint intimate compared with Naples' larger resorts. Baleen's tiki-torch dinners on the beach are the proposal spot of record locally.

The Inn on Fifth trades beachfront for the middle of Naples' best evening: Fifth Avenue South's galleries, wine bars, and restaurants surround it, and club-level suites add whirlpool tubs and terraces. Beach shuttles cover the daytime. Romance built around long dinners.

St. Augustine's 1888 Moorish-revival landmark puts turrets, fountains, and velvet inside America's oldest city, with the Lightner Museum and Flagler College across the street. Horse carriages queue outside. As atmospheric as Florida hotels get.

Nine restored historic houses — some from the 1790s — form the Collector's adults-only compound in St. Augustine's old quarter, wrapped in gardens with a spring-fed pool and an evening cellar bar. Quiet, candlelit, and steps from everything old in the city.

David Rockwell's WaterColor Inn faces the Gulf across white dunes on Scenic 30A, next door to Seaside's pastel town center. Rooms put shutters and daybeds toward the water, and beach service is included. The romantic anchor of Florida's prettiest stretch of coast.

The Pearl presides over Rosemary Beach's cobbled, European-styled town square with a rooftop bar above the Gulf, marble baths, and bikes for the 30A path. Everything — dinners, dunes, coffee — is a barefoot walk. Small-hotel romance, resort-level finish.