This magnificent length of shoreline got its first road courtesy of circus magnate John Ringling in 1925. Originally, it extended only from New Pass at the southernmost tip to the Manatee County line, but Ringling envisioned a beautifully landscaped boulevard that would run the full length of the barrier island.

Longboat Key is refined island living. Locals spend mornings on the golf course, afternoons beachside, and evenings dining along the bay. Life here is unhurried and graceful — a blend of tropical beauty and resort-style amenities. With private communities, scenic bike paths, and world-class boating, Longboat is ideal for those who want to feel like they're always on vacation, but never far from home.

Discover the unique charm of the neighborhoods that make up Longboat Key by clicking on the areas below. Or let one of our agents be your guide, offering unmatched local expertise and revealing hidden gems in each.