From the imposing high-rises which line Gulf of Mexico Drive to its sprawling bayside estates, Longboat Key offers residents a secure and private lifestyle. From the moment you cross the bridge onto this island community, you’ll marvel at its impeccably manicured fairways and lawns, upscale shopping areas and obvious opulence. Many of the island’s condominiums are second, third or even fourth homes for Longboat’s world-traveling residents.