Colorful coral reefs. Six-toed cats. A haunted doll. Key West, Florida may be one of the most unique places in America: roosters roam the streets, drag queens rule the nightlife, and Cuba’s close proximity colors its history. The entire island is a colorful, tropical feast for the senses. But to really appreciate Key West in all of its quirky glory, you also have to get to know its long history of pirates, bootleggers, and nonconformists; its resident ghosts and grave-digging iguanas; and the resident wildlife who call it home. We tapped an insider to give us the scoop on everything you need to know to plan your trip to this island paradise, and all the quirkiest, best things to do in Key West!