Ios embodies that classic Greek island ambiance—hillside clusters of blue-roofed white buildings, an amphitheater, golden beaches that spill into the sapphire sea. The spindly windmills of Ios are like something from a storybook, and a visit to the Tomb of Homer (yep, that Homer) is an exercise in awed contemplation. When the sun goes down, party it up at one of Ios’ many electrifying nightspots. Favorites are Astra Cocktail Bar and the (kind of insane) alt-rock scene, The Orange Bar.