Fira

Fira, the capital of Santorini, is set atop rugged volcanic cliffs above the Aegean Sea. You can reach the town by aerial cableway, or, if you’re feeling adventurous, by taking a ‘donkey taxi cab'. Once you're there, you get to browse traditional markets set along narrow cobbled streets, check out the Museum of Prehistoric Thera, or grab an authentic moussaka in a family-owned café.

Fira is also a starting point for off-the-beaten-track adventures, as buses run to just about every corner of the island. Just a 10-minute drive away is the Santos Winery, where you can sample Santorinian tipples while enjoying stunning caldera views.