5. Taormina
Taormina is Sicily’s most popular resort town, and is well worth a trip off the toe of the boot. With sweeping views of two bays and active Mount Etna looming over it, Taormina has a magical, mythical beauty to it. Its ancient heritage is evident in its Greek amphitheater, where world-class concerts and performances are still held today. Taormina’s old Medieval quarter is particularly inviting, with elegant piazzas offering an array of shopping and dining opportunities. Some of the best pasta in all of Italy can be found here.