Situated on the western coast of Sicily, Trapani is one of those great finds often bypassed for the larger ports of Sicily like Palermo and Messina. Highly walkable, this romantic town — which flourished in the Middle Ages — offers pleasures in the form of quiet streetside cafés, sandy beaches, and magnificent churches. While mega ships rarely call here, Trapani is frequented by smaller luxury and expedition ships. Most dock right in the center of town, leaving guests to stroll the historic center.