Discovering Sicily: An Insider’s 3-Day Itinerary

Sicily’s cultural tapestry is rich and varied, influenced by a multitude of invaders including the Phoenicians, ancient Greeks, Romans, Moors, Normans, Spanish, and Italians. Their impact is evident particularly in the island’s architecture and culinary traditions. The best way to experience Sicily is through its hidden gems—understated haunts where locals congregate, centuries-old buildings that lie off the beaten path, and family-run restaurants where a simple cannoli can evoke deep emotion.

Attempting to uncover Sicily’s proud essence in just a few weeks is ambitious; a few days merely offers an aperitivo—a tantalizing taste that will leave you devoted to this sun-kissed island. Here’s a concise guide on how to explore Sicily in three enriching days.

Day 1

Morning

Kick off your whirlwind tour of Southeastern Sicily in the stunning seaside city of Syracuse. This ancient Greek city seamlessly connects to Ortigia, a UNESCO World Heritage site, where a vibrant food market awaits. Located on Via Emmanuele De Benedictis and operating from 7 AM to 2 PM every Sunday, the market is a sensory feast rich with local bounty—olives, fragrant lemons, fresh herbs, enormous wheels of cheese, and an array of seafood. Marvel at the sight of octopus tentacles and swordfish heads as vendors passionately showcase their wares. Delight in a millefoglie (raisin pastry) or ciambelle (a Sicilian version of a doughnut) while savoring the lively atmosphere of the ancient market. Be sure to stop by Sapori dei Gusti Smarriti to taste their acclaimed ricotta-stuffed croissants, and wrap up your morning with granita and warm brioche at Bar Condorelli after strolling around the majestic Piazza del Duomo.