Overview
Carthaginian Trapani contrasts with Greek Segesta, while atmospheric Palermo leads to the unique volcanic Aeolian Islands—completely off the tourist map and little changed since Roman times. Sicily, often overlooked, is home to some of Italy’s most fascinating historic towns, breathtaking landscapes, delightful people, and exquisite food and wine.
Ruled by nearly every Mediterranean power, from the Phoenicians and Carthaginians to the Greeks, Romans, Byzantines, Moors, Normans, Spanish, Bourbons, and Italians, Sicily boasts a cultural legacy like no other. The lack of large-scale modern development and a mild climate have preserved its architectural and culinary heritage, making it a truly remarkable destination.
At a glance
*Maximum of 36 on a classic tour and maximum of 25 on a signature tour.
Highlights
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Visit Segesta – a perfectly preserved archaeological site- and take a guided tour of the hilltop village of Erice, which has incredible churches and monasteries.
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Learn about the ancient craft of salt panning at a family-run museum, and visit Marsala renowned for its outstanding dessert wine, touring a winery with tastings.
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Embark on a guided tour of Palermo, gorgeously medieval and baroque, plus its stunning Norman Palace.
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Take a scenic drive through the mountainous Madonie National Park to Castelbuono, and an orientation walk of charming Cefalù – one of Sicily’s most attractive coastal villages.
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Spend a full day touring Lipari in the Aeolian Islands, accessed by boat.
Itinerary Details
Day 1: Arrival in Trapani
- Fly to Palermo and transfer to the four-star Hotel Crystal for a three-night stay.
- The hotel, modern yet ideally located, allows easy exploration of Trapani’s historic center on foot.
Day 2: Erice & Grotta Mangiapane
- Visit Erice, a medieval town towering 750m above the coast, offering breathtaking views and rich history.
- Explore its diverse architecture, from Byzantine to Baroque, including stunning churches and monasteries.
- Tour the Norman castle and the remnants of the original temple.
- Visit Grotta Mangiapane, an archaeological site with cave dwellings over 20,000 years old.
- Enjoy dinner at a local restaurant showcasing Sicily’s culinary excellence.
Day 3: Segesta & Marsala
- Explore Segesta, an ancient hilltop city featuring a remarkably well-preserved Greek Doric temple and amphitheater.
- Discover Marsala, home to the world-famous dessert wine.
- Tour a top Marsala wine producer, followed by a tasting session.
- Visit a family-run salt museum to learn about traditional salt harvesting.
- Enjoy another evening of Sicilian cuisine in a high-quality local restaurant.
Day 4: Palermo & Monreale
- Scenic coastal drive to Palermo, Sicily’s vibrant capital.
- Guided tour through historic sites, including the Norman Palace with its stunning gold mosaics.
- Visit Monreale to explore the magnificent abbey cathedral adorned with intricate glass mosaics.
- Stay in Cefalù at the four-star Alberi del Paradiso, offering splendid views, a spa, and fine dining.
Day 5: Cefalù
- Orientation walk through Cefalù’s medieval center, nestled beneath the towering La Rocca.
- Visit Cefalù’s stunning Norman cathedral, known for its exquisite mosaics.
- Enjoy free time exploring the charming fishing port, relaxing on the sandy beach, or indulging in local cuisine.
Day 6: The Aeolian Islands
- Scenic coastal drive followed by a cruise to the Aeolian Islands.
- Pass by Vulcano, known for its natural hot springs.
- Explore Lipari, a historic island with a picturesque fishing port.
- Visit the archaeological museum, home to ancient artifacts from Greek and Roman shipwrecks.
- Return to Cefalù for a relaxing evening and dinner.
Day 7: Madonie Natural Park & Castelbuono
- Journey into the rugged Madonie Natural Park, home to diverse wildlife and scenic landscapes.
- Visit the hilltop village of Castelbuono, dominated by a 14th-century castle with Arabic, Germanic, and Norman influences.
- Discover the Cappella Palatina chapel, adorned with precious marble and home to the alleged holy skull of Saint Anne.
- Enjoy a final Sicilian feast in Cefalù, reflecting on the highlights of this incredible journey.
Day 8: Return Flight
- Transfer to the airport for your return flight home.
