Sicily and Its Isles

You’re on your way to Sicily, an island paradise nestled amongst the deep blue waves of the Mediterranean. Look past the Italy you think you know and see how this coastal farmland balances ancient traditions and modern comforts.

Arrive in Palermo, Sicily’s vibrant capital city. As travelers’ arrival times will vary, we have not included any sightseeing. Spend the day exploring independently, taking in Palermo’s gritty, unshakable spirit and captivating energy. Late this afternoon, we'll meet for a briefing about the journey ahead. Tonight, come to know your fellow travelers over a welcome dinner.

Begin your adventure tasting your way through Palermo’s lively markets on a walking tour unveiling the city’s historic center and introducing you to traditional Sicilian street food. Palermo’s culinary heritage layers Arab and Norman influences with local produce such as wild fennel, olives, and spices. This afternoon, head to Monreale Cathedral, ascending 92 steps on foot to see its majestic Byzantine mosaics. Then, it’s your choice! Explore the cathedral’s cloisters, taking in their serene atmosphere of the monastic complex -OR- ascend the southern tower’s narrow staircase to the panoramic terraces for a bird’s-eye view over Palermo.

Make your way to a family-owned winery deeply nestled in Sicily’s largest wine-producing region. Venture off the beaten path and meet a local winemaker. Learn about the local types of grapes and production techniques, before joining a hands-on cooking class just for your group. Share the meal you prepared for lunch, paired with the farm’s own wines. Late this afternoon, settle into your hotel in coastal Marsala for a 3-night stay. Perhaps you’ll take a sunset walk along the waterfront before heading out for an evening at leisure.