May 9-14, 2027 | 6 days, 5 nights

Explore Sicily with an Italian Wine Expert

Dr. Danielle Callegari is a reviewer of Italian wines on the Wine Enthusiast Tasting Panel. Fluent in both English and Italian, Danielle is a Dartmouth Associate Professor specializing in Italian literature, food, and beverage studies. As an author on Dante and Italian food history as well as the co-host of the Gola podcast, Danielle brings a wealth of cultural and regional knowledge to the Cork+Compass Travel experience.

Winery Visits & Tastings

Tasca

With five estates spanning east to west, the Tasca d’Almerita family’s wines speak to the diversity of Sicily. Accompany a Tasca d’Almerita agronomist-enologist to the evocative island of Mozia, where wind-swept vineyards grow alongside ancient Phoenician archaeological sites. Delve into Tasca’s almost two-decade project to revive the island’s historic Grillo vines before being treated to a Sicilian lunch paired with wines that echo the sea.

Cantina Intorcia

Still run by the same family who founded it in 1930, Cantine Intorcia is lauded throughout the world for their Marsala and dessert wines. Experience a private tasting of barrel-aged wines in Intorcia’s cellar, where Francesco Intorcia creates wines using ancient traditions and time, all with the goal of returning Marsala to its former glory.

Cantine Planeta Ulmo

Since establishing their first winery in 1995, the Planeta family has been at the forefront of exploration and innovation in Sicilian winemaking.Visit the historic Ulmo winery before venturing by jeep to the Palmento di Risinata, a 19th-century stone grape-crushing facility, to discover bygone Sicilian winemaking techniques. Back at Ulmo, taste four site-driven wines at the estate house nestled between vines and woods filled with pine and eucalyptus.

Donnafugata Contessa Entellina

Contessa Entellina, the site where Donnafugata was born, combines art, story, and literature. Walk through vineyards in the setting that inspired writers and filmmakers before venturing into the cellar for a refined tasting of terroir-driven wines in the family villa.

Tenuta Tonnino Baglio Ceuso

A pioneer in sustainable and organic viticulture, Tenute Tonnino crafts wines from both native and international varieties, including Ceuso, one of Italy’s iconic reds. Discover the historic Baglio Ceuso winery, a traditional example of Sicilian rural architecture, and experience a guided tasting of native Sicilian varieties paired with seasonal dishes.

View the Full Itinerary