Taormina, operating across Sicily
Multi-day private wine tour of over 10 of Sicily's best wineries; custom-designed by Prestelli wine specialists; covers Etna contrade, Marsala houses, Cerasuolo di Vittoria and Noto DOC in a single immersive itinerary.
Tip: The most comprehensive single itinerary for wine-focused visitors who want to cover Sicily in depth.
Regaleali, Caltanissetta Province
Estate tour and tasting at Tasca d'Almerita's legendary Regaleali winery in central Sicily; covers 200-plus years of family winemaking history, organic vineyards and a tasting of their flagship wines including Rosso del Conte.
Tip: Combine with an overnight at the Rosemarie Tasca d'Almerita B&B nearby for the full estate experience.
Taormina, operating across Etna
Private 6-8 hour tour of three of Etna's best wineries with expert sommelier; vineyard walks, cellar visits and wine tastings with fresh local cuisine; departure from Taormina, Messina or Catania.
Tip: Request Cottanera, Benanti and Palmento Costanzo for the strongest contrade-focused itinerary.
Catania / Etna
8-hour off-road 4x4 Etna tour combining volcano hiking, lava cave exploration and a winery visit with olive oil tastings and Sicilian lunch; available April-October.
Tip: Combine adventure and wine; the lava cave visit before the winery tasting is a unique sequencing.
Catania / Etna
Specialist wine tour operator (Essence of Sicily S.r.l.s.) covering Etna's north and south slopes; visits to Barone di Villagrande, Gambino, Benanti, Tenuta Terre Nere and Fessina with sommelier-led tastings.
Tip: Peppe Mendola's Etna north slope itinerary is particularly valued for contrade detail.
Marsala
Guided tour of the historic Marsala wine houses (Florio, Pellegrino, Donnafugata) combining cellar architecture with Marsala DOC tastings; covers the Florio family history and the British origins of Marsala wine.
Tip: Pair with the afternoon Mozia Phoenician island boat trip for a full Marsala day.