Nine rooms around a 17th-century palazzo magnolia courtyard at Tasca d'Almerita's historic Regaleali estate; working wine farm with 200-plus years of winemaking history; hiking, bike rides and cooking classes in a remote Sicilian highland.
The list: Estate Regaleali DOC tastings; cooking classes at Anna Tasca Lanza school; vineyard and cellar tours with Tasca winemakers
Tip: The most authentic agriturismo wine estate stay in Sicily; request the harvest programme in October.
Address: Contrada Regaleali SNC, 93010 Vallelunga Pratameno (CL), Sicily
Boutique wine resort within the restored 19th-century palmento estate at Passopisciaro; accommodation overlooks 18 hectares of volcanic-soil Etna vineyards; wine-club access for guests.
The list: Estate Nerello Mascalese and Carricante tastings; vineyard contrade walks; palmento heritage tour
Tip: The palmento is one of the most photographed wine buildings on Etna; stay here for the best golden-hour light.
Simple estate guesthouses on 170-hectare Feudo Maccari vineyards in Val di Noto; self-catering accommodation with well-stocked breakfast; cellar visits and Nero d'Avola tastings in a dramatic desert-scrub landscape.
The list: Estate Nero d'Avola and Syrah tastings; underground cellar visits; vineyard walks in Val di Noto
Tip: The most remote and dramatic wine-estate stay in Sicily; a clear sky here is spectacular.
Organic winery and agrirelais a few km from Palermo; the restored family baglio offers accommodation alongside introductory wine courses, vineyard tours and tastings across Palermo, Noto and Etna terroirs.
The list: Organic estate tastings across three terroirs; wine courses; olive oil tasting
Tip: Best proximity to Palermo of any wine estate stay; good base for Monreale and Segesta day trips.
Dammuso-style resort 7 minutes from Donnafugata's Khamma estate and the UNESCO Zibibbo vineyard; 43 dammuso-form rooms; recommended base for Pantelleria wine tourism including Ben Ryé passito experiences.
The list: Proximity to Donnafugata Pantelleria estate for Zibibbo and Ben Ryé tastings; island wine and caper produce focus
Tip: Book the Ben Ryé sotto le stelle tasting at Donnafugata Pantelleria as a sunset complement to dinner at the resort.
Boutique vineyard retreat at Cottanera's 100-hectare Etna estate; immersive access to the contrade vineyard system and single-variety Nerello Mascalese tastings in one of Etna's most awarded cellars.
The list: Contrade-specific Nerello Mascalese tastings; cellar tours; vineyard walks; Le Contrade lunch
Tip: Guests get priority access to the contrade tasting format before public booking opens.
Michelin Key-recognised 13-room wine resort at Planeta Estate in Menfi; panoramic hillside setting above vineyards and olive groves; on-site restaurant, pool, Turkish bath and exclusive access to Insula Beach Club 5 km away.
The list: Full access to Planeta portfolio across five Sicilian estates; daily vineyard and cellar tours; cooking classes with estate chef
Tip: Request a Pool Suite for the best vineyard views; the Chef Angelo Pumilia cooking classes fill fast.
