Alessandra Winters

Alessandra Winters is the Managing Director of SuchItaly, a boutique travel consultancy she established after a decade working in Italian tourism and hospitality. Drawing on her dual Italian-American heritage and years spent living across diverse Italian regions, Alessandra crafts immersive travel experiences that transcend ordinary tourism. SuchItaly specializes in connecting clients with authentic experiences—from private access to family estates and artisan workshops to seasonal harvest celebrations in remote villages. With a background in art history and culinary traditions, Alessandra personally vets each local partner and regional itinerary. Her consultancy's reputation for revealing the intimate, unhurried Italy beyond famous landmarks has attracted a loyal clientele of sophisticated travelers seeking deeper connections to Italian culture and lifestyle.