
Josefina Giuffre
Based in Chicago
English, Spanish, some Italian
Trip budgets start at $300/night
Josefina Giuffre
Ask me about
My Story
I create custom travel experiences rooted in culture, great food, and wine, with a particular depth in the world’s wine countries. Every itinerary is designed to feel personal, seamless, and deeply connected to place.
Travel Style
I’m drawn to the energy of cities and the calm of vineyard landscapes—usually with a glass in hand. I love discovering urban culture through local food, markets, and laid-back wandering, but I’m just as happy spending the day at a winery, learning about the people and stories behind the bottle. My travel style leans into authentic experiences with a focus on wine, culture, and easygoing exploration. It’s all about finding those moments that feel real—whether in a buzzing city café or a quiet tasting room in the countryside.
Travel photos
