Meet The Family

Our small but mighty team is united by our passion for Italy and for creating exceptional travel experiences. We are storytellers and dreamers, movers and shakers, excited to share our knowledge and insight with curious travelers. We are major food lovers, prone to obsessing over our preferred pasta shape, the best pizza dough recipe, or our favorite bottle of Lambrusco.

We love a lot of things about our job, but top of the list is the personal connections we develop with everyone we work with. From understanding what foods you love, to the types of views you've been dreaming about, we dig deep and get personal, going the extra mile to create your perfect trip. 

Deb Boscareto.jpg

Debra Levinson,

CEO & Founder

For over two decades, Debra has been a distinguished industry spokesperson. She has a deep knowledge of the most-known cities, and yet knows the wild beauty of places off the typical tourist path. Her network features the best-of-the-best in Italian hospitality, and she knows how to create unforgettable experiences from the Aosta valley to Salentine peninsula. Her excellent taste in food, wine and hotels, and her unrelenting search for great quality means she shows travelers the best places to eat, sleep and drink throughout Italy.

➢  Leaves room in suitcase for: Anything truffle

➢  Email:

Claudia Camerino,

Logistics Director

Claudia has been enchanted by Italy’s beauty from a young age. At first, trips were about family time, visiting her Venetian nonni at their home on the Lido, swimming in the Adriatic, and exploring the mountains. At the age of six, she insisted her favorite food to be artichokes and spaghetti al vongole. A lover of mountains, local food, and great company, Claudia points travelers to the some of Italy’s most irresistible areas.

➢  Leaves room in suitcase for: Kilos of parmesan 

➢  Email:


David Levinson,

Development Director

David has been enjoying the pleasures of Italy ever since his and Debra's very first visit together, over 20 years ago.  A skilled story teller, passionate adventurer and avid cyclist, David has ridden through the rolling hills of Tuscany and over the epic mountain passes of the Dolomites. David has spent considerable time all over Italy, but his passion is visiting lesser known areas and immersing in the local cuisine, then learning how to cook these regional specialties in his home. In his ongoing immersion into all things Italian food and wine,  David has become one of the finest amateur pizzaiuolos on this side of the Atlantic. 

➢  Leaves room in suitcase for: Olive oil and 00 flour

➢  Email: