9 Days In Italy
Whether it's your first visit or your fifth, Italy has a remarkable way of calling people back. One trip might revolve around vineyard-covered hills and long lunches in the countryside, while another centers on ancient history, dramatic coastlines, or a slower pace of life along the lakes and islands.
Food, Wine, History & La Dolce Vita
That's part of Italy's magic. Each region feels distinctly its own, with different traditions, flavors, landscapes, and stories waiting to be discovered.
At The Wandering Vine Travel, every Italian journey is designed around your interests, whether you're drawn to food and wine, art and architecture, family heritage, beautiful hotels, or simply the joy of experiencing daily life at an Italian pace.
Historic Cities & Cultural Treasures
Begin your journey in one of Italy's great cities, where centuries of history, art, and culture unfold around every corner. Spend your days exploring with expert local guides, discovering hidden courtyards, vibrant neighborhoods, remarkable architecture, and the stories that bring each destination to life.
Arrive in Italy
Chartered Transfer to Hotel
Stay in a restored estate in Umbria surrounded by woodland, meadows and wildlife.
Explore Italy's history, art, and architecture with passionate local experts who bring each destination to life.
Experience the history of an ancient Roman town without the crowds at Ostia Antica.
Wine Country & The Countryside
Many travelers find their favorite memories in Italy happen outside the cities. Settle into a countryside estate surrounded by vineyards, olive groves, and rolling hills. Visit local producers, browse weekly markets, enjoy leisurely lunches, and experience traditions that have shaped these regions for generations.
Stay in a sprawling estate and vineyard in the quiet countryside of Tuscany.
Spend an afternoon with a local wine producer learning how generations of family tradition have shaped the land and wines of the region.
Enjoy a dinner among the grapes of the vineyard you explored earlier in the day.
Coastlines, Lakes, & Island Escapes
End your journey with a change of scenery. Whether that's the Amalfi Coast, Sicily, Lake Como, Sardinia, or another corner of Italy, this final chapter is about slowing down, soaking in the landscape, and enjoying the simple pleasures that make Italy so unforgettable.
Stay in this grand 18th-century villa on the shores of Lake Como and enjoy the immaculate grounds.
See the Amalfi Coast from the water aboard a private boat, stopping in seaside villages while avoiding the traffic above.
Discover villages, artisans, and family-run businesses that many visitors would otherwise miss.
Chartered Transfer to Airport
Return Trip Home
Where You’ll Stay
Reschio
Known for being a meticulously restored 1,000 year old medieval castle and its world-class equestrian center. The Hotel features a range of activities to suit the interests of any person.
Passalacqua
Known for its opulent historic architecture featuring seven acres of terraced gardens, a sparkling lakefront marble swimming pool, original frescoes, and Murano glass chandeliers.
Rosewood Castiglion del Bosco
Known for being a UNESCO World Heritage Site, its own historic winery, exclusive golf course, and the 2 Michelin-starred restaurants that are located on the property.
Looking For Something More Bespoke?
