There is the Tuscany of guidebooks, and then there is the Tuscany I’ve come to love, the one that opens its doors once you’ve been invited in. For one week, I’ll introduce you to the people who have made this place my second home: winemakers who pour from their own barrels, families who feed you as if you were their own, and neighbors who make room at the table for one more.
This is not a tour. It’s a personally guided experience: no checklists, no rushed stops, no crowds.
A private experience
Tuscany Through My Eyes is reserved for one private group of four to twelve friends or family traveling together. Once a group has reserved, the experience is closed to other travelers. Reservations close November 15, 2026.
A glimpse of the week
Arrive in style. A private transfer from Rome, a Prosecco toast, and a coursed welcome dinner in Cortona
Dinner in a winemaker’s home. An intimate evening with one of the area’s finest Syrah producers
Brunello in Montalcino. A tasting at a family-run winery, a visit to a local cheese farm, and a long, unhurried lunch
Florence, your way. A food and wine experience, then time to wander on your own
Val d’Orcia. Rolling hills, a winery lunch, and an olive oil tasting
Cook, then celebrate. A hands-on cooking class, then Wine, Dine & Shine, a piazza gathering with local friends and a featured Italian winery
Truffles and a farewell. A truffle hunt with a local expert, a special lunch cooked by Momma, and a farewell dinner
