A summer week charts a food-and-wine route from Rome into the Tuscan heartland, swapping an opening taste of Trastevere for a base in Chianti. Days unfold as excursions rather than relocations: a funicular up to Orvieto; a family-run farm lunch at Casale Polegri near Baschi; time in Siena’s UNESCO-listed core; cycling from Radda to a vineyard; and the towered skyline of San Gimignano. Florence takes on crafts and architecture with a leather demonstration and a guided walk by the Duomo and Ponte Vecchio. Pisa and Lucca add a classic landmark and a walled city, followed by tasting at a local winery, and Montalcino brings Brunello into view. With six breakfasts, one lunch and one dinner, the tour keeps a steady, sociable pace—anchored by a single Tuscan hotel yet varied by daily forays—before looping back to Rome.
Rome
Rome to Tuscany
Day trip to Radda and San Gimignano
Day trip to Florence
Day trip to Pisa & Lucca
Day Trip to Montalcino
Tuscany to Rome
Hotel