Meet your private driver-guide at your Rome hotel, and hop inside your private, air-conditioned minivan. As your tour is private, the itinerary can be tailored to your personal preferences, so let your guide know if there’s anything you wish to see more of. Take time, too, to discuss the proposed wineries, and select the one you’d like to visit.
With your itinerary agreed, enjoy the views as you journey north from Rome into Tuscany, one of Italy’s most productive wine regions, and famous for its medieval towns, cuisine, and culture. Gaze at the rolling countryside of vineyards, olive groves, farms, and villas, and glimpse the turreted, walled hill towns that are the province’s trademark.
Then, after about 2.5 hours, make your first stop at Montepulciano, a picture-perfect example of one of the walled Renaissance towns.
Enjoy about 1.5 hours here to explore the narrow cobbled streets, admiring the charming piazzas, churches, palaces, and other hidden corners.
As you walk, soak in the timeless atmosphere and absorb the views over the green Val d’Orcia valley spread below.
Next, continue to the delightful hilltop village of Pienza, and meander around the lanes and main piazza, dominated by the imposing cathedral. If you wish, enjoy lunch (own expense) at one of Pienza’s trattorias or another restaurant, resting from your explorations while sampling Tuscany’s acclaimed cuisine.
Duly refreshed, travel to your chosen winery. Meet your wine host, and take in the estate's vineyards as you enjoy wine tastings (own expense) specially curated to encapsulate the winery’s ethos and values. Learn how each wine is made as you sip, and discuss the different notes and flavors with your host.
Afterward, relax on your ride back to Rome, where an early evening hotel drop-off concludes your tour.