About this experience

Escape to the heart of the Tuscan countryside with a private day trip to Montepulciano, Pienza, and Montalcino. This experience is perfect for travelers who want to explore historic hilltop towns, taste world-class wines like Brunello and Vino Nobile, and enjoy the slower pace of authentic Italy. With a professional local driver by your side, you’ll travel in comfort and take in some of the most iconic views of the Val d’Orcia, a UNESCO World Heritage landscape. Along the way, you’ll visit Montepulciano’s medieval streets and underground wine cellars, stroll through the Renaissance charm of Pienza, and end your day in Montalcino with a Brunello wine tasting upon request. Your driver, a local expert, will suggest the best photo stops, share stories of each village, and recommend a great spot for lunch—whether it’s a cozy trattoria or a countryside vineyard. It’s a relaxed, full-day adventure filled with beauty, flavor, and timeless Tuscan charm.