Day Trip to Montepulciano, Pienza & Montalcino with Winery Visit

About this experience

Escape into the rolling hills of Tuscany on a seamless, full-day private journey through the breathtaking Val d’Orcia—a UNESCO World Heritage landscape. Traveling in the comfort of a private Mercedes vehicle with an English-Speaking driver, you’ll explore the dramatic medieval streets of Montepulciano, the Renaissance charm of Pienza, and the historic fortress town of Montalcino. A fully customizable day trip, perfect for wine lovers, couples, and travelers who want to slow down and savor authentic Italy without a rigid schedule. You'll visit the best photo spots and hand-picked lunch locations for a day filled with effortless luxury and timeless Tuscan charm.