Full day in Pienza and Montepulciano | Private

Leave behind Rome's chaos to enjoy the slow rhythms of the Tuscan countryside on this full-day private escape to Pienza and Montepulciano — two of the region’s most charming hilltop towns. This tour blends Renaissance beauty, farm-fresh flavours, and world-class wines into one unforgettable experience.

Relax in the comfort of your private vehicle with English-speaking driver, and enjoy the scenic ride through rolling hills, olive groves, and vineyards that define Tuscany’s postcard-perfect landscape. 

Discover the 15th century town of Pienza

Your first stop is the 15th-century jewel of Pienza, a UNESCO World Heritage Site envisioned by Pope Pius II as the ideal Renaissance town. You'll have free time to explore at your own pace — wander cobbled streets, take in panoramic views of the Val d’Orcia, and step inside artisan cheese shops selling the town’s famous pecorino.

Afterwards, head to a family-run farm nestled on a hilltop, where you’ll savor a cheese tasting and traditional Tuscan lunch, surrounded by breathtaking views of Pienza, the medieval village of Monticchiello, and the distant peak of Mount Amiata.

Lose yourself among the magnificence of Montepulciano

Your Tuscan journey continues to Montepulciano, a medieval gem perched above miles of vineyards. Famous for its Nobile di Montepulciano wine, the town also boasts elegant Renaissance palaces and stunning piazzas.

Here, you'll visit a historic wine cellar dating back to 1337, where you'll explore Montepulciano’s fascinating underground chambers and enjoy a guided tasting of six wines, including their prized reds. Raise a glass to the region’s rich viticultural heritage before beginning your scenic journey back to Rome.