Signature experience — Montepulciano
Pienza and the Val d’Orcia
Duration
Half day
Price
From €460
Mercedes
Dedicated vehicle & chauffeur
Leave the bustle of Piazza Grande behind and Pienza shifts the tempo: since 1462, Pope Pius II’s humanist plan by Bernardo Rossellino has aligned cathedral and palazzi toward a loggia framing the Monte Amiata. Just 9 miles from Montepulciano, lanes smell of ash-aged pecorino, and Via dell’Amore leads to a balustrade surveying wheat swells that roll toward the cypress clusters near San Quirico d’Orcia. A short hop further, Monticchiello keeps its medieval gate and the community-run Teatro Povero, performed every summer since 1967.
We keep it unhurried: pickup at your Montepulciano hotel, a Mercedes at your disposal, and a route tuned to light, appetite, and photos. While you taste a stagionato pecorino in a tiny shop, your dedicated driver handles the parking, then threads to the Madonna di Vitaleta chapel along a white road in about 20 minutes. Photo stops on request, unclocked visits, and a return via the Cassia if you want a different angle. Expect roughly four hours door to door, with room for crestline detours.
Your itinerary
- I
9:00 – Pick-up at your Montepulciano hotel and scenic drive to Pienza (20 min).
- II
9:25 – Stroll Piazza Pio II, Duomo, and Via dell’Amore overlook; pecorino tasting (45 min).
- III
10:20 – Crest road to Monticchiello, stop at the gate and Val d’Orcia panorama (30 min).
- IV
11:10 – White road to Vitaleta Chapel, photos, then by the San Quirico cypresses; return 12:30.
What’s included
- ✓ Dedicated driver
- ✓ Recent Mercedes
- ✓ Hotel pick-up
- ✓ Waiting at stops
Your chauffeur’s tip
For raking light on the hills, start around 8:30 between mid-April and early June; in Pienza, sample a “gran riserva” pecorino at Marusco & Maria, then reach Vitaleta before 11:00 to miss the coaches.
Book this experience
Confirmed within 30 minutes · Fixed price quoted in advance