Signature experience — Siena
Val d’Orcia, Pienza and Montalcino
Duration
Full day
Price
From €790
Mercedes
Dedicated vehicle & chauffeur
Covering roughly 42,000 hectares of sculpted ridgelines and cypress alleys, the UNESCO-listed Val d’Orcia frames Pienza and Montalcino south of Siena. You’ll cross 500–600 m crests, pass chalky biancane, and spot the petite Cappella della Madonna di Vitaleta set against barley fields. In Pienza, Pope Pius II’s “ideal city” (1459) unfolds along Corso Rossellino; in Montalcino, stony slopes raise thick-skinned Sangiovese Grosso destined for Brunello, matured a minimum of two years in oak.
Collected at your Siena hotel, you relax while your Mercedes glides between villages; timing stays flexible, and we tweak stops for the best light. First, Pienza in about 75 minutes for the Duomo and Palazzo Piccolomini while your driver handles parking, then on to Montalcino for a curated tasting. With a private driver in the Val d’Orcia, time stretches nicely between San Quirico d’Orcia, sunset at Vitaleta, and the Triboli cypresses, as bottles rest safely in the trunk.
Your itinerary
- I
08:30 — Pick-up at your Siena hotel and drive via SR2 toward Buonconvento (50 min).
- II
10:00 — Pienza: Corso Rossellino, the Duomo, and via del Castello viewpoints (1h15).
- III
12:15 — Montalcino: light lunch in town, then Brunello tasting at a selected estate (2h).
- IV
16:30 — Photo stops at San Quirico’s cypresses and the Vitaleta chapel, back to Siena by 18:30.
What’s included
- ✓ Dedicated French-speaking driver
- ✓ Mercedes E- or V-Class
- ✓ Hotel pick-up
- ✓ Waiting time and parking
Your chauffeur’s tip
Book your Brunello tasting (e.g., Canalicchio di Sopra or Caparzo) for the 1:30–3:00 pm slot: quieter roads and perfect light for Vitaleta on the way out.
Book this experience
Confirmed within 30 minutes · Fixed price quoted in advance