Winding country road lined with tall cypress trees crossing the golden Val d'Orcia hills at low morning light, wide landscape

Day tours

Val d'Orcia & Montepulciano Photo Day

The postcard Tuscany — cypress avenues, chapels and a wine town on a hill.

8 h day up to 8 guests Private · one group only

This is the Tuscany people picture before they arrive, and the whole day is planned around when each place actually looks its best — not when the tour buses get there.

We leave early so the cypress avenues near San Quirico and Podere Belvedere still have the soft side-light. From there it is a short hop to the Cappella della Madonna di Vitaleta, standing alone in the fields, before an easy lunch in Pienza with a view over the valley.

In the afternoon we climb up into Montepulciano. You walk the old town at your own pace and we drop into a family cellar carved into the hillside for a tasting of Vino Nobile — I know the people, so it is a proper visit, not a queue.

I carry your bags, wait wherever you stop, and get you back in time for dinner at your villa. Tolls, parking and fuel are already included.

What the day includes

  • Cypress avenues near San Quirico d'Orcia
  • Cappella della Madonna di Vitaleta
  • Lunch stop in Pienza
  • Vino Nobile cellar tasting in Montepulciano
  • Timed for the best light, not the crowds

Photo stops on this route