A variation of this question has been asked many times, and I have read many of them. But would like some advice nonetheless please. We have 3 days with a car to drive around Tuscany, Oct 26-28.
Picking up a car at Florence airport early in the morning, about 8:30 am.
Driving straight to our hotel at San Gimigano, so we don't have our luggage sitting in our boot. Drop off luggage, get back on road.
I heard the SR222 is one of the most beautiful roads in Chianti, so thought we'd drive up it a ways, maybe hit up Castellina in Chiant, Panzano and/or Greve (assuming this is too many towns, which one should I cut out?)
Second day, spend morning in San Gim, drive to Siena spend the day in Siena. Drive back to San Gim and spend 2nd night in our hotel.
Thinking I might only get to see one town in the Val d'Orcia if I want to spend any time in Montepulciano as well, so any suggestions on a reasonable itinerary would be helpful as well.