This is my 3 days itinerary in Val D'Orcia, southern Tuscany. I did it by car at the end of may. Perfect weather, not too hot, and perfect roadtrip: cipresses, little churches and brick medieval villages. Full story & printable map here: http://www.thepicuspost.com/illustrated-map-itinerary-3-days-in-val-dorcia-tuscany/