There are SO MANY hill towns that a month would not be enough. What would be the less-traveled, beautiful roads from Florence, heading south, and then looping back up again to the West and North of Florence, on our way to the 5T?
Probably staying away from San Gemignano -- we hear, as beautiful as it is, there are too many of us fellow tourists!
Is Pitigliano too far? Volterra sounds interesting. What else? We love hidden adventures.