I'd like some opinions as I am hesitating between these 2 itineraries (we stay close to Cortona and are driving a rental car)
2nd choice was going straight to Greve in Chianti (by Siena then SR222), visit, have lunch with a friend there, then drive down to Castellina in Chianti and make our way east to Montavarchi, stopping in Radda in Chianti, Gaiole in Chianti and Badia Coltibuono. Then hop on A1 in Montavarchi and head back to Cortona.
So many people told us not to miss San Gimignano and Siena that I'm still hesitating about choosing Chianti region.
But I must add we intend to go back to Tuscany in the next 2-3- years and probably stay around or in Siena, so skipping San Gimignano might not be that much of a problem.
Thanks for any feedback.