We will be in the Tuscany area on Aug 3-6 with a car and planning to do the slow scenic drive on the Chiantigiana Road from Florence to Siena on either the Aug 5 or 6, leisurely stopping at Greve, Castellina and Radda, as suggested from several readers and resources. I can't decide if we should stop at Siena in the late afternoon and spend a few hours there before heading back to our hotel, about 1 1/2 hours NW of Siena.
If we do stop in Siena, is it worth purchasing the Siena Duomo tickets to climb the tower? I already bought the Florence Duomo combo pass for Aug 7 so would this be too similar or will it be completely different? If we get to Siena in the late afternoon, would I need to purchase advanced tickets or would the crowd be thinning down so we can buy it there if we want to climb the tower?