After spending three nights in Florence, with a side trip one day to Pisa and Lucca, we would like to rent a car and spend some time in the Tuscany hill towns. I have some ideas and questions if anyone cares to comment. This is what I thought my itinerary would look like with a couple of questions/suggestions from others.
Day 1 -Take bus from Florence to Siena and spend the day and night in Siena.
Day 2 - Rent a car and drive the SS222 to Greve with maybe another stop or two (Castellina, Radda?) along the way. We would not do any wine tours but probably a couple of tastings along the way. After driving the the SS222, I thought we would head over to San Gimignano. I was hoping to take in both San Gimignano and Volterra on that day, staying over night in Volterra, but am not sure if that would be too much in one day. My other thought is do the SS222 drive and San Gimignano, leaving Volterra for the next morning.
Day 3 - Leave Volterra, and drive through part of the Crete Senesi area on the SS438 and SS451 on our way to Montepulciano, making some stops along the way, including Montalcino. Spend the next 2 nights in Montelpuciano.
Day 4- Do the Heart of Tuscany drive with stops and anything else we may have time for.
Day 6 - Head to Orvieto and Civit di Bagnoreggio. Stay in Orvieto overnight.
Does this itinerary seem like a sensible route to take? And my biggest question is what to do with day two, the SS222 drive, San Gimignano and Volterra.
Another thought I had was to rent the car in Florence and drive the SS222, with a couple of stops on the way to Siena but wasn't sure how much time that would take and then how much time that day I would have to spend in Siena. Also wasn't sure about parking the car outside of Siena. Read someones car was broken into, which I know can happen anywhere.
Any comments/suggestions would be greatly appreciated.