My husband and I are planning a driving trip through Tuscany and Umbria. We’ve never driven in Europe before and it’s making me very anxious. We’re planning on picking up a car at the airport in Florence. Driving first to Volterra, staying for 2 nights, also visiting San Gimignano. We were initially planning on staying next in Cortona for 6 nights. Using Cortona as our home base – taking day trips to Montepulciano, Assisi, Perugia, Montone, Gubbio, and perhaps Urbino. Last stop in Orvieto for 1 night, also visiting Civita di Bagnoregio. Dropping off the car in Orvieto and taking a train to Milan via Florence. Then on to Varenna.
After more research, I’m wondering whether it would be a better plan to drive from Florence to San Gimignano, Volterra, Montepulciano, Orvieto and Civita, then up to Assisi, Perugia, Gubbio, Cortona and Montone – staying one or two nights along the way instead of using Cortona for 6 nights as a home base. Then, I guess it makes sense to just drop the car off back in Florence.
Any ideas/comments about the route and towns would be most appreciated. Thanks!