We have five nights this summer in between when we have to be in Pisa and Naples/ Sorrento. I have so many suggestions from people that I need to prioritize. We would rather stay in at least two places than backtrack to the same base every time. Here are possibilities, but I know that we cannot (and do not want to!) do all of them: Lucca, Volterra, San Gimignano (stay in SG two nights?), Siena, Cortona (stay 1-2 nights?), Orvieto, Civita di Bagnoregio (stay 1 night?). I know not all those are in Tuscany.
We have three teenagers who do not want a fully scheduled day waiting in lines (hence our mainly going to relatively rural places rather than Rome or Florence), and we love food but are of course are trying to make this affordable.
How would you suggest segmenting our days/ nights and paring down the list to minimize time in the car but maximize experiences? If you know of foodie stops along the way, that would be a bonus. Many thanks for your advice.