Thinking of flying into Rome Sunday, arrive Monday, stay 2 nights. Wednesday drive to terra di setta winery in Tuscany, maybe spend night in Florence. Thursday Florence then drove to cantina guliana near pisa. Thursday night is a gap, maybe night Livorno ? Friday Livorno, pisa, Milan . Shabbat Milan, Sunday fly to Spain .
I know I'm trying to grab a lot. Would rent in Rome return car in Milan
Any cities along the way i want to stop at ?
I could attempt the trip backwards start in Milan end in Rome with Shabbat in Rome
Advice please 🙏