Preliminary itinerary

20/8 (Mon) Late arrival in Milan (Milan)
21/8 (Tue) Milan sightseeing (Milan)
22/8 (Wed) Day trip to Verona (Milan)
23/8 (Thu) Day trip to Lake Como (Milan)
24/8 (Fri) Day trip to Bergamo, evening sightseeing in Milan (Milan)
25/8 (Sat) Morning train to Bologna (Bologna)
26/8 (Sun) Bologna sightseeing; afternoon train to Pisa (Pisa)
27/8 (Mon) Airport pickup, car pickup, drive to Lucca then to Tuscan farmhouse (Tuscan farmhouse)
(7 nights in Tuscan farmhouse; visits to Florence[2-3], Siena, St. Gimignano etc.)
3/9 (Mon) Drive to Pisa, return car, then sightseeing (Pisa)
4/9 (Tue) Airport drop off, train to Cinque Terre (Cinque Terre)
5/9 (Wed) Cinque Terre (Cinque Terre)
6/9 (Thu) Morning train to Orvieto (Orvieto)
7/9 (Fri) Day trip to Assisi (Orvieto)
8/9 (Sat) Day trip to Gubbio or Perugia (Orvieto)
9/9 (Sun) Train to Rome (Rome)
10/9 (Mon) Rome (Rome)
11/9 (Tue) Bus to Sorrento (Sorrento)
12/9 (Wed) Amalfi Coast (Sorrento)
13/9 (Thu) Amalfi Coast (Sorrento)
14/9 (Fri) Bus to Rome (Rome)
15/9 (Sat) Rome
16/9 (Sun) Depart from Rome