Below is my draft itinerary for our 4 week trip to Italy starting in the first week of May (exact day will depend on air fares). I would be open to staying an additional a day or two at one or two stops. I do not want to add any more stops to the trip as I feel we already have too many, but again do not want to delete any. Suggestions? Of course, my wife will have the final vote.
Day 1 Leave US
Day 2 Arrive Rome early (7:45am), stay 4 nights
Days 2-5 Rome (3½ days)
Day 6 Take trains to Sorrento via Archeological Museum in Naples and Pompeii
Day 7 Relaxing day in Sorrento – We do NOT have any interest in Capri
Day 8 Pick up car, drive to Amalfi Town and Paestum, stay 1 night close to Tivoli
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Day 9 Arrive Tivoli, see Hadrian’s Villa and Ville d’Este, drive to Orvieto, stay 2 nights
Day 10 Orvieto and Civita
Day 11 Drive to Assisi via hill towns, stay 2 nights (at villa just outside Assisi?)
Day 12 Assisi
Day 13 Drive to Siena via hill towns, stay 3 nights
Day 14 Day trip to Volterra and Pisa by car
Day 15 Turn in car, Siena including 2 hour wine tasting
Day 16 Take early bus to Florence, Stay 3 nights
Days 16-18 Florence (2½ days)
Day 19 Take early train to Ravenna, stay 1 night
Day 20 Take train to Venice via Padua, stay afternoon in Padua, arrive Venice late, stay 4 nights
Days 21-23 Venice (3 days)
Day 24 Take train to Varenna via Milan, see Duomo and Galleria while in Milan, stay 2 nights in Varenna.
Day 25 Varenna
Day 26 Take train to Milan, see Last Supper and Sforza Castle, stay 1 night
Day 27 Flight leaves at 10:15 for Home