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How long to stay in each city in Italy?


My husband and I are going to Italy. We are only going to be there 2 weeks and would like to see as much as possible. I have a route picked but think it may be a little abicious for a 2 week trip. I have no idea how long it would take and how long to stay in each place. I dont know if renting a car would be better or buying train tickets. The route is Rome to Florence to Pisa to Milan to Venice to Naples and back to Rome. PLEASE HELP.
Car service from Naples airport to Positano
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