In my view, start with Rome, but never in August. The heat is stifling in August and all the Romans are on vacation.
April, May, September, and October are absolutely glorious months to visit Rome.
August, go to the seacoast!
As per Rome, where to begin? The history, the architecture, the culture; you will never be short of options in this wonderful city. Medieval and Renaissance landmarks fill the capital city of Rome, and the Vatican is right down the street.
It's impossible to do it justice in a mere blog, and when one travels to Italy no matter where you visit you can't go wrong, but Rome is a great place to start.
JM
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