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A few years back I went for 3 weeks. Did a 1 week guided tour to start. Actually, it was great. For one, when you go to museums, monuments, etc., the guided tour gets you past those 2-3 hour lines. Well worth it right there. Without a guide, you'd also miss out on so much, especially not knowing the language. No looking for streets, signs, where's this, where's that nonsense.
We started in Rome, went to Florence (my favourite city btw) Pisa (boring), Venice (awesome) and Verona.
Upon returning to Rome, we rented a car and headed South. Spent time in Sorrento, Capri, Bari, Tropea (a poor man's Sorrento) and flew out of Lamezia.
An amazing time. If you'd like specifics, I'd be happy to go into it further.
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