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Suggested itinerary for 7 days in Italy

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My 21 year-old son and I will be traveling from Zurich to Italy in mid-May 2010. He will be in Zurich during the summer for an Internship, so we thought we'd travel Italy together prior to his start date. Should we use the train from Zurich to Italy? We are both pretty adventurous, enjoy wine, nightlife and want to enjoy making some great Mom/Son memories together. What cities should we visit, number of days to stay, suggested lodging, etc, etc. Typically I spend 3 months planning our trips, this one has snuck up on me, I need and appreciate your suggestions!!! THANK YOU!!!

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