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Italy with my 22 year old son

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I'm always both pleased and amazed at all the great advice here...so I thought I would reach out for some help. I am traveling end of May 2016 for 3 weeks with my 22 year old son. We like art/museums, hiking , beaches (a must do for him!)...he has voiced his opinion that he is not into "running around", seeing ruins, wine tasting nor churches and he loves sports! I'm a bit stuck as to where we should even fly into as I am not sure of distance, since we will be taking the train. I was thinking maybe flying into Milan and taking the train to Cinqua Terra, Florence, Lucca and Venice ...but am flexible if I am missing anything. Suggestions please?

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