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Another Italy itinerary question

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Fodor's folks were extremely helpful in steering me on a UK adventure last year,so I am hoping for some help with Italy next year.;-)

We have 2 to 2 1/2 weeks in May. I have been to Florence (my "I must see it before I die" first European trip.) I want to see Rome and Venice, Ravenna if possible, and maybe Tuscany. I am an avid museum, art gallery, ancient sites seeker. The Tuscany part would be more about drinking wine and relaxing. I am thinking 5 nights in Rome, 3 nights in Venice. How can link these together? Would like to take trains into and out of the cities, maybe a car in the country? Also, it seems easier to get flights to Milan than Rome, or am I crazy?

Thanks for your thoughts on this!

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