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Trip to Italy

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We are going to be traveling to Italy in early April for 12 days. Flying into Milan and out of Rome with a family of 4 including a five year old and a seven year old. We have Milan/Lake Como on the agenda for the first 2 days, then Florence for the next 5 days, during which time I'm planning to do day trips to Venice, Sienna, and Cinque Terre. I was wondering if I could squeeze a trip to Pisa in on the way to Cinque Terre, and if it is possible to go into the tower. Also, I wanted to know if there are any specific tour companies we should use. Do we have to book the trains beforehand, or can we do them the day of?
From Florence, we will be in Rome the remaining 5 days, staying in an apartment near Trastevere. I wanted to know how to organize the time there in a way that I get to see as much of the history, and fit in the Vatican, and engage the kids. Also, any tour companies there? Thanks!

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