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Italian train help

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Hello. My wife and I are flying into Venice on Sep 13, staying 4 nights, then taking the train to Cinqueterre (Vernazza but I guess the train goes to Monterosso?) and staying there for 2 nights, then taking train to Florence. We would like the fastest travel we can between cities. Can I book this myself? Do I have to do it in advance? If not, am I sure to get us tickets the day of at the stations? I know I can go from Venice to Milan on a Frecce train, then intercity to Monterosso. Then Monteresso to Florence??? Is this correct? Should I book it in advance on the internet? And how to get from Monteresso to Vernazza with luggage?
Finally, I read somewhere I need to get tickets validated. What does this mean? Thanks!!

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