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Solo female backpacking trip to Italy

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Hi there!

I will taking my first backpacking trip through Italy in May. My itinerary is complete...but i am terribly confused about the train .. Which one for which city .. Buying a eurail pass.. So my question is this:

I am arriving in Milan then going to Varena (which train? Regional?!) then heading to the dolomites Bolzano, then Venice, Vernazza, day trip to Pisa, Florence, Siena, Assisi, Orvieto, down to Sorrento ( day trips to Capti, Pompeii and Naples) then finally Rome.

What trains would i take?! I looked at Eurail and went to go see the train schedule from Milan to Varena and it says its a 3 day trip! It doesn't make any sense because it is only .75 hrs! Can someone please help figure out how to go about this?

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