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Italy Train Reservations w/Railpass

While I am an experienced Europe rail rider, I rarely have ever needed to make reservations. I either buy a p-to-p or use a 1st class pass. I leave for Italy in a week, and I already have purchased my railpass (1st class). I have read in RS books that Italy requires seat reservations. Can reservations be purchased in the machines, or do I have to wait in line at the ticket offices each time? I want some sense of flexibility in my itinerary, but am worried that waiting until the day of a trip might be too risky (ex. Florence to Venice, Venice to Bolzano-Bozen).

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Reservations can be make at the ticket machines. Somewhere on the first screen is a button for Pass, or something, hit that. All trains in Italy except for Regional need a reservation.