Once on the train, you must show a valid form of personal identification upon request by on-board personnel.
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It is your responsibility to verify that you have the necessary valid photo identification when you travel with VIA Rail. The name on the ID must match the name on the ticket and the photo on the ID must look like you.
Rule #2: No matter where you're from and even if you don't need a Visa, you cannot spend more than 90 days within 180 days in Europe as a tourist (so 3 months within half year period)! Rule #3: When boarding a train (or bus or plane) in Europe, always have your passport with you, not just a regular ID.
Passport checks used to be carried on the international Eurostar train, but all formalities are now carried out before boarding. At some border crossings, the train stops twice. First on one side of the border for checks and then on the other side for a second set of checks.
If you board a train without a ticket in situation 1, you will not pay any additional fee on top of the price of the train ticket. If you board a train without a ticket in situation 2 you will have to pay a fee, which is computed as three times the value of the lowest class/fare ticket.
Italiarail shows a whole day's trains in the search results and can book up to 20 people at a time. Trenitalia's own website only shows a couple of hours-worth of trains at a time and can only book up to 5 people at a time.
You won't get a stamp when crossing internal borders, no matter whether it's train, plane or car. There is simply no one to give it to you. It's equal with crossing border from New York to New Jersey (for example).
In the event you arrive at the airport without proper ID, because it is lost or at home, you may still be allowed to fly. By providing additional information, TSA has other ways to confirm your identity, like using publicly available databases, so you can reach your flight.