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Confirming..."Buy train tickets the day of departure" advice....M/V/Rome

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I am trying to complete reservations for this trip:

Family of four (two teen sons) arriving Milan Malpensa December 22 at 9:30am, taking cab with luggage from airport to Milano Central. Schedule says trains available at 13:05 (and earlier), 14:05, 15:05 (and more)...to Venezia S. L.

<<I don't need to buy train tickets for four ahead of time? and 2nd class is fine??>>
<<is there a cheaper way, a shuttle, I am not aware of? or with 4 people, is a cab easier and as cheap?>>

TAKE shuttle bus 'Azienda Transporti Veneto Oreintale' (every thirty minutes) from train stain in Venice to Piazzale Roma where I can buy the 72 hour transportation pass to the board the vaporetto to our stop on the Grand Canal.

<<can I buy this stuff there at P. Roma? Can I get the kids their Rolling Venice passes there too??>>
.... ...
Then, out of Venezia S. L. on December 27 am to Roma Termini. Don't see the schedule in front of me but I recall hourly trains to Rome.

<<can I buy the tickets to Rome the day of? 1st or 2nd class? Does it matter??>>

??? Overall I am asking if I should schedule these now, it seems I have read to just buy when I get there, but what do you think. Arriving from the US, our flight could be late, so a prepurchased ticket would be useless if we miss it. You know what I mean!! Even leaving Venice, we will have a bit more control on things, but sweating your arrival to meet the train...IDK, just would love the ease of buying there, but AT HOLIDAY SEASON, is this wise??

TOO, any tips on any of these connections would be appreciated!!!

Many thanks!!

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