Asking how his holiday was...very nice
Asking if he spent the holidays with his wife and children...obviously "fishing" and possibly off-putting.
Is this the driver of the bus you ride? If so, he might be cautious about asking a woman out while he's on-the-clock (there might even be company rules against doing it). It's unlikely that you'll get the information you want while riding the bus because a) he has to pay attention to the road since he has the safety of passengers in his hands and b) it's quite public with random ears observing the exchange.
Slip him your number as you're getting off of the bus and say, "If you're single, give me a call." If he calls...great. If he doesn't' call you can assume he is taken and just continue to have a friendly rapport with him when he's on duty.