Chances are most would travel without their luggage anyway so inform them on arrival.
Er I don't think so, who wants to go on a two week Mediterranean holiday with the kids dressed for the Glasgow rain?
A carrier like Easyjet will not even compensate you a single penny in the first 24 hours for lost luggage. So if you want a dip in the hotel pool that'll be in your bra & knickers because Stelios won't be paying for a new cossie.
Let's not forget that because of security people have to put their medicines in the hold baggage. Two people on my flight had to scramble around to find replacements for vital medication.
It's not as if hold luggage is a perk any more, it's £30 a case!