I'm sure you don't want a man's perspective here but you said it was your DH right? So your statement "I always pay for vacation out of my money..." is incorrect. It should say "I always pay for vacation out of
our money"
But really, if you have the money you need to convince him by showing him. My wife will sit down with the calendar and say..."Look, In Sept. we have an extra pay week (we get paid every 2 weeks), so that will cover the hotel and tickets. Then you have ESPP check on this date,...yada yada yada"
Well she always convinces me ( I somehow put the huge credit card debt out of mind because I know she's already booked the trip anyhow