For years we've talked about what we wanted to do for our 25th wedding anniversary. We like to travel, and had plans for a big trip with the family. We never really talked about costs or budgets, just what we wanted to do. Maybe because it seemed so far away? Or maybe because it's like talking about winning the lottery and we never really thought we'd make it to 25 years.
So ... here we are in year 25 and it's time to book the trip, and now I'm getting cold feet. It seems like so much money. I've been working out how to use points and miles and such, so we'd only pay for about 1/2 of the trip. Even with that, if I'm honest about it, the trip will still cost around $10K start to finish.

Ouch. It's not that we don't have the money. I'm just starting to question the value of the trip. OTOH, it's our 25th anniversary. There's no way we'll get to a 50th, so this is it as far as 'jubilees' go for us.
How do you decide when it's ok to splurge? And on what?