I’ve been thinking of solving (something slightly more complex than) that with simulated annealing. Getting all those variables to line up is hard. NP hard. My use was setting a couple loose params for vacation (beach, flight <8 hours, flexible dates) and having it find me the full package.

Funny thing is this is already a job when I thought about it. Travel agents used to do this, now it feels like going to a “financial advisor” where they are more interested in selling you the package with a kickback