"LLMS are good at "find me a two week vacation two months from now"?"

Of course they are. I gave one a similar prompt a few weeks ago, albeit quite a bit more verbose (actually I just dictated it, train of thought, with couple of 'eh actually, forget what I just said about x, do y instead") and although I wasn't brave enough to give it my credit card and finalize the bookings, it would have paid for the bookings I had it set up for me, had I done that. I gave it some RL constraints, like "we're meeting friends in place xyz at such and such date, make sure we're there then" and it did everything from watching we wouldn't be spending too many hours driving per day to check that hotels are kid friendly to things to do and see and what public holidays there are so that we know when supermarkets close early and a bunch of details I wouldn't have thought of. It checked my (and my wife's) calendar, checked what I had going on work wise, etc.

That is a fully solved 'problem' man. LLMs will run the whole thing for you. Just provide it with the login details to booking websites and you're off to the races.

I did have it upgrade the car, even if that pushed the cost outside the budget I gave it. Next time it'll know LOL.