I met a guy recently who did this. Much of the time was spent on a yacht, but he did exactly this. Lots of Russian oligarchs, a few big names in tech. Take the vacation himself, and then report back. He'd do like a handful of these vacations and then one of them would be chosen and they'd take the owner on the vacation.
That must be a fun gig, especially if you’re young!
This was pre-internet (some 40 years ago, I guess), I don't know if such jobs exist today. I don't even know what they are called (concierge travel agent?).
The ultra rich truly live on another level.