>>1035462I know a girl who did this. She was a political campaign staffer, so on off years she was unemployed. One year she just went to the Caribbean and spent all her time hanging out at bars and on the beach.
Anyway, she's at a bar when she meets a bunch of guys. Turns out that they are professional racing yacht crew. They offer her a job, and for the rest of the year that's what she did.
It was about an hour or two of real work (cleaning, mostly) and the rest was just laying on the deck in her bikini and hanging out in port. She saw basically every island and had the time of her life.
Now, here's the catch. She was female, mid 20s, hot as fuck, and with a very magnetic personality. She could be in a room filled with big drunk men and be in charge within a few minutes.
So those jobs are out there, but odds are you aren't going to get one. If you're male, less attractive, less dominant, or older, then you need real skills to be worth hiring. And that means learning them in a school or from a pro.