I've met a few people doing versions of this. It's definitely possible to sail round the world on 2-6 person boats and come back with more money than you starte

I've met a few people doing versions of this. It's definitely possible to sail round the world on 2-6 person boats and come back with more money than you started with. You can't skip over the cost (both time and money) of learning to sail, though. It's not a cheap hobby, though you might get lucky and find someone to take you on for free.