I totally admire your instinctive decision to avoid the Dilbert life and immerse yourself in the world. You need good, portable skills such that more or less anywhere in the world (within reason) you can earn at least enough to keep yourself fed, watered and sheltered.
Some suggestions…
Nursing skills. In demand all over the world. Good qualifications are usually transferable from one part of the world to another, and there is a well-established infrastructure of agencies which will help you find a placement for temp work more or less anywhere you happen to find yourself. And some it’s not badly paid either.
Travel writing, photography and ethnography. Okay, so it’s a tough market in which to make a name for yourself, but you’re young, fresh, ambitious. Time is on your side. If you can make a bit of a name for yourself, you can roam the world as you wish and generate enough material from your travels to write travel books or photo books and actually live off the proceeds. You start by doing this while beng paid very little or nothing, surviving on your wits and charm(?!), and submitting pieces to every editor in the world until someone likes your stuff enough to actually pay you a bit for it. Then it’s down to networking, contacts, experience and you gradually make a name for yourself.
Haircutting / hairdressing. Anywhere in the world, people need their hair cut. Anywhere in the world, you can put up a cardboard sign saying “Cheap haircuts! 2 dollars!” and probably earn enough to live for that day.
Learn hypnotherapy. Not hard, and it’s another very transferable skill with a good market rate.
Good secretarial skills are enough to get you around most parts of the civilised world, earning as you go. Again, there is a well-established circuit of agencies that will help you get temp work in any city or large-ish town.
Learn an internet-related programming skill such as Java. The world is your oyster, and the rate of pay is good. You can get temp work (3-6 months at a time) in most major cities.
Learn to play the guitar and learn 20 really popular songs that are known throughout most of the world (Beatles classics, Elvis classics etc. but just stick to tried and tested crowd pleasers). You can busk your way around the world!
Just a few suggestions to be going on with…