Yeah, those kind of dilemmas are not the worst in the world...
Can't help you much, I know people who've taken the TEFL route, and are still living/working overseas and loving it, more than 10 years later. They also didn't see it as a career move, but...
Course, I loved Morocco, and hope to get to some other parts of the region before too long - that is also an extraordinary chance.
One thing to consider though - even TEFL teachers get holidays, and when we were in Vilnius, there were incredible deals to places like Egypt, Turkey and Tunisia throughout the year, so, while it wouldn't give you time to wander aimlessly for months, you could still take two week trips and spend the time in one place - and really, that's not a bad length of time to explore a single country...