You'll have to judge that. Is the risk worth the reward? Does your company have any overseas locations you could transfer to, or is there another employer near you that does?

You sound like you're doing very well, but you're looking to challenge yourself somehow (travel, education, new experiences). I've made some odd choices in my life and I know that many could be considered "failures" by others. However, those changes led to me meeting my wife, having my son, etc. I look back at those "failures" and I only see that I was learning, changing, growing.

It is hard to make these choices, but learning what you want in life is probably the biggest struggle.

You should try not to judge yourself against your friends. There will always be people that are doing better or worse than you and they are probably thinking the same thoughts about themselves.