Jyee, your chances of making money in PR are slim to none, so don't include that in your budget calculations.
And because you'll be bleeding money while not earning, you're killing your financial health when it comes to retirement. Just think how much money you could make passively if you took your son's PR private school tuition and invested it in a mutual fund instead?
I know how you feel. When I was in the Army in Panama and thereabouts, I loved the adventure. When I got out, I didn't want it to end. I've had wanderlust my whole life. But if you want the good life when you retire, don't move to a place where you're not making money.