Apparently, it's easier than it sounds (after you've slavishly saved up all your vacation days and found a non-sketchy subletter for your apartment). And since places like Thailand are so much cheaper than the States, you might actually end up saving money!
Editorial note: Whoa! You've found a super-old post here on BuzzFeed, from an earlier era of the site. It doesn't really represent where we are anymore, and may in fact be totally broken, but we're leaving it up as a part of our early history.