Supposedly, waiting around won't work unless you're already tired, so...
Wait around/play the game until you have the tiredness debuff, indicated by the bed symbol. Then press T to wait for a whole 24 hours. I recommend you buy a room first just to be safe. Do this as many times as needed to get the achievement. Don't worry about your energy dropping to zero. Nothing happened to be, but you usually just pass out, and there's no apparent negative effects of that.