Im not a big list person. I write them out, but I only use them at that moment (like phone calls to make) as opposed to all day long. But, to break free from any routine and list, which I love to do, save up for a vacation, or if you come to some money you can blow somewhat responsibly, just get in the car and start driving (with that money). Stop when you feel like stopping, go where you feel like going...all on a whim. If you have to pack, stop at a mall or Walmart. I tend to head toward the beach when I do that, but at times, I just end up in the middle of nowhere which is fine too. You might want to check your vehicles' fluids at some point too. If that sounds too crazy to jump at... consider working to get ahead of your lists and then take one or more days off, preplanned, from following lists. I do that one more often than not, like plan my own home vacations.
Oh, and if you are just getting bored with the way your list looks, you can always try to color code, using different mediums like erase boards (which isn't cool around toddlers who erase your list), electronic media (cell phone, computer software, pda, etc.) etc.