We are in your boat for our upcoming trip and after much debate (and time pouring over the menus online and doing calculations) we finally decided to purchase the dining plan because we figure that for our family overall (me, dh, dd10 and ds7) we will at least break even and we will get to eat at several new places. dd10 always wants to go to CP and we decided to try H & V for the Fantasmic package, so we would be paying as an adult for her at these places regardless. We are planning dinners at a few places like Spoodles and Rose and Crown where kids meals are a little more expensive so that would help even if she ordered off the kids menu (in fact, at Spoodles it looked like two kids' steak dinners, with kids app and dessert, would pretty much cost what we would pay for the plan for dd and ds for the entire day once you add in tip, and we would still get the cs and snack). And at some places we are planning, like Sci Fi and Teppanyaki, she can get the adult burger or adult entree, eat what she can, and share with her brother if he wants to try some. We aren't planning to order food we aren't hungry for just because of the plan, and we are going to keep our receipts and figure out if it really does make sense so we'll know in the future, but we'll have fun this trip! Good luck, we probably spent way too much time making our decision but I am really looking forward to trying so many new places and not worrying about ordering whatever I want from the menu!