Not a dumb question at all and not impossible. We are actually considering it ourselves. My "plan" is to attend the fireworks dessert party, watch the show from the garden, then head to Tony's for Cruella's. We may snack a bit (if we're at all hungry again yet), meet Cruella, and head out to the flagpole around 11:15/11:30. This gives us 45 minutes to an hour to relax at Tony's before the parade, then will likely head back in to Tony's to wait for the crowds to clear out. I know I would NOT be getting my money's worth out of treats at Cruella's by doing it this way, but let's be honest, I'm paying for the view, not the food. And since we got in at the "discounted price" it makes the paying for both events a little easier to swallow. I will also add that once reviews from the first few parties come in (about both the new fireworks show and Cruella's) I may cancel one or both. But I think it's definitely do-able to attend both, from a timing perspective. From a value perspective, that remains to be seen!!! (I will also further add that we have done 7 or 8 parties in the last few years, have met all of the party exclusive characters and are APs so frequent the parks often. So there's not as much pressure for us to meet characters or ride rides, and we are there solely to enjoy the party ambiance and offerings. If it was my first party, I would never attempt this LOL)