I would never do two signatures in the same day, certainly not with a group of 8. When we went to Hollywood Brown Derby with just 4 of us we were there for over two hours. I would swap that for a QS at HS, like Docking Bay 7 in Galaxy's Edge. I would also swap Chef Mickey for Tusker House on your AK day, basically the same characters but better food. (Although if I'm being real I would pick Satuli Canteen or Tiffins over TH or RC). If you're staying at WL, why not add Storybook Dining at Artist Point one night? I could see Whispering Canyon also being fun for a large group. Maybe it's just me, but if I'm staying at a Deluxe, I like to take advantage of the proximity and book at least one meal onsite, and I would certainly prefer that over navigating Disney Springs with a large group in peak holiday crowds.