I have seen boys dressed as a Pirate, Buzz, Captain hook, and of course most kids have disney shirts, or dresses on. on Pirate night everyone can dress as a pirate, that makes for some great family pictures. If your son wants to dress as Buzz, I say go for it. Especially the first day. Lots of kids dress up for getting on the ship. They do take a family photo before you get on the ship, so it would be a really cute picture if they both were dressed up. I have seen that a lot. They could have shorts on underneath in case they want to change before they get to the room. Lots of younger kids do swim in the mickey pool after lunch while waiting to get into your room. Guess it depends when you arrive at the terminal. You dont get to go to your room until 1:30. Have a great time.
mom x4,grandma x4