I am taking 40 people in August (mostly a bunch of girl scouts and parents) so no, you are not crazy. It would cost you a pretty penny, but groups of that size can do GG events like the Illuminations dinner and dessert buffet. Which gives an amazing view of Illuminations, plus character interaction/storytelling etc. Pam from Kingdom Konsultants took care of everything for us. Our big 'event' is dining at Cinderella's Castle (yeah, Pam was able to secure seating for 40!) plus we are doing the P&PP. If they have a P&PP when you are there, you may want to do that. Our girls are really looking forward to it. Good luck w/the boat rental, I have no idea how you go about doing that. But if you find out, please, let us know. Have fun and good luck!