to the OP: No, you are NOT crazy.
When you ask for opinions on this board, you get them. You also get the "stand on the soap box" decrees of what you SHALL do and how you SHALL fo it.
Im a regular mom of two and my family goes to Disney almost every year in June. And yes, I confess, I am one of those evil heel wearers!!
Heels are fine in Disney if you are smart about it. While 5 inch stilettos will not work, there are many heels that are fine. Consider any of the heels by Cole Hahn which incorporate the Nike Air technology. I have worn 3 or 4 inch high quality all leather pumps at all the parks and never had a problem. (we do take breaks in the middle of the day--so that may be the key, not staying in them over 4 to 5 hours)
I have also worn high heel wedges that are more casual but very sophisticated.
Heres the bottom line. You know if you can handle heels. Dont let your fashion be dictated by frumpy women who think birkenstocks or crocs look "good". They are the ones who need their heads examined, not you.
Wow ,just Wow....I am speechless