Speaking from experience

, a big consideration is your DS's personality/temperment.
My DD3 has always been very shy, does not like loud sounds. While in public, she is a very quiet and not terribly social child.
She has been to WDW three times. Trip 1 she was 13 months old. It was that magical trip we parents all hope to have. Her awareness was not keen enough to interfere with the things we wanted to do. She participated in all the attractions where there were no height restrictions. Great trip!!
Trip 2 she was 2.5 years old. She acted like a crazy person when I tried to put her on the Pooh ride. She did not like for the characters to approach her. As long as she could ride in her stroller and take in the sights with no other expections of her, she was okay.
Trip 3 was last week. She turned 3 in August. She really looked forward to the trip. Talked about it, demanded it, watched the vacation planning video as if it were a movie. Reality played cruel tricks on the girl! The parks are loud, there are people everywhere, the characters can be overwhelming. It was really too much for her.
We're going to wait a couple of years (if I can wait that long) before going again. Hopefully, she will blossom socially a little by then. Compared to a year ago, she's come a long way.
Speaking of cruel jokes - to think WDW is my favorite place in the world and I was handed a child who does not like the place. Not fair!!
