As a child, two times to WDW -- at about age 5 and 10.
(and once to DL around age 13.)
Three times as a parent, since May 2000 -
- when my first DD was 18 months (and I was 5 month pregnant with my second DD)
- when first DD was 2 1/2 and second DD was 8 months old
- when oldest DD was 4, younger DD was 2 , and DS was 10 months

My parents came with us on this trip
Next trip is DEC 2004 - DD 6, DD, 4, DS almost 3

My MIL is joining us on this one!
I would love to go once a year, but DH doesn't feel the same....so now I'm trying once every few years!!!