Too often, if you ask my husband! He is not a big Disney fan but has been maybe 6 times in the past 17 years. DD22 and I have been on 26 trips (I think- I lost track along the way). Before she was middle school, we'd go a couple of times a year, and one year we went 3 times (she and I had APs that year). WDW always involves airfare (we've lived in MI, PA, and now ME so no driving down for me) so we usually do either shorter trips to save on hotel, food, and park ticket costs or we travel with friends/family and split costs. For about the past 6 years it's been just DD and me, with DH joining us on one of those trips (maybe 2 of them?). We use the Disney VISA to save money for food at WDW, and use/churn SW credit cards for airfare points to make the trips more affordable, among other things (ticket specials, meal sharing, etc.). Right now, DD and I are down to about every other year, give or take, but we are going to hold off for 3 years, hopefully, waiting for Disney to get its act together, new things open, etc.