I didn't use the internet for planning WDW trips before 2006. I was on 5 WDW trips before 2006.
My first WDW trip happened in 1991 when my mom won a drawing for a trip to WDW. I recalled doing research before going on the trip by reading a book for getting a rough idea. That contest included free airfare, free hotel stay at Yacht and Beach Club, free park admission, free Mears transportation from airport to Yacht & Beach club.
That trip was different than the other 4 for planning. You dealing with a trip that was won through a contest by a local radio station for winning a WDW trip. The contest itself gave details on hotel, transportation, and amount of days. The day starting the trip was planned by the radio station. The only planning that needed to be done was reservations for table service, what park/ or where to go to on WDW grounds for what day. We had 3 free meals each day and that was time consuming at the time considering we used table service.
The other 4 trips involved using a travel agent. Decisions had to be made for what transportation, airline, and hotel along with amount of days. We also winged it more for eating. There is a difference for paying for food compared to getting free food.
We depended on experience from our first trip for what we liked and thought 5 days was not enough after the first trip.