Whether in DLR or WDW, I normally only have a general idea (if that), even for a full-day visit. About the most planning I do is for my annual July 4th visit to DL, for which I know I'm going to sign up for a Walt's Footsteps tour, and watch the fireworks, and at least try to get a prime rib dinner at the Bayou, and (if I get an early enough tour) spend the hottest part of the day in Innoventions, or someplace else that's air conditioned and has a variety of interesting things to see and do (the key is staying indoors), and I work the rest of the day around those elements.
Then again, I've been a passholder for so long, I can spend the better part of a day, and/or an entire evening, in DL without actually riding anything.
Elsewhere, I can plan meticulously, if I'm short on time. Earlier this month, for example, one of my days in San Francisco had me camped out on the doorstep of the Cartoon Art Museum, then off to a little corner sandwich shop by Davies Hall for lunch, then an afternoon concert, then a quick F-line trolley ride to Aquarium of the Bay, then dinner at Sinbad's, finishing just in time to get to the Eureka Theatre a few minutes before curtain time on Mack & Mabel. As it turned out, I also found enough time to look around in San Francisco Shopping Centre before lunch.
And likewise, my day in St. Louis, I had to plan very tightly, in order to go to church, and see the Missouri History Museum, the St. Louis Science Center, and the Old Courthouse, in time to get to the Gateway Arch in time for my reservation.
But I never plan that tight even at WDW, and not even remotely that tight at DLR.