In 2009, DS had recently turned 4. We dined at California Grill, Narcoosees, Citrocos, Jiko and several other regular (no characters or entertainment) restaurants like Liberty Tree Tavern.
DS 4 was fine at all 4 signatures. Liberty Tree was a problem... in NO way did he want to stop the fun to sit in a restaurant. We just had lunch there the day before so he knew it was a boring place compared to riding Haunted Mansion just a few feet away..... I dealt with that temper tantrum and eventually he gave in....
But, here's what I learned.... DS4 was fine at the signature restaurants for dinner because (1) he was tired and (2) there was nothing else competing for his attention. We usually left the park and went to the room first, then to dinner.... and the bargain was usually "After we eat dinner, we will go to (park, swim, fun thing)".
For lunches, he had no problem stopping the fun to go to Crystal Palace, Sci Fi Diner, and fun places like that. So, this next trip, we will do more fun places for lunch or have lunch back at the resort.
We do the deluxe dining plan because I think there's not much difference in cost compared to the Plus Plan (plus you get appetizers, more snacks, and the refillable mugs with deluxe), we do all table service because it's easier to accomodate food allergies, and table service is just fun. We enjoy all the different places to eat especially with characters and themes and entertainment. We have meals on our arrival and departure day. On the few days we have 3 meals, the meals are spaced apart like breakfast 7:30am, Lunch 1pm, Dinner 6:30 or 7pm.
All of our signature restaurants were about 60 to 75 minutes but we had no wait to be seated. Actually, Mama Melrose was the longest - 90 minutes. While at the table, we look at pictures from earlier in the day with DS (on our digital camera) and talk about our day. It seems to keep him from getting bored.
If kids have not been out to eat much, I'd 0practice..... or even practice at home by eating more meals at the table.... instead of in front of the TV.