We were able to use the free dining plan on our trip a few weeks ago. It was the first time using it, and it was free so why not? It was my wife and I with the 2 kids (under 3) so the plan was for the adults.
What we got:
1 counter service and 1 table service per person (per day)
plus 20 snacks (since we stayed 10 days) so 10 per person.
How we used it:
Made dinner reservations (180 days in advance) for 8 of our 10 days with 2 character breakfasts.
Since we had a table reservations just about everyday we used 1 counter for breakfast with snacks and 1 for supper with snacks. It was more than enough to feed the kids and my wife and I split a lot of things.
Our total for the 10 days would have been around $900-$1000. The meal plan was a free promo for us so we saved huge on just that. We actually only spent $400 for the 10 days which was for stuffed animals, misc foods, and gifts etc…
Remember though you do have to pay the tip in plan, some people didn’t understand that in our party and thought it was all included. The bigger your dinner party the higher the percentage.