My thoughts. We went to Disney on the basic dining plan for our last trip. It was before the changes and we saved a FORTUNE. So then on this trip we had to decide if we wanted to do it again. I am fine with eating cheap, ordering off teh kids meals, sharing meal, briging food, etc (except for a few special meals), but that drives my husband crazy to see me doing that. He wants to not worry about saving money when we are on vacation becasue we have to do that every other time of year. So, we are going with it again even though we know we won't be saving nearly as much. But I have to say, it really enhanced our last trip. When the kids wanted an ice cream, they all got an ice cream, on previous trips they would share one. Now, it wasn't necessary, but it was fun. In fact, one of my DD6's (then 4) favorite memories was when we sat eating Mickey ice cream bars and watching WISHES and we all got our own ice cream, she still can't get over that. In the past we'd let the kids get them once, and hubby and I would bite off theirs. But to be able to try lots of new places and not have to think about what we are spening is a nice change of pace for us.
Having said that, it sounds like you already are planning 2 sit down meals, and I am sure there are pleanty of others you'd like to try, so I say why not? Go for it, you only love once.....