We just got back from free DDP, and I have to say we probably wouldn't do it if we had to pay. You get in this mentality of "I have to order everything or it's a waste", and you look at the pricier choices, even if they aren't what you'd usually order, just for the sake of getting the full value of the plan. That's not to say that's what we did all the time, but to have 2 adults, a 10 and 15 year old, and have 1 TS meal come to over $200, well that's not something that would ever happen in real life for us. I hated to waste food, and so much is wasted. You look around and see half eaten appetizers and desserts, and kids 10-12 with barely half of their adult entree eaten. We brought many desserts back to the room, and still tossed out 3 upon checking out.
If we weren't on the plan, we would do mostly CS, maybe 2-3 TS, not order appetizers and few desserts, DD10 and I would share meals, and we'd drink tap water with Crystal Light packets added. We wouldn't spend $160 a day on food (cost of DDP approx. $40pp/day).
If it was just DH and I, then maybe we'd do the plan, but not with kids who eat little.