Hi Teresa,
I've been listening to your planning on the podcast and finally registered so I could tell you my experience with the
Disney Dining Plan. I'm in charge of my family's reunion at WDW this year, so I've been trying out various options. I ran the Dopey (the Goofy plus the 5k) in January and used that trip to try the Dining Plan. I bought the 2 Quick Service Meals and 2 Snacks Option and it came to about $30 per night. I don't normally eat that much food, but the snack options are so varied that I was able to use all but one of my meals. I used the snack option for chili cheese fries, for grits at breakfast, for bottles of water (for the parks), for ice-cream sundaes, and for rice krispy Mickeys (also for breakfast). I was chastised by a cashier for using my snack option to get a cookie, because the snack option is for items up to $4 or so and she wanted to make sure I got my money's worth). There was a list of the snack options in the cafeteria that was 2 full columns and included a wide variety of breakfast foods, traditional snack items, beverages, treats (like the ice-cream sundae), etc. As for the meals, each meal includes an entree (combo meal), dessert, and a beverage. I tried to get portable desserts that could be snacks or breakfast and I always got a bottle of water to carry around in the park. My most-valuable meal was at the barbecue place in Hollywood Studios. I got the chicken with two sides, dessert and a bottle of water, which would have cost over $20, but counted as a single meal, thanks to the Dining Plan. I received the refillable insulated mug, too, but I only drink Dr Pepper, water and tea, so I didn't use it very much. It's not wasted, though, because I use it at work, instead of paper or plastic cups from the cafeteria. I hope that helps.
Good luck with planning your vacation!
G