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Dining Plan with Annual Pass?

There is only 2 ways to do it.

Book a package with 1-day MYW tickets, but then you can't use an AP discount on the room.

The other way is to rent points (sometimes actually cheaper than AP discount) from a DVC member and then you can get the dining plan since you have a DVC reservation. I rented points for end of April and am paying $140 a night for Boardwalk Villas. No way an AP discount would have touched that price, so I am very happy. Plus, you can use the dining plan, but you have to tell them before you arrive and pay for it when you check it.
 
But you can also buy the DDE which gives 20% discount of food and beverages (including alcoholic) at a very wide variety of sit down restaurants, lounges, and even some food courts and counter service.
 
Thank you both for your help. That will work! We do have the Dining Experience card. It has saved us alot!
 



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