I know you can upgrade tickets, but am not sure if you can do it more than once in a year.
Here's my plan:
1.Order Three Day Pass online (comes with one day of Extra Magic Hours)
2.During the three days, upgrade to a Deluxe Annual Pass
3.Months later, upgrade to a Premier Pass *if* I decide to go to Walt Disney World
Why do it this way? By doing the Three Day Pass I get the Extra Magic Hour without having to stay on property--if I do that, I know I want to go ahead and get the Deluxe Annual Pass....but I am not sure yet if I'll be able to swing a trip to WDW this year. If I can, I'd want to upgrade to a Premier ticket since it would save me money over 7 day tickets there.