I DID IT!!! 
I booked a long weekend at the end of February/beginning of March. I would've preferred to go later in the month, but that meant Spring Break prices, and I wanted to keep this one on the cheap.
So...Thursday, February 26 I'll drive to the airport in the afternoon or early evening (whatever it takes to miss rush hour) and stay overnight at an airport hotel. This was the more economical option than flying out Thursday, and it also gives me some time Thursday to work before I leave.
I'll get up in the wee hours Friday morning and fly down to MCO, arriving probably before most of the parks have opened for the day. Magical Express will take me to All-Star Sports, my first time in any of the All-Stars, which I chose because it offered the lowest price (again, keeping this trip cheap). I'll hand my carry-on backpack over (or take it to the room myself if, knock on wood, my room is actually ready) and then the fun begins!
At this point I'm planning on visiting Epcot Friday and then park hopping all over the place Saturday, Sunday, and Monday, although who knows, I might just park hop Friday also.
I might make an ADR or two, but I also might stick with counter service to keep things cheap. At some point I'll probably hop a Saratoga Springs bus from a park, get off at Congress Park, and walk over to Downtown Disney for some counter-service food there and a little shopping.
Then Tuesday I'll take the cheapest flight home, whenever that happens to be (haven't booked the airfare yet.
And now THAT will be my last trip on my annual pass.