Background
My wife M and I have had APs every other year since 13-14. We find that we enjoy Disney more when we have a year-plus break in between a series of shortish trips, and of course we save money by not renewing every single year. We knew we would buy APs again for the 19-20 year, but until recently didn't have exact plans on when we'd return.
Our last trip was May 2018. I've been doing preliminary research and planning for our upcoming trip since about January of this year. The initial plan was to go over Labor Day weekend and part of the week prior, right before M's fall semester starts and my two main jobs start (I am a freelancer with multiple jobs so I am more busy during some times of the year than others).
We settled on dates of Sunday, August 25-Sunday, September 1. We considered Coronado Springs or another moderate resort, but then we found a great deal on the WDW Dolphin.
THEN, Southwest released the flight times for our dates and the best deal was to go Saturday to Saturday instead of Sunday to Sunday. We quickly booked nonstop flights from Newark to Orlando, and now we needed to change the dates of our hotel reservation.
My brother (Jay), who was living with our parents in Texas, had recently visited WDW and had gotten a fantastic deal on the Dolphin through Priceline. I almost never use third party sites these days because I had a really bad experience with one a few years ago, plus I prefer to book directly with hotels to earn or use points. But since he and I were talking about Priceline I had it on my mind, so I checked for our new dates and found a sale on Disney resorts (like true Disney Disney resorts, not just the Swolphin) during our dates!
I made a spreadsheet to compare different hotels, and we ended up booking a split stay through Priceline. I was able to get our Disney confirmation numbers, link the stays to my account, and reserve Magical Express rides!
So, our new dates and resorts were:
Saturday, August 24-Tuesday, August 27
Pop Century, preferred pool view
Tuesday, August 27-Saturday, August 31
Boardwalk Inn, standard view
There's the first big
first: Our first Disney deluxe stay!!!