Our shortest trip was a 2 day trip back in 2005. We stayed off property and arrived in Kissimmee Saturday evening. On Sunday, we went to church, visited Downtown Disney, played mini-golf in Kissimmee Sunday evening, went to Epcot Monday and went home Tuesday.
Now, the story behind that trip is that we had done a 10 day honeymoon trip in April 2003, staying off property in Kissimmee. We did it again in April of 2004, same motel as in 2003 and 2005. I was all ready to do it again in 2005, but my wife thought it would be nice to try someplace different, and she wanted to do San Antonio. So, for our April 2005 vacation, we went to San Antonio. However, around February or March of 2005, I was sitting at my desk at work and was having Disney withdrawls and really wanted to get a Disney fix that year, and I really wanted to try out that new Soarin' ride at Epcot, so I came up with this brainstorm of doing an extended weekender trip on Memorial Day weekend. We didn't have kids at that time, so that's why we could just plan a trip on a whim like that. I figured between our regular days off, and the Memorial Day Holiday (which was a paid day off at the job I had at the time), we would only have to ask off for a few days. So I decided we would stop and visit my Aunt in Jacksonville for a couple days, then drive to Kissimmee and stay there for a couple days. So we left Illinois on Wednesday and arrived at my Aunt's house Thursday evening. We went to the beach on Friday, then left her house sometime early Saturday afternoon, then left for Kissimmee. We hadn't ever done Downtown Disney before, so we bummed around there for a while on Sunday, then did the main event on Monday before heading home. A short trip, and not a whole lot of Disney, but hey, it still counts as a Disney trip. LOL