I hear ya!
If I attempt to pare down, I will end up not packing something I'll need. Such as, last August or it could have been June or July, but some time last summer, I was paring down, and only took my 2 pairs of Birkenstocks sandals along with a pair of tennis shoes. Well, I know Disney in summer...and WHY did I not think I'd need water friendly shoes?
Wet birkenstocks are just plain yucky!! I bought some water shoes at Blizzard Beach, but that was cause I nearly burned my feet off. Not having been to a water park in more than a decade, I forgot about hot pavement. Luckily, Disney is right there ready to sell me some!
In November, I brought shorts, capris and a skirt and the only jeans I brought were the ones I wore in the car...and no coat, I didn't think I'd need it south of VA, so I just brought a blanket in the car. So, I ended up having to wear my one pair of jeans over and over!! It was just so cold...and I only had one hoodie. I had looked at photos of previous Thanksgiving trips and determined that we were mostly shorts...but not in 2012!! In the winter, you need to bring everything!
Although...since Starbucks came out with VIA, I stopped bringing the Tassimo. I also have stopped bringing the margaritaville machine and the blender. Margaritas just taste better at EPCOT.