I did a 3 month NOLS trip that included a 19 day trip to the Winds, and I have to say that the gear lists are not completely down the line. for example,
Windshirt (I carried a cap 1 shirt, R1 hoody, micropuff, and 10 oz OR celestial jacket)
T shirt (I was actually thinking of bringing one and instructors said I shouldn't)
Pant layers (I brought wool LJ's fleece LJ's, nylon pants and wind pants, soft shell pants would have replaced the nylon and wind and brought it down to 3)
Headwear (beanie, balaclava, sunglasses and maybe a sun hat and your set)
Share disposable lighters, Insulated bowl not too important, same with watch, knife, gaiters (despite NOLS' unadulterated love for them, string around pants is much better anyway)
Shred the toilitries down to some Deet sunscreen and tooth care and sanitizer. I like the little sunsticks for sunscreen, lighter and cleaner. Everything should me small sized.
Binoculars?? make someone else carry that ......
Vitamins, get lost every time
Backpackers chair handy, but there will be others around,
Hydration, you should carry at most 2L of water in the winds, plentiful water and so on.
I think the average winds course for a smart student can be about 40 lbs, and with coordination from others even lower, my canyons course i think we were running between 25-35lbs, and the lighter packs were definitely much more fun.