Just my opinion, as others have said, lose the extra boots. A good pair of danners should last fine. I opt for hiking sandals as camp shoes. Personally I believe that is way overpacking for clothes. Get your layers together and be done with it ( I usually will take one extra base layer). Tip here: wool will not start stinking for 3 or 4 days (I consider wool socks(carry plenty) and base layers a must) I cant really say much about your personal hygiene stuff as I do not know if you have medical needs etc. However, I usually carry a travel toothbrush and paste and tiny deodorant and lip balm. less than 1/2 lb. No pillow needed, wad up a shirt or something. I use to carry booboo bag but I don't anymore. I carry 1 small roll of athletic tape to close up any bigger wounds and that should get you out of woods. Fully guided they will have what you need anyway. Of course, if your just heading in to a base camp and not going to be toting around weight then it really doesn't matter. You can carry whatever will keep you comfortable. The experience can be quite amazing if you prepare to hurt some and just enjoy fighting through the pain. Have fun and find a good 'un. Let us know how it goes.