Wolfepack, you've got a pretty good and comprehensive plan. Here's my 2 cents: Some real-life first-aid training or at least read a good mannual and watch the Tactical Medical Solutions vids on U-Tube. More bandaging material, especially 2 "Izzy" battle dressings. A small survival/first-aid mannual. A good all-purpose sheath knife. My favorite for a GHB is the Gerber LMF II. A Katadyn water purifier bottle and a Ti cup fitted on. Even better would be a General Ecology XL pump water purifier. A couple of water filled, wide mouth Nagalene bottles. Not just pepper spray, but a medium sized can of bear repellant pepper spray in a nylon belt holster. As to a walking stick, I suggest an oak Canemasters crook neck cane, fitted with a convertible rubber/metal point tip (available from Leigh Valley or Treeline) along with a basic video on its use. Canemasters will install the tip, for a fee, if you send it to them with your order. Finally, as to cash, is it $200 or more? I'm not sure I understood your post. $1000, broken up would be best. P.S. Forget swimming! In case you ignore this advice, add 2 airline type inflatable vests. One for you and one for your pack. Best of luck.