This is the
sharpener I use. Looks like it's out of production, but really anything small and light. The trick with these kind of sharpeners is to use them to touch up your blade and never actually let it get dull. You should be able to get something adequate at BassPro or Walmart for less than $10.
The med kit is totally your call. If you know how to use what you're packing, and confident you can use it on yourself, then go for it. I have a little training from the military and about all I care to pack along is a compression bandage, a few bandaids, and some basic pills (Ibuprofen, Aspirin, Pepto chews, Benadryl, and Unisom (not for 1st aid)). There are lots of things that could happen to me that I'm not prepared for, and lots of things I could improvise a solution for.
That Stanley pot isn't double-walled, right?
I wouldn't make any expensive changes until you've done a few trips, even if you just go for three days at a time initially. You'll figure out what you like and don't like as you go. And I wouldn't make any major changes based on one guy's opinion on the interweb either. What works for me may not work for you, and vice versa. Hopefully you'll get some more feedback. Good luck this season!