Well, I always carry when I get an opportunity and always out hiking. My most often carried outdoors are either my Glock 23 or Charter Arms Pug in .44 SPL.
Why? Well, because I can and I would much rather have it and not need it than need it and not have it. I carried my little S&W 442 J-Frame in .38 with snake shot through college when I went fly fishing up in the mountains (eastern side of the cascades in WA) where I ran into several rattle snakes. I only killed a couple because they were in my way in a tight space and I didn't feel like waiting. I use to carry my Para Ordnance P-12.45 on previous backpacking trips and after one scary night with poachers near by (and I had the family...both kids pretty young), I swore I would always carry when outdoors.
I like the Glock 23...compact and svelte enough to carry comfortably; simple, reliable and I'm okay with the .40S&W; better capacity than most .45's and more punch than a 9mm (it's the only .40S&W I own). The Charter Bulldog Pug is a great little gun, and very light. I had heard both positive and negative reviews, but after my research I decided to give it a shot. It's a great little carry piece with a respectable punching .44 SPL...nothing too hot, just slow and big. Plus, I also carry snake shot for the first round when on the trails.
I have strong side OWB holsters for both...both carry flat enough to wear a pack's belt (but access is a bit@h!). I need to get a SafePacker for better access but still discreet for the casual observer.
For the Glock 23, I just carry one mag in the gun and an extra either on my belt or in my pack.
For the Charter Pug, I carry a leather belt pouch that holds 5 extra rounds and I keep a couple of speed loaders in the pack.
How "good" would one need to be to meet minimal skill requirements?
Not sure what you mean, but I shoot almost monthly on my issue M9 9mm and I get to the range at least 2-3 times a month for my personal stuff. Accuracy is not a problem for me, but presentation speed takes the most time to work on; having to quickly draw, acquire and engage takes a lot of practice. I would add some quick reaction drills for malfunctions (FTF, FTE) for good measure. They are pretty easy to practice with some snap caps in front of a mirror.
Too be honest, a good .22 kit-gun that is reliable and moderately accurate is probably more than enough for 99% of your woods-bumming needs/wants. S&W, Ruger, Taurus, H&R, Heritage, etc...plenty of simple revolver actions and a few autos such as Ruger (Mark series or 22/45) or Browning's Buckmark are all good choices. The advantage of the .22LR is cheap ammo = more practice; another reason I'm going to pick up an Advantage Arm's .22LR conversion for my Glocks.
ROCK6