I'm a Type I, dealing with it for 50+ years.
I am probably not the best source of advice. I also have been dealing with heart issues, which are having a greater impact of late.
Anyway, in answer to your questions (lengthy post ahead)…
1. How I keep my insulin "cool."
I'm on a pump. That helps a lot as I can do fine-tuning on my basal rate, cut off the pump when my blood glucose level drops, take a bolus when I over-compensate and eat too much (the latter of which rarely happens). The last few years, I reduced my basal rate by half when hiking. That seemed to work for me. But this is the kind of thing that varies greatly from person to person, I suspect.
Oh, and I also error on the low side when doing meal boluses; erring on the high side could have really negative consequences (especially for me, as I usually am going solo).
2. What I eat.
Hardly anything. Seriously. But this is more due to heart issues (I suspect; I'm trying to convince my cardiologist of it). The load on my heart while hiking is reducing blood flow, or causing fluid build-up, in my digestive system or related organs, leading to complete lack of appetite and nausea. Last summer I would go out for two nights and all I'd eat would be a Clif bar and maybe a Snickers if I got hypoglycemic. But aside from the occasional hypoglycemia (typically late morning), by blood glucose levels were good.
I used to do peak bagging on most trips. I did find that eating one peanut M&M every 50ft of elevation gain would keep my blood glucose level. Those were always short trips (one night) with short trips in to the base of a peak, then a climb, and descend. So it didn't seem to trigger the nausea I have suffered last year and (so far) this year. Most likely, since I was driving home and stopping to get a cheeseburger when it was time to eat, I never noticed these symptoms.
So don't do what I do :-).
For sure, do lots of monitoring. My new pack has hip-belt pockets where I can keep my meter and check often (versus having to remove my pack). Also, having small, easy-to-consume carbohydrates seems like a good idea. Especially if you are not on a pump and can't tweak the insulin dosage so easily.
I used to take too much food, also, but over the years have found how much I really need (even before the latest complications in this regard). Maybe you could do some math and figure out how many grams of carbohydrates you would need to deal with some hypothetical number of hypoglycemic episodes per day? I always keep a Clif bar in my pocket for such eventualities, and take enough in reserve (probably 2 per day). The liquid/gel packets (e.g., Clif Shots) are great; go down easy and I swear I can feel the sugar entering my blood stream immediately. Dried fruit is good, too.
3. Bears
I used to hike with my dog, who has since died (rest his soul). Never saw a bear on the trail. I did have similar concerns about the hypo during the night so always kept a Clif bar, or M&Ms, or a candy bar at hand in my tent. Lesser of two evils, in my estimation. I have *never* had to consume said food.
Feel free to ask questions. I'm glad to share my experience. Any advice should be taken with a grain of salt. My cardiologist said *none* of his other patients tried to do what I do (climb/hike at elevation with a heart only working at 50% efficiency) so he didn't know what advice to give.