Having 1-2 glucose tabs in a pill box is one of the things that I've done to be on the safe side - I was on mix which was really troublesome, so I sort of had to if I wanted to go anywhere at all more than a mile, lol. But it goes anywhere, really - you can get some tiny half inch by half inch ones. They can be in a small pocket, or umm even in my sports bra if I'm running...
I guess my point is that even if I can't test just then or won't, if I am in doubt, I can eat them and though I almost always manage to test, I am sure a single unneeded spike a week or biweekly is better than constant highs.
I am much less paranoid about lows when I am on two types as I am now because I am getting fairly familiar with my levels, reactions and insulin/carb ratio and exercise intensity.
I have had 2.5 and so readings that I've certainly felt but not been unable to manage with a couple glucose tabs and asap after that a bit of slower carb and some protein. I have a lot of respect for lows, but I won't say I panic, nor blank out entirely.
I think I would do vigorous testing on weekends while being active similar to what you normally are and learn more about what intensity makes your blood sugar go up, and when you can expect a drop afterwards, and which activities just burn sugar without any 'pre-spike'. Make sure you have a small juice or sugar tabs or something like that on hand though.
I was told very very little about things when I started on insulin though, so my advice may be both good and bad. I would say that if you pay attention and keep your safety lines and/or a mate by your side, go out there and face your fear.
If you're used to high blood sugars, you may also feel the low coming already when you get down around 6-7 because your body will initially 'want what it thinks is normal'.
Test, really, and see what your body does.
I also agree that limiting or really scrutinizing your carbs in a meal, then only take the insulin you need will give you less overall ups and downs.
Good Luck.