Rhihn,
There was another thread a few months ago here about going solo, with many opinions and some good info, if you can find it.
I hike solo all the time, and I decide what to do based on the circumstances.
Hiking solo is a different activity depending on when and where you go. Here's how I break it down:
1. Likelihood of encountering other people: If you go to popular places, at times when people are likely to be there, you have a high likelihood of encountering others (say, Algonquin on a nice Saturday). If you bushwack, hike midweek, or at night, or in bad weather (or all 4 together), you have a very low likelihood of encountering others. Clearly, the likelihood of encountering others is a factor in the "solo experience" and also in your safety. Or, as my friends say, "If you get hurt in there, it's going to be LONG TIME before someone just happens by with a thermos full of hot chocolate."
2. How long are you going to last if you're hurt: Here, the factors are Summer vs. Winter, and how much you want to carry. In the Summer, you could probably live, even injured, for many days just by drinking the local water and keeping all your clothes on for warmth at night. In the Winter, unless you're carrying a full camp (big bag, tent or bivy, etc.), if you get hurt, you're all done that night.
A couple examples:
About 20 years ago, there was a Summer search for a mentally disabled hiker (teenage male, if I remember) near Indian Pass. He was found unhurt, but had survived several days with no equipment and no skills.
About 3 years ago, a skier was rescued in the Pharaoh Lake Wilderness after he did not return from a multi day solo trip. He had broken his leg. He was otherwise OK, but that was because he had planned a multi day trip, and had all the gear, food, etc. to stay several nights. (And, critically, he had left a detailed trip plan with his wife.) If he had been on a light day trip, he would have died the first night in all likelihood.
I consider the above, and filter it through my preferences:
Preferences:
I don't want to die.
I don't want to be stuck out, hurt, for more than one night.
I don't want to slow myself down by carrying camp.
And so: I don't solo in the Winter, unless it's in highly popular areas where I'll be found for sure and not spend the night.
I solo all the time in the Summer, both on and off trail. I leave with my wife, or a friend, a detailed trip plan, and I stick to it. If I get hurt, I know I can easily survive a Summer night, and when I don't show up in the morning, the Rangers will have my exact location, and they will find me.
(Knock on wood, this hasn't happened yet, in many yeears of soloing, and I don't plan on it.)
(Some of this also came up earlier on the "Aaron Ralston" thread. A detailed trip plan left with anyone, and he might still have his arm (but no fame.))