Actually, that's a really good question, only because there isn't a really solid answer- You have to be aware of what makes you uncomfortable, and keep a close eye on the conditions- passage composition (hard vs soft floor and ceiling, potential for silting) water flow, shape, and gear that you have on, among others. If I am working a very small passage, always in the back of my mind is "where am I going to turn around?" If you can't see a place ahead (for whatever reason, silt or turns) it just makes it that much more difficult. If I am getting through without wedging, then I feel fairly comfortable with continuing with all the gear I have on, and I will typically continue without changes, even if I can't see a place to turn around. Though my personal limit in this sort seems to be about 50-75 feet without a place to turn around. Once I find a good turn place, I will continue another 50-75 feet.
If I am wedging (hitting either both floor and ceiling, or both walls) then I will consider removing gear. First will be one tank- which makes an amazing difference, particularly with smaller tanks (40s 30s, etc.) This usually gives me the space side to side to pass through easily, and you can turn around in much smaller places with only one tank on. If I am wedging top to bottom- I will almost never continue past a place where I have to exhale to pass it, unless it is only a few inches or something. Extended passage like that I don't feel comfortable in, and is generally not a good idea, IMHO.
Often, I will work a passage like this over time- if the conditions allow, I will back out and leave things like fins (you can't back out of tiny stuff with fins easily) at the entrance to the restriction, until i know for sure that it continues and opens up again. Sometimes, I leave a tank, just to check things in the same fashion (but rarely beyond relaxed breath hold distance.) Sometimes you just have to leave and come back later with smaller gear. Another thing that helps is to bring a buddy (I don't generally have a buddy in very small stuff) and work out a "stuck" signal. (We use crossing the fins back and forth at the ankle.) I cannot tell you how many times Mike Tennant has pulled me backwards out of a place that I was completely stuck, and I have done the same for him. It's a good skill to know.
The cave isn't going anywhere, and you have the rest of your life to figure out how you are going to attack it.
I won't lie, there are places where I have not gone, (not many) that i felt were just barely too small for too long that made me uncomfortable. Over the years that I have been cave diving, those little passages left alone have paled in comparison to the rest of the virgin cave I have found, so they don't weigh heavily on my mind. If I never make it back to them, it won't hurt my feelings to leave them to the "next generation." (Funny to hear myself say that when I was constantly referred to as the next generation by Woody and Tom.)


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