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I've done three days in a row but not five, so I am a little concerned it'll be too much. If I find myself getting worn down I'll take day three or four off in the hopes of making the last day or two more successful. Spending a week rather than just a long weekend as I've done in the past takes some pressure off having to definitely do a specific hike on a given day. Rule 1 is don't get hurt. I turned back at the tree line on Algonquin in March when I was unable to find the trail. That wasn't fun, but I was safe and uninjured and not lost above the tree line. I went back and got it in April (and again in August with an overnight bag).