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Message: <blockquote data-quote="BlightCrawler" data-source="post: 4918319" data-attributes="member: 4931">Then make that the goal of the skill challenge.  Each roll should be an interesting obstacle or event that needs character intervention. This can represent the most interesting thing that day, or it could be a montage of the journey as a whole.If they pass, then they got to the destination within the time they needed to. If they fail, they did not.  If you want more granularity, you can have the combination of successes and failures determine how much time they have to spare when they arrive (with two failures being just barely in the nick of time, and three being there's still a chance for victory, but bad things have happened - maybe the orc army is already started the siege, maybe everyone loses a healing surge or three for having to push themselves, whatever works). In this case, having the PCs die from the curse because they failed sucks, but arriving on the very last day would be pretty harrowing and nerve wracking and might be suitable.Using skill challenges to determine math and logistics is selling their potential short.  Figure that out after the fact, if you ever even need to.</blockquote>