Dreams dictionary: Ski
Dreams dictionary: Interpretation 1
To dream that you are skiing suggests that you are pushing yourself and putting your mental and/or physical ability to the test. You are your own fiercest competitor.
Dreams dictionary: Interpretation 2
If you dream that you are wearing skis and going about your day, then it points to your daily challenges. The dream may also imply that you are feeling awkward in a situation. Perhaps you are headed in the wrong direction. In particular, if you are trying to climb up a ladder while wearing skis, then it indicates that you are succeeding despite those around you telling you that you will fail.