Skating, skateboarding, or snowboarding can represent:
Making progress smoothly, quickly, or well, possibly, due to your own abilities or gifts (represented by the skates or skateboard)
Moving past or over obstacles easily
Skimming over the surface rather than delving into details
Creativity
Sports or competition
Taking a risk (it's easy to fall)
Also consider the context. For example, skating as a pair with another person could represent a relationship.