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.