Wave sources moving faster than the waves they emit create a wake whose topological features are directly related to the geometry of the source trajectory. These features can be understood by considering space-time surfaces representing past emitted wave fronts. Specifically, for a supervelocity source moving along a circular path the space-time envelope folds and a cusp appears on the inner part of the wake. As a result, the wake is ultimately contained within two parallel corotating spiraling branches. In this Letter we take advantage of the low phase speed of water waves to study experimentally supervelocity sources moving at velocities up to several time the wave speed. We image in real time their emission patterns and characterize the topological features of their wakes.