While serendipity cannot be forced, we attempt to create spaces that bring pleasant surprises through people’s interactions with nature and social interactions among themselves. “Wobbles” consist of a series of hemispherical planters designed to provide aesthetic pleasure and resting support to users. The round bottom of the structure makes them swing up and down as people sit on them. They tilt, turn and rock, and thus can only reach equilibrium by a balanced weight on all sides. These dynamics and the sense of sharing are designed to make the experience more fun and also to promote interactions among users. Each planter has a theme, as they are filled with selected plant species, featuring the cultivated beauty and naturalist wilderness from the uninhabited landscapes that are far away from urban life.