Folly has long fascinated as a subject. The fool has evolved as a metaphor conveying the dichotomy between insanity and common sense. While the fool may lack reason, it possesses hidden or prophetic wisdom that is unattainable to the sane. Its most prominent representation, perhaps, is that of a ship with a dysfunctional crew aimlessly crossing the ocean. The allegory of the ship of fools can be traced back to Plato's Republic, and by the sixteenth century, penetrated Western literature and visual arts, with notable works including Sebastian Brant's Das Narrenschiff (Ship of Fools), Hieronymus Bosch's The Cure of Folly, Erasmus of Rotterdam's In Praise of Folly, and more recently, Michel Foucault's Madness and Civilization, which has revived critical attention to this enduring theme. The term ‘folly’ originates from the French word ‘folie’, which can refer to ‘madness’, ‘lack of good sense’, or ‘false belief’, but can also connote ‘delight’. Over time and across different cultural contexts, the meaning of folly has evolved, with interpretations often lying in the eye of the beholder. In theatre and architecture, follies are typically characterised by formal eccentricities and excesses, aiming at activating the viewer’s perspective. In visual arts, in turn, folly can convey expressions of imagination or self-definition, while also serving as an agent of truth that holds up a mirror to contemporary issues, including the very notion itself.