As contemporary culture is constantly inundated with visual information, the imperative need arises to educate young individuals in the proper processing and beneficial utilization of this information. This article attempts to integrate the concept of transformative learning with the methodological tool of analyzing visual representations from the Grammar of Visual Design. The primary aim is to propose a new approach to the visual material used in the learning applicative, present results and discussions, as well as implications and suggestions for the scientific community. Using the painting «Landscape with the Fall of Icarus» by Peter Bruegel as an example, this article attempts to present a new teaching proposition, highlighting the semiotics of the image as a transformative dilemma.