Kevin A. Lynch’s significant urban design theory, outlined in The Image of the City, focuses on how people perceive, navigate, and make sense of urban surroundings. The framework consists of five essential elements—paths, edges, districts, nodes, and landmarks—that together contribute to the imaginability of cities. According to the etymology of “Image,” a couple of concepts arise to rethink what the means of city image and if the Lynch theory covers other kinds of cities, especially nature-based cities? This chapter applies Lynch’s theoretical model to nature-based cities, in which ecological processes are fundamental parts of the urban fabric, actively impacting spatial practices, perceptual experiences, and socio-environmental interactions. By studying some case studies in a global scope, the chapter critically rethinks Lynch’s five elements through the lenses of natural sensitivities, such as water, sunlight, heat, wind, moisture, soil, vegetation, and safety. According to the study, nature-based infrastructures frequently shape the birth and development of some of Lynchian features in addition to supporting them. Most often, these infrastructures manifest themselves within the urban environment; however, sometimes they are tangible, but not necessarily visible. Among the most salient examples are the qanat systems in the desert cities of Iran, whose hidden hydrological networks have historically shaped patterns of settlement and spatial organization, and some Lynchian elements are a by product of them. To recognize both man-made and nature-made infrastructures as support of the image of the nature-based city, this chapter defines a conceptual enhancement of Lynch’s original theory through an evolved version of it. This deepening highlights the need to progress beyond a merely visual interpretation of urban form toward a more systemic and experiential understanding of the city as a socio-natural construct. What is understood, felt, and experienced via ever-changing interactions with natural processes also contributes to shaping the urban image, in addition to what is immediately apparent.