Ikaria Island in Greece, recognized as one of the five 'Blue Zones'—regions where people live significantly longer—is undergoing renewed scientific scrutiny. Despite debates over the 'Blue Zone' concept's validity, Ikaria's unique intersection of ecological and cultural factors presents a compelling case for detailed semiotic exploration. This study investigates how Ikaria’s architectural styles reflect and integrate with the landscape, influencing the islanders' lifestyle and values, including their communal leanings. We explore the peculiarities of spatial and temporal perceptions that differentiate Ikarian routines of work and leisure, possibly contributing to the local mythos of night-long festivities and restful days. Additionally, we examine the semiotic messages embedded in Ikaria’s landscapes—from its mountains to its seas—and how these elements shape the light, ironic character of its people. Utilizing an ecosemiotic framework, our study decodes these cultural narratives and natural signifiers to uncover how they contribute to Ikaria's renowned longevity. By analyzing the interplay between ecological configurations and semiotic practices, we aim to provide insights into the symbiotic relationship between human and natural systems in shaping sustainable, healthy lifestyles.The findings can inform urban planning / space planning and public health strategies, offering design and policy recommendations that promote community health, well-being, and sustainable living based on the semiotic relationships between culture and ecology.