The small Mediterranean islands, unique geographical places where coastlines and mountains converge due to volcanic genesis, are among the most threatened environments on Earth. Their marginality, which has historically led to their use as places of detention and punishment, coupled with the extreme climate and rugged geomorphology shaped by terracing practices, has resulted in the loss of systematic land management. This loss stems from the abandonment of cropland in favor of alternative activities and migrations, impacting essential ecosystem services such as the water cycle, soil fertility, and the cultural landscape. The need to counteract the land degradation in these vulnerable areas has been acknowledged for some Mediterranean small islands, including the UNESCO heritage site of Stromboli in the Aeolian Islands, Sicily, Italy—an especially captivating location due to its active volcano. The agricultural abandonment on terraces, intensively cultivated with olives groves and vineyards until the mid-20th century, has rendered the area highly fragile and susceptible to risks such as fires and soil erosion, particularly as a consequence of extreme weather events, as proven in 2022, which saw a destructive fire followed by storms. To mitigate the negative effects of hydrogeological disruptions, the implementation of integrated landscape management—managing ecosystems at the landscape level—has been proposed. Specifically, an agroforestry intervention, coupled with the restoration of dry stone walls, the shaping of soil slopes by recovering the traditional ecological knowledge (TEK), and the design of water-collecting devices incorporated with the traditional hydraulic knowledge, may be proposed as a strategic approach to minimize the soil erosion risks, adapt to climate change, and extensively restore the use of traditional agrobiodiversity to support the local economy and tourism. A pilot intervention by local stakeholders based on these principles is described as an emblematic agrobiodiversity-based landscape design project in a vulnerable area, aiming at the preservation of the cultural landscapes of the small Mediterranean islands.