The main challenge faced by agriculture is to produce enough food for a continued increase in population, however in the context of ever-growing competition for water and land, climate change, droughts and anthropic water scarcity, and less-participatory water governance. Such a context implies innovative issues in agricultural water management and practices, at both the field and the system or the basin scales, mainly in irrigation to cope with water scarcity, environmental friendliness, and rural society welfare. Therefore, this special issue was set to present and discuss recent achievements in water, agriculture, and food nexus at different scales, thus to promote sustainable development of irrigated agriculture and to develop integrated approaches to water and food. Papers cover various domains including: (a) evapotranspiration and crop water use; (b) improving water management in irrigated agriculture, particularly irrigation scheduling; (c) adaptation of agricultural systems to enhance water use and water productivity to face water scarcity and climate change; (d) improving irrigation systems design and management adopting multi-criteria and risk approaches; (e) ensuring sustainable management for anthropic ecosystems favoring safe and high-quality food production, as well as the conservation of natural ecosystems; (f) assessing the impact of water scarcity and, mainly, droughts; (g) conservation of water quality resources, namely by preventing contamination with nitrates; (h) use of modern mapping technologies and remote sensing information; and (i) fostering a participative and inclusive governance of water for food security and population welfare.