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This article explores the escalating impact of natural disasters, particularly droughts, in the Southern African Development Community (SADC), with a specific focus on Eswatini. Over the last century, approximately 63 million people in SADC countries have been affected by droughts, leading to challenges in agriculture, livestock losses, and severe food and water shortages. Despite being the smallest SADC nation, the Kingdom of Eswatini faces disproportionate consequences due to its susceptibility to climate variability, particularly drought. The inadequacy and unreliability of rainfall have resulted in a drastic reduction in food production, with maize, a staple crop, experiencing a 70% decline. This adverse trend, spanning three decades, has heightened the vulnerability of farmers to climatic shocks, hindering sustainable agricultural development and impeding poverty alleviation efforts. To address the growing threat of drought in the kingdom, a comprehensive approach is imperative, involving coordinated plans and the development of swift humanitarian relief strategies. This study utilized remote sensing technologies to monitor drought and assess its repercussions, evaluating the impact on agricultural production. Additionally, geospatial tools, including Open Route Service (ORS) and Near Neighbor Analysis algorithms, were employed to optimize humanitarian supply chain logistics. Results from the analysis, including Vegetation Health Index (VHI) fluctuations and drought severity mapping, reveal that 1990 was the year the kingdom was most severely hit by drought. This study also found that smallholder farmers practicing rainfed agriculture in vulnerable regions, such as the lower Middleveld and western Lowveld, suffered the severe socioeconomic consequences of agricultural drought, including income loss, food insecurity, and migration patterns. Through this integrated approach, decision makers can engage in targeted interventions, focusing on farming areas needing irrigation infrastructures or populated areas requiring a coordinated humanitarian response amidst climate variability.