Drought is one of the most prominent global climate changes, leading to decreased rainfall, increased temperatures, and increased evaporation rates. This leads to water shortages, a decline in agriculture, and population migration. Yemen is located in arid and semi-arid regions and is characterized by diverse terrain, including coastal areas, mountains, the eastern plateau, and desert areas. Therefore, research into drought is of great importance. In this study, drought was assessed using a set of indices, such as the Vegetation Condition Index (VCI), the Normalized Difference Vegetation Index (NDVI), and the Drought Severity Index, to assess drought in Yemeni regions. Geographical Artificial Intelligence and Satellite Imagery (GeoAI-EO) techniques were used to obtain a more accurate assessment of drought in both time and space, using a wide range of data. The results showed that the dry months extend from October to April, while September is the least driest month in the western mountainous regions. Drought was also found to be more common in the coastal areas and the eastern plateau compared to the mountainous highlands and western slopes. The maps and graphs showed the variation in the dry and wet climatic ranges of the aridity index, and revealed the extent of variation between regions and seasons.