This study analyzes the flash flood event of two ungauged ephemeral streams in Olympiada region (Chalkidiki, North Greece), which occurred at the 21-22 of November 2019. Aim of the study is to reconstruct the specific flash flood event, investigate the causes of flood generation mechanisms, evaluate the performance of SCS-CN hydrological and HEC-RAS hydraulic models, investigate the relation between extreme flash floods and human intervention, using the combination of ground and aerial observations obtained from the field survey and unmanned aerial vehicles (UAVs), respectively. The results of the specific discharge ranged between 9 and 11 m 3 s −1 km 2 , values that are typical for flash flood events in Mediterranean region. The comparison between the observed and simulated values of flood extent showed sufficiently good performance of the hydraulic model (CSI = 82%). However, the statistical analysis of the observed and simulated flood depths displayed a flood depth overestimation by the applied model, despite that the values of the used statistic indexes are acceptable (RMSE = 0.35 m, SD = 0.53, NSE = 0.56, PBIAS = 11.26%). The model overestimation of flood depth was attributed to the DEM low resolution and quality. Ground and aerial observations depicted the alluvial fan activation, the alternation of flow paths and the huge sediment transport. Human intervention in main streams, urban sprawl, wet AMC and sediment transport were among the main factors that contributed to the flash flood generation. This integrated approach revealed the necessity of the constant evaluation and validation of hydrological and hydraulic models in small ungauged Mediterranean watersheds and ephemeral streams. The use of UAVs in combination with ground observations and hydraulic simulation could significantly contribute to the enhanced understanding of flash flood mechanisms, in the direction of flood risk mitigation, improvement of the planning efficiency of flood prevent measures, flood hazard estimation, evolution of flood warning systems and floodplain geomorphology analysis.