As the Red Sea overflow water (RSOW) enters the Gulf of Aden (GOA), it interacts with a sequence of nearly barotropic, mesoscale eddies originating in the Indian Ocean. To investigate how these eddies impact the dispersal and eastward transport of the RSOW toward the Indian Ocean, a high resolution 3D regional model is employed to explore systematically the interaction between the RSOW and mesoscale eddies. Two types of experiments are conducted. In the first set, we simulate the behavior of RSOW in the presence of an idealized cyclone and an idealized anticyclone. The second type of simulation involves nesting of the regional model (ROMS) within a data-assimilating global model (HYCOM), in which a sequence of mesoscale eddies entering the Gulf of Aden is realistically captured. This simulation is integrated for one year, and includes a simple representation of the seasonality of the RSOW.