Numerical circulation modeling and observational studies have been conducted to understand the Loop Current (LC) system behaviors in the Gulf of Mexico (GoM). One of the factors that may influence the LC are upstream eddies from within the Caribbean Sea. By combining satellite altimetry, sea surface salinity and ocean color data, we demonstrate that mesoscale eddies from the western tropical Atlantic Ocean can eventually make their way to the Gulf of Mexico and affect the LC. In addition, our study shows that freshwater of Amazon and Orinoco River origin trapped within mesoscale eddies can also enter the GoM affecting the GoM stratification. This study provides insights into understanding variations of the LC system and showcases the roles of mesoscale eddies in connecting the open ocean and regional seas.