This review compiles and analyzes a set of ten images related to the Latin-American Liberator, Simón Bolívar,that were never published as a single study. These ten portraits re-imagined by five different artists: José María Espinoza (1796-1883); Henry Riballier (1802-1889); W. Holl - M. N. Bate (1807-1871); Sergio Trujillo Magnenat (1911-1999); and Carlos García Arango (1930-2002), remain archived at the Museum of Art of the Bank of the Republic of Colombia in Bogotá. This study describes and explains the distinct motifs that are depicted in all of these reinterpretations of the image of Simón Bolívar.