The paper examines the cooperation between Portugal and the African Portuguese Speaking Countries (APSC: Angola, Cabo Verbe, Guinea-Bissau, Mozambique and S. Tomé and Príncipe) in media-relevant fields. It starts off with an outlook into cooperation activities undertaken by various countries in the APSC in such a field and assesses those initiatives in terms of linguistic and cultural significance. Next, I review the Portuguese institutional framework and the legal instruments for this kind of cooperation. The central aspect of the paper is a critical analysis of measures and projects related to training of journalists and other media professionals. The goal is to identify sensitive aspects and difficulties. I conclude with a global assessment of the Portuguese cooperation in the field of media and advance some suggestions for improvement.