This paper aims to bring to discussion two neglected elements in comparative studies: The African perspective and the Internet. Taking the cases of Luso-African countries, a first discussion will focus on the importance of these countries specificities to the construction of a comparative model of analysis of media and political systems. A comparison of these countries is another objective of this research, given that despite having important similarities in terms of historical background, language and foreign influences, and the same period of independence, these countries seem to be, in reality, constructing different types of media systems and adapting very differently to democratic features. In parallel, the Internet and its influence both in media systems and in democratization processes are also taken into consideration. Methodologically, this analysis is carried out through interviews to journalists, politicians and other important social actors in these countries, and content analysis of a variety of media outlets.