Using a comparative approach, this essay explores the life and the work of Cola Debrot and Frank Martinus Arion, two classical writers from Curaçao, an island that is part of the Netherlands Antilles. These authors are usually studied separately, because of their different social backgrounds. However, in their own opinion, they encounter one another in their own culture, within an Antillean mentality, characterized by speaking Papiamentu, as well as the philosophical foundation of Unamuno’s existentialism. As a result of this combination, this particular Antillean culture always refers to African heritage as one that is equally important as the legacies from other countries or continents.