The Universal theme of Water, both the Sea as well as the Rain in literature reaches a dimension of Cult in Cape Verdean literature and it is an important part of the Cape Verdean identity. Water is of the utmost importance at several levels for Cape Verde: an archipelago surrounded by water and yet about half of its population has to immigrate due to the lack of rain. These two facts play an important role in the complex bi-polar Cape Verdean identity struggling between the desire to emigrate connoted with the Sea and the desire to stay connoted with the Rain. The present study aims to analyze, compare and contrast the major literary works of Cape Verdean Literature from the Claridade period (1936) to Post-Colonial period (1975) and extends until 1990 with the publication of Germano Almeida first novel O Testamento do Sr. Napumoceno da Silva Araújowhich coincides with the end of the mono party system in Cape Verde. The other authors and works focused on this study are: Jorge Barbosa: Arquipélago (1935), Ambiente (1941), Caderno de um Ilhéu (1956); Manuel Lopes:Poemas de quem ficou (1949), Crioulo e outros poemas (1964), Chuva Braba (1956), Os Flagelados do Vento Leste(1960), Galo Cantou na Baía (1959); Corsino Fortes: Pão & Fonema (1974), Árvore & Tambor (1986), Pedras de Sol & Substância (2001); Baltasar Lopes: Chiquinho (1947), Os Trabalhos e os Dias (1987). This study also makes references to four authors before the Claridade period: Eugénio Tavares, Pedro Monteiro Cardoso, Januário Leite and José Lopes.