Within a context of increasing economic hardship for post-colonial societies, many Caribbean women suffer gender-based economic, political and social disadvantages which put them in a stressful and precarious situation. This paper explores how women in the Region are challenging the difficulties of their position by cultural work and through groups striving for the development of a feminist political literacy. Such literacy is conceptualized as the understanding of local, national and global contexts of impoverishment and patriarchal practices, together with the development of organisational forms and educational techniques that increase women's confidence and skills to mount political challenges for change. Three types of women's organisations are analysed for their role in this kind of feminist education.