This paper compares the educational thoughts of Obafemi Awolowo and Tai Solarin. Its methodology is critical and comparative. The paper argues that the variations of the political philosophies of the two thinkers account for the differences in their views on education. It further contends that the educational ideas of both thinkers reflect African cultural experiences. The paper also explores the possibility of integrating the insights of the two thinkers into the educational policies and practices of contemporary African societies.