For the first time we open an imaginary dialogue of an intercultural nature between two Masters: Vico and Tagore. Their writings represent a challenge to the search for ties that create the substance of our humanity. In their implicit pedagogy there are the reasons to educate according to fundamental principles rooted in nature, culture and history. The humanistic and cosmic Weltanschauung introduces the pedagogical theory of the formation of man from the bio-psychological development of infancy to the dynamic concept of history and society in which the spiritual dimension of man prevails. The aim of this study is to show the affinity of the way of understanding the education of the child and youth in two different cultures. Vico and Tagore were spiritually united in the search for the meaning of educating to and experiencing the practices most suited to the needs for human growth. This volume is mainly dedicated to teachers of primary and secondary schools, to parents and social workers. It is meant to encourage the meeting of cultures through discovering the loveliest testimonies recognised as the heritage of humanity.