In the odessy of knowledge stylistics and semiotics have emerged as two epsitemic trends to unlock the secrets of literary discourse. The quest for meaning is the hallmark of the stylsitc – semiotic research. If stylistics chases meaning and meaning-making in a literary discourse semiotics hunts the potentiality of meaning in all forms of culture. Being so Sailing to Roseland stands for a work of art that is created by the power of imagination and encoded into a set of structural relations. The central area of the analysis is the poetic- mythic discourse. While stylistic scrutiny is devoted to Keats and Kabbani’s poetic works semiotics fundamentally explores the Mesopotamian and Greek mythologies. This worldview may give the book its universal feature.