The present research paper is devoted to philosophic motifs in the creative work of one of the leading cultural figures of the Silver Age, the poet, writer and philosopher N.S. Gumilyov. His personal fate (executed in 1921 by order of the Petrograd Cheka) is one of the examples of the sad poetic “tradition” of Russian culture: Pushkin, Lermontov, Mayakovsky, Yesenin and others. This paper analyzes philosophical and linguistic peculiarities of the “Akmeism” poetic and theoretical style, which was originated by Nikola Gumilev. In socio-philosophical aspect, Gumilyov’s intentions were associated with the formation of the concept of “Adamism”, which implied the analysis of man as a personality (most fully reflected in the compositions “The Captains”, “The Conquistadors’ Way”, etc.) in comparison with the Nietzschean “superman”. For Nietzsche, his slogan ‘God is dead’ did not mean the exaltation of man, but merely stated the overabundance of the individual in every personality. In this case, Gumilyov adhered to the idea of “transcendental man”, which implied the unity of Man’s natural essence in synthesis with supernatural (higher, i.e. spiritual) origins. This was the purpose of this article. Analysis of Gumilyov’s poetic and publicistic works argues in favour of the proof of the philosophical idea of “transcendental man”, which was later developed in N.A. Berdyaev’s philosophy of personalism. Both Russian philosophers and writers defended the idea of a creative and free Man, capable of self-assertion. Self-affirmation of Man for them is inextricably linked with the ability to Self-knowledge. But it should be noted that the views of Berdyaev and Gumilev on the role of society and the state in human life had certain differences.