We study the relationship between tropical and classical Hurwitz moduli spaces. Following recent work of Abramovich, Caporaso and Payne, we outline a tropicalization for the moduli space of generalized Hurwitz covers of an arbitrary genus curve. Our approach is to appeal to the geometry of admissible covers, which compactify the Hurwitz scheme. We study the relationship between a combinatorial moduli space of tropical admissible covers and the skeleton of the Berkovich analytification of the classical space of admissible covers. We use techniques from non-archimedean geometry to show that the tropical and classical tautological maps are compatible via tropicalization, and that the degree of the classical branch map can be recovered from the tropical side. As a consequence, we obtain a proof, at the level of moduli spaces, of the equality of classical and tropical Hurwitz numbers.