We explore the explicit relationship between the descendant Gromov-Witten theory of target curves, operators on Fock spaces, and tropical curve counting. We prove a classical/tropical correspondence theorem for descendant invariants and give an algorithm that establishes a tropical Gromov-Witten/Hurwitz equivalence. Tropical curve counting is related to an algebra of operators on the Fock space by means of bosonification. In this manner, tropical geometry provides a convenient "graphical user interface" for Okounkov and Pandharipande's celebrated GW/H correspondence. An important goal of this paper is to spell out the connections between these various perspectives for target dimension 1, as a first step in studying the analogous relationship between logarithmic descendant theory, tropical curve counting, and Fock space formalisms in higher dimensions.