Experimental vapor liquid equilibrium (VLE) data for long-chain n-alkane + naphthenic mixtures are scarce in the open literature. In this study, VLE data for representative binary mixtures of naphthenes with long-chain n-alkanes are presented. The selected compounds include two n-alkanes (n-hexadecane and n-eicosane) and three naphthenes (cyclohexane, methylcyclohexane, and ethylcyclohexane). The experimental data are compared with computed bubble pressures using the Peng-Robinson and PC-SAFT equations of state in order to evaluate the accuracy of predictions and to obtain regressed k(ij) values. Expected applications of these contributions include improved phase behavior model accuracy for hydrocarbon production, transport, and refining applications.