This investigation explores the volumetric and viscometric behavior of binary systems containing acetylacetone (ACAC) and a series of 1-alkanols, specifically from 1-hexanol to 1-decanol and at 293.15–323.15 K. The main purpose was to characterize the molecular interactions and non-ideal behavior within these systems. Our findings indicate that the excess molar volumes for all analyzed systems are positive across the entire composition range. Furthermore, these positive deviations in volume were observed to amplify with both increasing temperature and the extension of the carbon backbone. In contrast, the viscosity deviations were consistently negative for all mixtures, with the magnitude of these negative deviations becoming more pronounced as the carbon number of the alcohol component increased. To further interpret the volumetric behavior of the binary mixtures, the PC-SAFT equation was implemented to model the liquid densities. The calculated densities from PC-SAFT showed strong agreement with the measured values across all systems and temperatures. The highest observed deviation between experimental and predicted densities was 0.87%, which was found in the acetylacetone + 1-decanol mixture. This level of accuracy demonstrates the reliability of the PC-SAFT approach in capturing the complex interactions within these non-ideal binary systems.