Tinted eyewear is increasingly utilized in outdoor environments to protect against ultraviolet radiation and manage luminance levels reaching the human visual system. While these protective functions are well-established, these modifications can also affect color perception. This research investigates how different tinted eyewear affects observers’ ability to distinguish small color differences in reflective samples, with implications for understanding how specific eyewear transmittance properties influence color discrimination ability in different environments. Two sets of stimuli are used: (1) six adjacent Munsell sample pairs varying only in hue, and (2) seven parameric pairs generated through Kubelka-Munk theory modeling of 16 pigments. Six eyewear with different transmittance properties were examined in this study under normalized lighting conditions. Color differences (ΔE2000) were predicted using spectral data and validated through psychophysical experiments with 27 observers using a scaling method. Results demonstrate that tinted eyewear can alter color discrimination ability compared to neutral eyewear, with effects varying based on the interaction between the eyewear’s spectral transmittance and the stimuli’s spectral reflectance. For example, one foliage pair showed a ΔE2000 of 2.37 under neutral eyewear that increased to 5.21 under a tinted eyewear, with corresponding mean observed visual differences of 2.79 and 5.51, respectively. Overall, the observed color difference evaluations aligned with predictions, with correlation coefficients (r) of 0.816. This research enhances the understanding of how tinted eyewear affects color perception and supports the development of eyewear optimized for specific outdoor environments.