The digits of many anoles and geckos carry adhesive pads and claws, both of which have been posited to allow attachment to the various substrates the lizards encounter. Recent work has suggested the two structures act synergistically, with the adhesive pad adhering best to smooth surfaces and the claw clinging best to rough ones. Previous studies have found correlations between habitat use and claw morphology, but how or if variation in claw morphology alone (i.e., without the influence of the subdigital pad) relates to this remains unknown. Here we quantify both natural and induced variation of claw morphology in Cuban knight anoles (Anolis equestris) to explore what effects claw form and wear have on inducible frictional forces on select substrates with different roughness profiles. We removed the claws of preserved specimens and quantified their morphology via univariate measures used in previous work (e.g., length, height, curvature) as well as via multivariate geometric morphometrics. Results varied between these approaches. Geometric morphometrics revealed associations between overall shape and clinging force on the rougher substrates. The univariate measures also revealed significant effects of claw characteristics on induced clinging force, but these results were not similar across substrates and were often inconsistent with the morphometric results. Our results suggest that the impact of claw morphology on the clinging ability of lizards varies with substrate and habitat use and support the hypothesis that adhesive lizards achieve attachment differently across substrates, with the two attachment systems interacting synergistically to permit engagement over a continuum of surface roughnesses.