This document summarizes an experiment to efficiently couple light between a tapered optical fiber and a diamond nanobeam waveguide. The goals were to fabricate a diamond nanostructure capable of guiding visible and infrared light, taper an optical fiber for single-mode propagation, and characterize the power transfer between the waveguides using coupled mode theory. Simulations showed transmission varying with waveguide separation and wavelength due to changing coupling strength. Experiments demonstrated coupling dependence on separation and wavelength, but did not achieve phase matching due to equipment limitations.