The present invention comprise a flag illumination assembly that both (i) illuminates an associated flag from a vertical edge of the flag and (ii) swivels with the edge of the flag as the flag is tossed in the wind. The foregoing facilitates illumination of the flag regardless of the direction of the wind. Further, a simmering effect is often created as a result of natural undulations of the flag in wind relative to the beams of light being directed thereon from the illumination assembly.