Abstract: The flagpole light mounting system may comprise a flagpole extension, a light unit, and a bracket. The flagpole light mounting system may detachably couple to a non-vertical flagpole to illuminate from above a flag being flown from the non-vertical flagpole. The flagpole extension may be inserted between the non-vertical flagpole and an ornamental top. The top of the bracket may couple to the light unit and the bottom of the bracket may couple to the flagpole extension via an anti-rotation coupling. The shape of the bracket and the positioning of twin light sources located within the light unit may cause both sides of the flag to be illuminated. As non-limiting examples, the non-vertical flagpole may be mounted horizontally or at an oblique upward angle relative to a supporting structure.