A cigar punch sharpener with an outer-piece and an inner-piece, each having a generally cylindrical shape. The outer-piece includes an angled cylindrical sharpening wall for sharpening a cigar punch cutting blade while the blade is rotated about the angled cylindrical sharpening wall. A rounded edge located on at least one end of the inner-piece and the angled cylindrical sharpening wall of the outer-piece form a cylindrical cavity tapering to an endpoint. The inner-piece is configured to accept and guide the cigar punch cutting blade to the angled cylindrical sharpening wall as the blade is inserted into the cylindrical cavity. The inner-piece is also configured to maintain or reshape the generally cylindrical shape of the cigar punch cutting blade as the blade is worked on the cigar punch sharpener by twisting the cigar punch within the cylindrical cavity.