The initial rally the jackpine gipsies, a gang of Indian motorcycle riders, started the inaugural rally in 1938. It was called the black hills classic, a modest event with a small audience, and there were only nine competitors. The rally’s original goal was to showcase the jackpine gipsies’ racing prowess and provide useful information for motorcycle enthusiasts preparing to attend the Sturgis to Rapid City ride. Plan your next excursion with us as we travel virtually together.