Nowadays many non-profit charitable organizations are confronted increasing pressure in raising funds due to the decreasing participants and donation. There has been also too many charitable organisations seeking funds through whatever means. However, comparing with most charity events, DGR Hamilton, a motorcycling charity event, gained remarkable success in its inaugural year (2016) in Hamilton. And the wonderful event experience of participants is the reason behind the success of DGR. Therefore, the components that contribute to people’s event experience are various and complex. For figuring out how to make the charity events different from the rest and creating a better event experience for participants, the researcher reviews the theories related to the definition of event design and components of participants’ event experience, then applies Rossman’s event mapping theory on DGR 2017, Hamilton to outline elements that the event organizer uses to influence the participants’ experience. A questionnaire is developed for checking the effects of these elements from rider’s feedbacks to explore a detailed understanding of the success of DGR and identify critical factors that could be used for future improvement in DGR and other charity events. Distinguished Gentlemen’s Ride (DGR) Hamilton, 2017. A ride to help save men’s health. Gentlemen (and gentle folks) got together for fun, socializing together and for charity. This report will show our great successes.