In 1952 four students at St Mary's College in Trinidad decided to form their own Cycling Club. Rapha Waithe, Rolph de Gannes, Ferdi de Gannes and Compton Gonzalves, the club was named Madonna Wheelers Cycling Club.
In 1985 Rapha Waithe, now living in Toronto, decided to approach several past members of Madonna Wheelers in Trinidad, now living in the greater Toronto area, to form an extension of Madonna Wheelers in Trinidad, which is still a very active and well known racing club. Including Rolph de Gannes (Past founding member) and Steve Hamilton (Past president) the club began operating as a full registered racing club affiliated to the Ontario Cycling Association. The club includes men and women of all ages involved in Track Racing, Road Racing and just pure keep fit cycling.