The Osceola Velo Club was established in January of 1998 by USCF Cat 4 road racer and USCF certified cycling coach Pat Schlager in order to give road bicyclists in the Kissimmee/St. Cloud, FL area the opportunity to be introduced to and participate in the sport of bicycle road racing.

In its first year of existence, the club, at that time called the Osceola County Cycling Club, was registered with the USCF, the governing body for bicycle road and track racing in the USA.  After that first year, the club has continued as an unaffiliated road racing club with its members competing as "unattached" racers in USCF-sanctioned events.