The Wide Awakes Drill Team dates back to the 1930s. These early teams were competitive and became one of the top old fashioned teams during the 50s and 60s. They also competed in motorized tournaments with their "B" rig. In the late 60s during the Vietnam War the team was disbanded due to a lack of young members. In 1979 the team was reformed utilizing the old equipment and from 1979 - 1993 the team finished in the top five teams of every drill they entered.
1996 proved to be a breakout year for the Wide Awakes when they won their first tournament and later both the Second Battalion and New York State Old Fashion Tournaments. Success continued in 1997 with a win in the Nassau County Drill and a tie for first place in the New York State drill. In 2006, not only did the team again repeat as State Champions they won every drill they entered.