Drago was a force on the track and field team at EHS, competing in shot put and discus.
He was also a member of the football team. During his sophomore, junior, and senior years, he led the indoor track and field team to three undefeated seasons. He finished second in the Naval Academy Indoor Meet in shot put his senior year.
He competed on the IAC title winning outdoor track team his junior year and individually won both the shot put and discus events. He was named All-IAC in outdoor track his junior and senior years and was a co-captain his senior season. Drago competed in the Eastern States Track & Field Championships his sophomore, junior, and senior years, the most prestigious high school indoor meet, and was All-East his senior year. He competed in Penn Relays his senior year and finished in fourth in his event. In 1984, he received the Beaudric L. Howell Award for Track and Field. Drago set school records for indoor and outdoor shot put that still stand.
Drago continued his track and field career at Boston University, where he competed in the shot put, discus, and hammer throw. At BU, he was named an All-East performer.