In 1993, Herrera was traded by the Toronto Blue Jays along with pitcher Steve Karsay to the Oakland Athletics for Major League Baseball's all-time stolen base leader, Rickey Henderson, who helped Toronto win the 1993 World Series.

While playing for the Rochester Red Wings, Herrera outran Zippy Chippy in a 40-yard race on August 18, 2000.

In three tries against a human, he beat Red Wings' outfielders Darnell McDonald and Larry Bigbie, but lost to Herrera.

In 2005, he briefly played for the Orioles Double-A affiliate, the Bowie Baysox, before being released and signing with the Newark Bears.

Herrera played with the Long Island Ducks in 2009 before being acquired the Revolution for third baseman Matt Padgett.