Sired by Turn-To, his dam was Guggenheim's good runner Make Sail who in 1960 won the Kentucky Oaks and Alabama Stakes.
His wins that year included the most prestigious race for American juveniles, the Futurity Stakes at Aqueduct in which he set a new track record.
[3] He then ran away from the field in capturing the Stepping Stone Purse by eight lengths at Churchill Downs.
[4] Sent off as the fourth choice by bettors in the Kentucky Derby, Captain's Gig finished tenth.
[5] The colt went on to run second in both the Jersey Derby[6] and the Jerome Handicap[7] but won the Jim Dandy Stakes at Saratoga Race Course.