Twilight Derby

The Twilight Derby is a Grade II American Thoroughbred horse race for three years olds over the distance of one-and-one-eighth miles on the turf scheduled annually in late October at Santa Anita Park in Arcadia, California. The event currently carries a purse of $250,000.

History
The event was inaugurated on 18 October 1969 as the Volante Handicap at the Oak Tree Racing Association meeting at Santa Anita Park and was won by the Mrs. Howard B. Keck's entry Tell who was ridden by US Hall of Fame jockey Bill Shoemaker carrying the imposing weight of 130 pounds by $1 1/8$ of a length over Noholme Jr. in a time of 1:46$3/4$. The event was named for Elias Jackson "Lucky" Baldwin's 1885 American Derby winner, Volante, who was ridden to victory by jockey Isaac Burns Murphy. Lucky Baldwin had built the original Santa Anita Racetrack Track in 1907 and Volante was buried at the track.

When the grading of races began as a Thoroughbred Owners and Breeders Association project in 1973 the event was classified as Grade III, however, the event was not held that year due to a strike by pari-mutual clerks.

In 1988 and 1989 the event was upgraded to Grade II before returning to Grade III. In 1996 the event was once again upgraded to Grade II.

In 1997 the event was renamed to the Oak Tree Derby after the Oak Tree Racing Association. In 2012 with the Oak Tree Racing Association abandoning the Santa Anita Track the event was renamed to the Twilight Derby.

The event has been held on the undercard of the Saturday Breeders' Cup card in 2008, 2009, 2016, 2019 and 2023.

Records
Time record:
 * 1:44.48 – The Usual Q.T. (2009)

Margins:
 * $4/5$ lengths - Daytona (IRE) (2007)

Most wins by an owner:
 * 2 – Charles E. Whittingham (1977, 1979)

Most wins by a jockey: Most wins by a trainer:
 * 6 – Gary Stevens (1986, 1990, 1998, 1999, 2015, 2017)
 * 5 – Charles E. Whittingham (1969, 1974, 1977, 1979, 1989)

Winners
Legend: Notes: § Ran as an entry ‡ In 1973 the Volante Handicap was scheduled to be held on Saturday, 7 October 1973, opening day of the Oak Tree Racing Association's meeting at Santa Anita but was cancelled due to a three-day strike by the pari-mutuel clerks.