DeHavilland's career spanned 53 years, from 1935 to 1988. During that time, she appeared in 49 feature films. She began her career playing demure ingénues opposite male stars such as Errol Flynn, with whom she made her breakout film "Captain Blood" in 1935. They would go on to make eight more feature films together, and became one of Hollywood's most successful on-screen romantic pairings. Her range of performances included roles in most major movie genres. Following her film debut in the Shakespeare adaptation "A Midsummer Night's Dream", deHavilland achieved her initial popularity in romantic comedies, such as "The Great Garrick" and "Hard to Get", and Western adventure films, such as "Dodge City" and "Santa Fe Trail". In her later career, she was most successful in drama films, such as "In This Our Life" and "Light in the Piazza", and psychological dramas playing non-glamorous characters in films such as "The Dark Mirror", "The Snake Pit", and "Hush...Hush, Sweet Charlotte".