Desperate Journey (1942)

Desperate Journey (1942)

[7] After his bomber crew crash behind enemy lines, Errol Flynn leads an ever-shrinking number of men out of Nazi Germany, carrying information that will help turn the tide of war. Desperate Journey often plays like a comic-book rendition of…
Kim (1950)

Kim (1950)

[6] This Rudyard Kipling adventure stars young Dean Stockwell in the title role, playing a sneaky street-wise kid who spies for British Intelligence in colonial India. The adventure is a little more episodic than I prefer, bringing Kim into contact…
That Forsyte Woman (1949)

That Forsyte Woman (1949)

[6] Greer Garson stars in this Technicolor costume melodrama about a woman who marries for money instead of love, and later regrets it. I love Garson, and its especially great to see Errol Flynn playing against type as her repressive…
The Sea Hawk (1940)

The Sea Hawk (1940)

[7] In this romantic, seafaring adventure from director Michael Curtiz (Casablanca), Errol Flynn swashbuckles as a pirate hired by Queen Elizabeth I to thwart the Spanish armada. The Sea Hawk rises above Saturday matinee standards by integrating a healthy dose…
Too Much, Too Soon (1958)

Too Much, Too Soon (1958)

[6] Dorothy Malone and Errol Flynn play father and daughter John and Diana Barrymore, real-life members of Hollywood's famous Barrymore family, both of whom suffered famously from alcoholism. Flynn is very good here in the final noteworthy role of his…
Montana (1950)

Montana (1950)

[4] Errol Flynn clings to the last few years of his good looks in Montana, before his opium and alcohol addictions sent him to an early grave at the age of 50. Montana seems unintentionally silly to me -- it's…
The Dawn Patrol (1938)

The Dawn Patrol (1938)

[8]

Errol Flynn and David Niven star as World War I pilots confronting the grimmest odds of survival in this exciting and moving remake of Howard Hawks’ 1930 original. With its wartime setting and nary a woman in the cast, The Dawn Patrol is another great bromance in the grand tradition of war stories — it’s all about camraderie, brotherhood and sacrifice.

The Private Lives of Elizabeth and Essex (1939)

The Private Lives of Elizabeth and Essex (1939)

[7] Bette Davis plays Queen Elizabeth the first, in love with Errol Flynn's Earl of Essex, in this period technicolor drama from director Michael Curtiz (Casablanca, The Adventures of Robin Hood). Both stars conjure the necessary pathos of their characters'…
Gentleman Jim (1942)

Gentleman Jim (1942)

[7]

Errol Flynn plays a banker who takes up boxing and makes it all the way to a climactic match against the heavyweight champion of the world. Gentleman Jim is more entertaining than I imagined, thanks to Flynn’s persistent charm and healthy doses of wit and humor. Alan Hale returns to Flynn’s side, this time playing his proud papa, while Alexis Smith takes over the leading lady duties. She’s no De Havilland, but she holds her own in a romantic subplot that is unusually tolerable for the time.

The Aviator (2004)

The Aviator (2004)

[9] Martin Scorsese directs Leonardo DiCaprio in this biopic of Howard Hughes, the billionaire aviator, filmmaker, and playboy whose considerable ambition was tragically counterbalanced by his mental illness. The Aviator opens with Hughes' mammoth, three-year-long production of the aerial battle…