Errol Flynn - 100 Years of Movie Posters - 92

A Chronology of Errol Flynn Movie Posters 1935-1958.

Errol Leslie Thomson Flynn was born in Tasmania, Australia on June 20th, 1909.

Flynn's screen debut was as Fletcher Christian in the Australian movie In the Wake of the Bounty (1933) which was never released theatrically in the U.S.

The success of Captain Blood (1935) made him a star and The Adventures of Robin Hood (1938) turned him into a Hollywood superstar.

Flynn was married 3 times and had 4 children.

Hard drinking, drugs and chain-smoking took their toll on the actor and on October 14th, 1959, Flynn died of a heart attack at the age of 50.

One of the big screens greatest action heroes, Errol Flynn appeared in 58 movies, this hub showcases poster art from 31 of those movies.

Captain Blood (1935)
Captain Blood (1935)
Captain Blood (1935)
Captain Blood (1935)

Captain Blood (1935) Directed by Michael Curtiz. 119mins.

Errol Flynn - Peter Blood
Olivia de Havilland - Arabella Bishop

Also starring Lionel Atwill, Basil Rathbone, Ross Alexander and Henry Stephenson.

Based on the novel by Rafael Sabatini, first published in 1922.

Robert Donat was offered the lead role, but he turned it down.

The first of 8 films pairing Errol Flynn with Olivia De Havilland, she was 18 years old when Captain Blood started production.

Nominated for 5 Oscars - Best Picture, Best Director, Best Screenplay, Best Music (Erich Wolfgang Korngold) and Best Sound.

IMDB rating 7.7

The Charge of the Light Brigade (1936)
The Charge of the Light Brigade (1936)
The Charge of the Light Brigade (1936) French poster
The Charge of the Light Brigade (1936) French poster

The Charge of the Light Brigade (1936) Directed by Michael Curtiz. 115mins.

Errol Flynn - Major Geoffrey Vickers
Olivia de Havilland - Elsa Campbell

Also starring Patric Knowles, Henry Stephenson, Nigel Bruce, Donald Crisp and David Niven.

Loosely based on the poem by Alfred, Lord Tennyson "...Into the Valley of death, rode the six hundred..."

Many horses were tripped and killed during the final charge prompting U.S. Congress to introduce new laws to ensure the safety of animals during filming.

Nominated for 3 Oscars including Best Music (Max Steiner), winning 1 - Best Assistant Director.

IMDB rating 7.0

The Prince and the Pauper (1937) Italian poster
The Prince and the Pauper (1937) Italian poster

The Prince and the Pauper (1937) Directed by William Keighley. 118mins.

Errol Flynn - Miles Hendon

Also starring Claude Rains, Henry Stephenson, Alan Hale, Barton MacLane, Billy Mauch and Robert J. Mauch.

Based on Mark Twain's novel, first published in 1881.

IMDB rating 7.2

The Adventures of Robin Hood (1938)
The Adventures of Robin Hood (1938)
The Adventures of Robin Hood (1938)
The Adventures of Robin Hood (1938)

The Adventures of Robin Hood (1938) Directed by Michael Curtiz & William Keighley.102mins.

Errol Flynn ... Robin Hood
Olivia de Havilland ... Maid Marian
Basil Rathbone ... Sir Guy of Gisbourne
Claude Rains ... Prince John
Alan Hale ... Little John
Patric Knowles ... Will Scarlett
Eugene Pallette ... Friar Tuck
Melville Cooper ... High Sheriff of Nottingham
Ian Hunter ... King Richard the LionHeart

The greatest swashbuckler of them all and the film which turned Flynn into a Hollywood legend.

Hard to believe but James Cagney was originally cast as Robin Hood, he gave up the role after many production delays.

Robin Hood was the 2nd highest grossing film of the year (no.1 was Frank Capra's You Can't Take it With You)

Nominated for 4 Oscars including Best Picture, winning 3 - Best Music (Erich Wolfgang Korngold), Best Art Direction and Best Film Editing.

Selected for preservation by the National Film Registry in 1995.

Tagline - The Best Loved Bandit Of All Time!

IMDB rating 8.0

The Dawn Patrol (1938)
The Dawn Patrol (1938)
The Dawn Patrol (1938)
The Dawn Patrol (1938)


The Dawn Patrol (1938) Directed by Edmund Goulding. 103mins.

Errol Flynn - Capt. Courtney
Basil Rathbone - Major Brand
David Niven - Lt. Scott

Also starring Donald Crisp, Melville Cooper and Barry Fitzgerald.

Based on the short story "The Flight Commander" by John Monk Saunders which was first filmed in 1930 by Howard Hawks.

Aerial battle footage from the 1930 film was used in this version.

Tagline - They roared through the dawn . . . with death on their wings !

IMDB rating 7.6

Dodge City (1939)
Dodge City (1939)
Dodge City (1939) Italian poster
Dodge City (1939) Italian poster


Dodge City (1939) Directed by Michael Curtiz. 104mins.

Errol Flynn - Wade Hatton
Olivia de Havilland - Abbie Irving

Also starring Ann Sheridan, Bruce Cabot, Frank McHugh and Alan Hale.

Enjoyable big budget western, one of the biggest hits of the year.

Tagline - West of Chicago there was no law!

IMDB rating 7.1

The Private Lives of Elizabeth and Essex (1939)
The Private Lives of Elizabeth and Essex (1939)

The Private Lives of Elizabeth and Essex (1939) Directed by Michael Curtiz. 106mins.

Bette Davis - Queen Elizabeth
Errol Flynn - Earl of Essex

Also starring Olivia de Havilland, Donald Crisp, Alan Hale, Henry Stephenson, Henry Daniell and Vincent Price as Sir Walter Raleigh.

Based on the play "Elizabeth the Queen" by Maxwell Anderson.

Bette Davis wanted Laurence Olivier to play the part of Essex and was disappointed when Flynn was cast thinking he wasn't equal to the task. She later said, "I was wrong, wrong, wrong. Flynn was brilliant!"

Nominated for 5 Oscars - Best Cinematography, Best Art Direction, Best Music (Erich Wolfgang Korngold), Best Sound and Best Special Effects.

Tagline - Elizabeth I's love for the Earl of Essex threatens to destroy her kingdom.

IMDB rating 7.0


Virginia City (1940)
Virginia City (1940)

Virginia City (1940) Directed by Michael Curtiz. 121mins.

Errol Flynn - Kerry Bradford
Miriam Hopkins - Julia Hayne
Randolph Scott - Vance Irby
Humphrey Bogart - John Murrell

Also starring Frank McHugh, Douglass Dumbrille and Alan Hale.

Miriam Hopkins replaced Olivia De Havilland who was probably busy making another film.

Tagline - Go West!...to Virginia City...for excitement, for adventure, for primitive romance!!!

IMDB rating 6.7

The Sea Hawk (1940) Belgian poster
The Sea Hawk (1940) Belgian poster
The Sea Hawk (1940)
The Sea Hawk (1940)

The Sea Hawk (1940) Directed by Michael Curtiz. 127mins.

Errol Flynn - Geoffrey Thorpe
Brenda Marshall - Dona Maria
Claude Rains - Don José Alvarez de Cordoba

Also starring Donald Crisp, Alan Hale, Henry Daniell and Flora Robson as Queen Elizabeth.

One of Hollywood's greatest swashbucklers, a crying shame it wasn't filmed in glorious Technicolor.

Only the title of Rafael Sabatini's 1915 novel was used, the plot was based on Seton Miller's story "Beggars of the Sea".

Nominated for 4 Oscars - Best Music (Erich Wolfgang Korngold), Best Art Direction, Best Sound and Best Special Effects.

Tagline - Dashing...romantic...Errol Flynn at his thrilling best!

IMDB rating 7.7

Santa Fe Trail (1940)
Santa Fe Trail (1940)

Santa Fe Trail (1940) Directed by Michael Curtiz. 110mins.

Errol Flynn - Jeb Stuart
Olivia de Havilland - 'Kit Carson' Holliday

Also starring Raymond Massey, Ronald Reagan, Alan Hale and Van Heflin.

Raymond Massey plays abolitionist John Brown and would play him again in Seven Angry Men (1955).

Ronald Reagan plays George Armstrong Custer. Errol Flynn would famously play Custer a year later in They Died With Their Boots On.

Tagline - They carved a path through the wilderness... then paved it with bullets and lives!

IMDB rating 6.1

Dive Bomber (1941)
Dive Bomber (1941)

Dive Bomber (1941) Directed by Michael Curtiz. 132mins.

Errol Flynn - Doug Lee
Fred MacMurray - Joe Blake

Also starring Ralph Bellamy, Alexis Smith, Robert Armstrong and Regis Toomey.

Based on a story by Frank Wead who also wrote the screenplay.

The last of 12 Errol Flynn films directed by Michael Curtiz.

Oscar Nomination for Best Cinematography.

Tagline - Wings to the Wind...Eyes to the Skies!

IMDB rating 6.4

They Died With Their Boots On (1941) Spanish poster
They Died With Their Boots On (1941) Spanish poster
They Died With Their Boots On (1941)
They Died With Their Boots On (1941)

They Died With Their Boot On (1941) Directed by Raoul Walsh. 140mins.

Errol Flynn - George Armstrong Custer
Olivia de Havilland - Elizabeth Bacon

Also starring Arthur Kennedy, Charley Grapewin, Gene Lockhart, Stanley Ridges, Sydney Greenstreet and Anthony Quinn as Crazy Horse.

Loosely based on the life of General George Armstrong Custer and the massacre at the Little Big Horn where Custer and his 200 troops faced 2,500 Indian warriors.

Olivia de Havilland's 8th and final film with Errol Flynn.

One of the stunt riders died when he fell off his horse and impaled himself on his sword.

Tagline - The heroic saga of Custer's Last Stand!

IMDB rating 7.2

Desperate Journey (1942) Belgian poster
Desperate Journey (1942) Belgian poster
Desperate Journey (1942)
Desperate Journey (1942)

Desperate Journey (1942) Directed by Raoul Walsh. 107mins.

Errol Flynn - Flight Lt. Terrence Forbes
Ronald Reagan - Flying Officer Johnny Hammond

Also starring Nancy Coleman, Raymond Massey, Arthur Kennedy and Alan Hale.

Action-packed, very enjoyable (and far-fetched) WWII adventure.

The film ends with Flynn saying, "Now for Australia and a crack at those Japs!"

Oscar Nomination for Best Special Effects.

IMDB rating 6.7

Gentleman Jim (1942)
Gentleman Jim (1942)

Gentleman Jim (1942) Directed by Raoul Walsh. 104mins.

Errol Flynn - James J. Corbett
Alexis Smith - Victoria Ware

Also starring Jack Carson, Alan Hale, John Loder and Ward Bond as John L. Sullivan.

Based on "The Roar of the Crowd" the autobiography of heavyweight boxing champion James J. Corbett (1866-1933).

Tagline - The grandest story of the Naughty Nineties becomes the gayest picture of the Fighting Forties!

IMDB rating 7.6

Edge of Darkness (1943)
Edge of Darkness (1943)

Edge of Darkness (1943) Directed by Lewis Milestone. 119mins.

Errol Flynn - Gunnar Brogge
Ann Sheridan - Karen Stensgard

Also starring Walter Huston, Nancy Coleman, Judith Anderson, John Beal and Ruth Gordon.

Based on the novel of the same name by William Woods.

Set in Nazi-occupied Norway in 1942.

Tagline - A story incomparable of a people unconquerable.

IMDB rating 7.2

Northern Pursuit (1943)
Northern Pursuit (1943)


Northern Pursuit (1943) Directed by Raoul Walsh. 93mins.

Errol Flynn - Corporal Steve Wagner

Also starring Julie Bishop, Helmut Dantine, John Ridgely, Gene Lockhart and Tom Tully.

WWII adventure based on a story by Leslie White.

Tagline - A woman's lips set the frozen north aflame.

IMDB rating 6.5

Objective Burma! (1945) Belgian poster
Objective Burma! (1945) Belgian poster

Objective Burma! (1945) Directed by Raoul Walsh. 142mins.

Errol Flynn - Capt. Nelson

Also starring James Brown, William Prince, George Tobias, Henry Hull and Warner Anderson.

Epic war movie loosely based on events in the Burma Campaign in WWII.

The film was banned in Britain because of what was seen as the Americanization of a predominantly British and Australian campaign. It would be nearly 10 years before it was finally shown in the UK and with an onscreen disclaimer.

Nominated for 3 Oscars - Best Screenplay, Best Music (Max Steiner) and Best Film Editing.

IMDB rating 7.4

San Antonio (1945) Italian poster
San Antonio (1945) Italian poster

San Antonio (1945) Directed by David Butler. 109mins.

Errol Flynn - Clay Hardin
Alexis Smith - Jeanne Starr

Also starring S.Z. Sakall, Victor Francen, Florence Bates and John Litel.

Oddly enough this was the only Flynn western to receive Oscar recognition.

Nominated for 2 Oscars - Best Art Direction and Best Song.

Tagline - Strong Men . . . Brave Men . . . Real Americans - and their Women!

IMDB rating 6.2

Cry Wolf (1947)
Cry Wolf (1947)

Cry Wolf (1947) Directed by Peter Godfrey. 83mins.

Errol Flynn - Mark Caldwell
Barbara Stanwyck - Sandra Marshall

Also starring Geraldine Brooks, Richard Basehart, Jerome Cowan and John Ridgely.

Mystery drama based on a novel by Marjorie Carleton.

Tagline - The howl in the night is the voice of danger.

IMDB rating 6.3

Silver River (1948)
Silver River (1948)

Silver River (1948) Directed by Raoul Walsh. 110mins.

Errol Flynn - "Mike" McComb
Ann Sheridan - Georgia Moore

Also starring Thomas Mitchell, Bruce Bennett, Tom D'Andrea and Barton MacLane.

Western based on a novel by Stephen Longstreet.

IMDB rating 6.5

The Adventures of Don Juan (1948)
The Adventures of Don Juan (1948)

The Adventures of Don Juan (1948) Directed by Vincent Sherman. 110mins.

Errol Flynn - Don Juan de Marana
Viveca Lindfors - Queen Margaret
Robert Douglas - Duke de Lorca

Also starring Alan Hale, Romney Brent and Ann Rutherford.

One of Flynn's most enjoyable swashbucklers.

Errol Flynn's 13th and last film with his close friend Alan Hale, who died in 1950.

Max Steiner's fantastic main theme would be used again 40 years later in Richard Donner's The Goonies.

Oscar nominated for Best Art Direction, winning for Best Costume Design.

Tagline - History's Boldest Lover . . . Most Daring Swordsman!

IMDB rating 6.8

That Forsyte Woman (1949)
That Forsyte Woman (1949)

That Forsyte Woman (1949) Directed by Compton Bennett. 113mins.

Errol Flynn - Soames Forsyte
Greer Garson - Irene Forsyte

Also starring Walter Pidgeon, Robert Young, Janet Leigh and Harry Davenport.

Based on "The Man of Property" the first novel of The Forsyte Saga by John Galsworthy.

Oscar Nomination for Best Costume Design.

Tagline - To men she could be ice . . . or fire . . . or everything!

IMDB rating 6.4

Montana (1950)
Montana (1950)

Montana (1950) Directed by Ray Enright. 76mins.

Errol Flynn - Morgan Lane
Alexis Smith - Maria Singleton

Also starring S.Z. Sakall, Douglas Kennedy, James Brown and Ian MacDonald.

Gary Cooper was considered for the lead role.

"Montana Territory...1879...where the law was a gun and the men who drove the great herds up from Texas made the rules. They were hard men ...they had to be hard to keep alive"

IMDB rating 6.1

Rocky Mountain (1950)
Rocky Mountain (1950)


Rocky Mountain (1950) Directed by William Keighley. 83mins.

Errol Flynn - Capt. Lafe Barstow

Also starring Patrice Wymore, Scott Forbes, Guinn Williams, Dickie Jones and Slim Pickens.

Originally titled "Ghost Mountain".

Flynn's final western.

Slim Pickens film debut.

Tagline - Gun-violence echoes across the Dangerland of the West!

IMDB rating 6.7

Kim (1950)
Kim (1950)

Kim (1950) Directed by Victor Saville. 113mins.

Errol Flynn - Mahbub Ali "Red Beard"
Dean Stockwell - Kim

Also starring Paul Lukas, Robert Douglas, Thomas Gomez and Cecil Kellaway.

Popular adventure yarn set in India 1885.

Based on the novel by Rudyard Kipling, first published in 1901.

Cost $2m - Box Office $5.3m

Tagline - MGM Presents One Of The Year's Biggest!

IMDB rating 6.5

Mara Maru (1952)
Mara Maru (1952)


Mara Maru (1952) Directed by Gordon Douglas. 98mins.

Errol Flynn - Gregory Mason
Ruth Roman - Stella Callahan

Also starring Raymond Burr, Paul Picerni, Richard Webb and Dan Seymour.

Based on a story by Philip Yordan.

Flynn plays a deep sea diver searching for sunken treasure in the Philippines.

IMDB rating 6.1

Against All Flags (1952) UK poster
Against All Flags (1952) UK poster
Against All Flags (1952)
Against All Flags (1952)


Against All Flags (1952) Directed by George Sherman. 83mins.

Errol Flynn - Brian Hawke
Maureen O'Hara - Prudence Stevens
Anthony Quinn - Roc Brasiliano

Also starring Alice Kelley, Mildred Natwick and Robert Warwick.

Enjoyable swashbuckler but far from Flynn's best.

Tagline - He ravished the pirate port of Madagascar to steal the love of its Corsair Queen!

IMDB rating 6.6

The Master of Ballantrae (1953)
The Master of Ballantrae (1953)


The Master of Ballantrae (1953) Directed by William Keighley. 90mins.

Errol Flynn - Jamie Durie
Roger Livesey - Col. Francis Burke

Also starring Anthony Steel, Beatrice Campbell, Yvonne Furneaux and Felix Aylmer.

Based on the novel by Robert Louis Stevenson, first published in 1889.

The working title of the film was "The Sea Rogue".

Set in Scotland 1745.

IMDB rating 6.4

The Dark Avenger (1955)
The Dark Avenger (1955)

The Dark Avenger (1955) aka The Warriors. Directed by Henry Levin. 85mins.

Errol Flynn - Prince Edward
Joanne Dru - Lady Joan Holland
Peter Finch - Comte De Ville

Also starring Yvonne Furneaux, Patrick Holt and Michael Hordern.

Flynn's last swashbuckler.

The working title was "The Black Prince".

Christopher Lee, uncredited, has a duel with Flynn in one scene.

IMDB rating 6.1

The Sun Also Rises (1957) Belgian poster
The Sun Also Rises (1957) Belgian poster
The Sun Also Rises (1957)
The Sun Also Rises (1957)

The Sun Also Rises (1957) Directed by Henry King. 130mins.

Tyrone Power - Jake Barnes
Ava Gardner - Lady Brett Ashley
Mel Ferrer - Robert Cohn
Errol Flynn - Mike Campbell
Eddie Albert - Bill Gorton

Also starring Gregory Ratoff, Henry Daniell and Robert Evans.

Based on the novel by Ernest Hemingway, published in 1926.

The film was poorly received by critics who complained that the disillusioned young American expatriates of the novel were played by tired and haggard middle aged actors

The use of the word "impotent" caused a few problems with the U.S. censor but was ultimately left in the film.

IMDB rating 6.3

The Roots of Heaven (1958)
The Roots of Heaven (1958)

The Roots of Heaven (1958) Directed by John Huston. 121mins.

Errol Flynn - Major Forsythe

Also starring Juliette Greco, Trevor Howard, Eddie Albert, Orson Welles, Paul Lukas and Herbert Lom.

Based on the award winning novel by Romain Gary, published in 1956.

The location - French Equatorial Africa.

William Holden was originally considered for the Trevor Howard role, which was meant to be the lead role, when Holden declined the part, Errol Flynn was given top billing.

IMDB rating 6.3

(Errol Flynn would make one final film before his untimely death - Cuban Rebel Girls (1959) Directed by Barry Mahon. 68mins. IMDB rating 2.4)

The Sea Hawk (1940) Publicity still
The Sea Hawk (1940) Publicity still

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Comments 8 comments

Cogerson profile image

Cogerson 3 years ago from Virginia

When I wrote my Errol Flynn hub 7 months ago(wow time goes by fast) I had only seen 2 Flynn movies....my hub got me motivated to watch many of his movies....so I feel I am pretty much a Flynn fan now.

My thoughts will checking out your hub....(1) I have seen 19 of the movies in your hub (2) While watching Captain Blood .....Orlando Bloom and Keira Knightley kept popping into my mind when I saw the scenes with Olivia D. and Flynn (3) Robin Hood on blu-ray is a worth an upgrade (4) I know Bette Davis hated working with Flynn on Privates Lives of Elizabeth and Essex but I thought they made a great screen couple (5) The Sea Hawk is my favorite Errol Flynn movie...even bumping Robin Hood down a few notches. (6 ) Santa Fe Trial is one of the ones left on my Flynn movies to watch (7) They Died With Their Boots On is another favorite....although I am not sure it is very accurate with the portrayal of General Custer (8) Alan Hale steals the show playing Flynn's father in Gentleman Jim (9) I was disappointed in Operation Burma (10) The last Flynn movie I have seen was Kim....and he has a very small part in that one...still surprised how he got top billing in that one.

After reading many things about his personal life and his lifestyle...I think it can be safely said that Errol Flynn was the first ever rock star. Voted up and interesting and I shared this hub on TheErrolFlynnBlog as I know they will find it very interesting as well.


Steve Lensman profile image

Steve Lensman 3 years ago from London, England Author

Thanks Bruce, appreciate the comment, trivia, info, observation, anecdote, share and votes! phew!

You've seen 19 Errol Flynn movies? I'd say you're a fan, even Flynn himself hasn't seen that many and he made them!

Btw if Flynn were around today and saw your comment he might object to the words "and he has a very small part" from what I've read he was quite a swordsman. [wink]

Thanks as ever for posting!


Mhatter99 profile image

Mhatter99 3 years ago from San Francisco

Thank you for this.


Steve Lensman profile image

Steve Lensman 3 years ago from London, England Author

Thanks for commenting Mhatter99, always appreciated amigo.


UnnamedHarald profile image

UnnamedHarald 3 years ago from Cedar Rapids, Iowa

Wow, I never knew there were so many Errol Flynn movies I hadn't seen-- especially the later ones. I'll have to keep my eye out for Edge of Darkness, just because there are few war movies based on Norway. I would hesitate to say that any of old Errol's movies are historically accurate, though. Action-Adventure, Old Hollywood Style!


Steve Lensman profile image

Steve Lensman 3 years ago from London, England Author

Thanks David, appreciate the comment. Old Hollywood movies were rarely historically accurate but they were entertaining. Someone should write a book on historical and biographical goofs in the movies.


Jim Turiello 3 years ago

If you go to Bear Manor Media, Amazon,or Abe Books you will find my book about Errol. The book is ErrolFlynn:The Quest for an Oscar. It evaluates Errol Flynn the actor and why he most definitely should have received an Oscar. It contains over 200 rare photographs and has received rave reviews on the Bear Manor site. I know you will enjoy this account of Hollywood's most dynamic star. Thanks and let me know what you think.


Steve Lensman profile image

Steve Lensman 3 years ago from London, England Author

Thanks for the info Jim Turiello and congrats on the book, looks like an interesting read.

Have to admit I thought Flynn didn't much care for Oscars. I do remember reading that he was told he was Oscar nominated for The Sun Also Rises but someone else was nominated instead?

Maybe he was on the shortlist of actors up for a supporting actor nomination that year and someone found out about it.

Looking at my database I own 2 books on Errol Flynn, his autobiography "My Wicked Wicked Ways" and "The Films of Errol Flynn" published by Citadel Press in 1969.

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