We Love Pirates Blogathon: Errol Flynn’s Pirate Films

Of course I’d pick the blogathon button with my boyfriend, Errol Flynn (This photo is from “The Sea Hawk”)

Ah Errol Flynn. My boyfriend, Errol Flynn. While proved himself an adept actor in dramas, comedies, sports films, adventure… He’s best known today for his swashbucklers. Many of Flynn’s swashbuckler films involved him wielding a sword, such as in Captain Blood, The Sea Hawk, The Adventures of Don Juan, Against All Flags, and his best-known film, The Adventures of Robin Hood. In Flynn’s films, he always played the rogue hero. A man who displayed massive amounts of bravado and heroism, but could also make women weak in the knees with one flash of his megawatt smile. Flynn could swagger into the room and cut the villain down to size with one cutting remark. He always played a charismatic leader, one whom others looked up to and wanted to support. In this article, I’m going to focus on Flynn’s pirate films, it is Pirate Week, after all.

Two great stars are born in “Captain Blood,” Errol Flynn & Olivia de Havilland

Captain Blood (1935). This film was Errol Flynn’s big break. While he’d appeared in two films prior to Captain Blood, in one film, he played a corpse (The Case of the Curious Bride) and in another (Don’t Bet on Blondes), he had the small role as a boyfriend–nothing that was going to catapult him into stardom. For ‘Blood,’ Warner Brothers had wanted to cast Robert Donat, but he turned the film down, fearing that it’d be too strenuous for his asthma. Finally, the studio settled on the unknown Australian, Errol Flynn, and cast him alongside the equally unknown, 19-year old Olivia de Havilland. This would prove to be a monumental film for both actors.

While I’m not in love with his hair, I would pay 10 pounds to have Errol Flynn be my slave.

In this film, Flynn plays the titular, Captain Peter Blood, a 17th century British doctor who is arrested and accused of treason against King James II after treating Lord Gilroy. The judge sentences him to death, but the King sees an opportunity for profit, and opts to transfer Peter and other rebellious men to the West Indies to be sold into slavery. After landing in Port Royal, the men are put up on the block to be sold to the wealthy landowners. When it’s Peter’s turn, he is purchased for 10 pounds by Arabella Bishop (Olivia de Havilland), the wealthy niece of the local military commander, Colonel Bishop. Arabella is charmed by Peter’s rebellious nature and let’s face it, he was the most attractive of all the slaves. Peter resents having been purchased like he was a piece of meat. To improve his situation, Arabella recommends Peter for the job of her uncle’s personal physician. It seems that Colonel Bishop suffers from the gout. The conflict of the film occurs when Peter puts together a plan for himself and his fellow slave men to escape. They do and thus begin their life of piracy.

Errol Flynn in a costume test for “The Sea Hawk.” He looks a little mangy, but I wouldn’t turn him down

The Sea Hawk (1941) In this pirate film, Flynn plays Captain Geoffrey Thorpe, a British subject of Queen Elizabeth I (Flora Robson). He and his crew capture a Spanish ship, helmed by the Spanish Ambassador, Don Alvarez (Claude Rains), who along with his daughter, Dona Maria (Brenda Marshall), were sent to Britain by King Phillip II of Spain, to quell Elizabeth I’s suspicions that he’s trying to put together an Armada Fleet. However, after Thorpe captures their ship, he takes Don and Dona to Britain with him. And because he’s ladykiller Errol Flynn, Thorpe wins the affections of Dona Maria by returning her jewelry that he and his crew had stolen. While Queen Elizabeth I doesn’t approve of Thorpe’s crew’s activities as it endangers Britain and Spain’s peace treaty, she hesitantly allows Thorpe to go forward with his plan to seize a Spanish Treasure Fleet.

See? Errol Flynn and his monkey. This really was Flynn’s pets. He loved all animals and had quite the menagerie at his home

At one point in the film Flynn and his crew are captured by the Spanish and made to work as slaves in the Galley. They are chained to each other and to the boat and forced to provide the ship’s power. Let me just get this out of the way: I am here for scantily-clad slave Errol Flynn. Of course, the men need to figure out a way to escape. Later, Flynn charms Queen Elizabeth I with his monkey (no, that’s not a euphemism. He really does have a monkey) and continues to woo Dona Maria. This is a really great film, probably Flynn’s best pirate film, in my opinion. I wish they’d cast a leading lady with a little more personality, as Brenda Marshall is a little bland, but over all, she is fine. Flora Robson is also much more effective as Queen Elizabeth I, than my personal Queen, Bette Davis. Yes, I said it.

Against All Flags (1952). This film features an older Errol Flynn. No he’s not has lithe as he was previously. He’s a little more haggard. He isn’t quite the same vivacious Errol Flynn of the past as his demons were quickly catching up with him; but because it’s Errol Flynn, he is still attractive and still has panache. In this film, Flynn plays Lieutenant Brian Hawke, who works aboard the British ship, The Monsoon. He volunteers for a dangerous mission to infiltrate the pirate’s base on the coast of Madagascar. He plans to pose as a deserter. When Hawke arrives at the pirates’ base, he immediately arouses suspicion in Captain Roc Brasillano (Anthony Quinn). Brasillano says that he will bring Hawke in front of a pirates’ council to decide his fate. If they don’t like him, he’ll be executed.

Maureen O’Hara and Errol Flynn in “Against All Flags”

At the same time, because it’s Errol Flynn, he’s attracted the attention of Spitfire Stevens (Maureen O’Hara), the only female pirate aboard ship. She is one of the Captains of the ship and inherited the position from her father. At the council, Hawke ends up dueling one of the pirates and winning. He’s invited to join the pirates on a tentative basis, as he still needs to prove his worth. At some point, after taking over another ship, another woman is taken on board. She becomes immediately smitten with Hawke, much to the chagrin of Spitfire, even though she pretends not to like Hawke. Eventually, because it’s Errol Flynn, he ends up in a love triangle with himself, Brasillano and Spitfire, with an offshoot of a small triangle between himself, the other woman, and Spitfire. Hawke himself has no interest in the other woman, he only has eyes for Spitfire.

This is a beautiful looking film. One cannot go wrong with Maureen O’Hara. She was also known for her pirate films. It is definitely a treat to have two major figures of Pirate Cinema: Flynn and O’Hara, in the same film.

Has anyone looked better in Technicolor than Maureen O’Hara? The woman in pink is the “other woman” who is in love with Flynn. We’ll just ignore whatever is going on with Flynn’s hair, and focus on his great costume!