Film: Captain Blood (1935)
Stars: Errol Flynn, Olivia de Havilland, Lionel Atwill, Basil Rathbone, Ross Alexander
Director: Michael Curtiz
Oscar History: 2 nominations (Best Picture, Sound Recording)...at least in terms of official nominations. In reality, because of write-in awards, Captain Blood is usually regarded as having been nominated for Best Director, Adapted Screenplay, and Score (and nearly won the first two) because Warner's block voting allowed people to write in names that weren't actually nominated, so when we finally reach the 1935 OVP I'll have to make a judgment call on what to include...but only Best Picture & Sound are recognized by the Academy as official nominations.
Snap Judgment Ranking: 4/5 stars
Each month, as part of our 2026 Saturdays with the Stars series, we are looking at the men & women who created the Boom!-Pow!-Bang! action films that would come to dominate the Blockbuster Era of cinema. This month, our focus is on Errol Flynn: click here to learn more about Mr. Flynn (and why I picked him), and click here for other Saturdays with the Stars articles.
With some of the stars we've profiled in the past seven seasons, I've had a bit more time to really reflect on their careers and in some cases their careers were traditional enough that it was mostly just talking about that week's movie. That...will not be the case with Errol Flynn, whose gigantic personal life is worthy of multiple biographies, and you can't really get to all of it in four articles. So we'll break it up into four sections: his early career (and partnership with Olivia de Havilland), his peak stardom (and the juxtaposition between his big screen & real life personas), the sex scandal that dramatically changed his career (and changed in many ways the way that we talk about Hollywood scandal), and the bizarrely long list of things that were discovered about Flynn after his death, most of which is allegation since Flynn himself wasn't able to commentate on it.
(Spoilers Ahead) If you're going to talk about Errol Flynn's early stardom, you can't really do it without talking about Captain Blood, the 1935 film from Warner Brothers that turned him into a household name. The film, seeing it for the first time (one of an increasingly small list of Best Picture nominees I've never caught before), is glorious. It's a story about a young doctor named Peter Blood (Flynn), sold into slavery but bought by a clearly smitten woman named Arabella (de Havilland), and how he slowly works his way up in the ranks, specifically by treating the governor's gout. In a bid to escape his bondage, he turns into a pirate (but an ethical one!), and storms the Caribbean, eventually finding Arabella captive (and buying her, thus paying his debt), before eventually, thanks to some honorable help to the English army, becoming governor himself, and wedded to Arabella.
The movie is silly, and it's a bit too dry in parts (when it wants to make sure you know that Peter is a fan of social justice, as this is a Warner Brothers movie), but you won't care for two reasons. One, the production is scrumptious-gorgeous ships filled with detail, and special effects you kind of can't believe. It's hard not to watch this and think of not just the Pirates of the Caribbean move, but also the Pirates of the Caribbean ride at Disneyland, as it uses many of the same motifs, particularly the battle scene. If you're a Disney adult, this needs to be added to your list as you won't regret it.
The other is that Flynn and de Havilland are divine together. At the time they were not famous. De Havilland was only 19, and Flynn (despite some bit work in film & theater) had not struck it big yet. But their chemistry is palpable, and they're both so freaking gorgeous. That's the thing with Flynn-save for maybe Buster Crabbe, he was (by modern beauty conventions) possibly the sexiest man in movies, and he looks it, even with a ridiculously hideous haircut. You see Olivia de Havilland swoon over him, and you swoon over him too.
And that was what audiences in the 1930's did-they demanded more of Errol & Olivia. Both actors have been pretty forthright that there was a romantic attraction to each other, but that they did not consummate the relationship. At the time, Flynn was married to Lila Damita (who, proving how incestuous Old Hollywood was, had just finished an affair with Captain Blood director Michael Curtiz), and de Havilland (whose later Hollywood conquests would include Jimmy Stewart and a tortured affair with John Huston) was about to become one of the many flames of Howard Hughes. But their professional relationship would create one of the most important duos of the Classical Hollywood era, starring together in eight films between 1935 and 1941, after which Flynn would encounter unfathomable scandal and de Havilland would become a pioneer against the studio system. But when they were on, they were undeniable. And in the best-regarded of their movies, The Adventures of Robin Hood, they created one of the most enchanting films ever made.

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