These are mostly older films of the swashbuckler category:
Captain Kidd (1945) - This pirate classic is now in public domain. For all the hoopla Johnny Depp gets for the "Pirates of the Caribbean" series, he is no Charles Laughton, who just oozes Willaim Kidd. Yes this movie has its failures; Randolph Scott is almost camoflage on the deck of a ship because he is so wooden in his portrayal of he lead, etc., (although John Carradine is fun as a Orange Povey). Laughton is just so much fun as Kidd; a pirate captain trying to pass himself off as a gentleman. Even down to the last line (spoiler alert for those who do not know Kidd's demise) he is ready to be hung on the gallows at Portsmouth. A man in the crowd offers to buy a piece of the rope from the hangman. Kidd replies, "Save your money, me lads. You can have it all for nothing if you'll only step up here and wear it!" Awesome.
Buccaneer's Girl (1951) - This is a pirate musical from Freddie "Bedtime for Bonzo" de Cordova. This all should be a steaming pile of dung, but this works as a bunch of watchable fun primarily because of Yvonne de Carlo. She is energetic without being annoying. Oh, and de Carlo was a total babe.
Treasure Island (1950) - IMHO, the Disney version is the best (the worst is the Eddie Izzard abomination from 2012). Again, there are problems with this version (I wish Disney would restore this and use some of its awesome tech to day-for-night scenes), but the story is well in the hands of Robert Newton. For my money, Newton was the best and only Long John Silver. This movie was hard to watch after seeing the documentary Crumb (just see Crumb, and you will know why). However, I have added it back in rotation when available.
While on the Robert Newton kick, I would add Long John Silver (1954). Not as polished as the original, but still has Newton in his signature role. As Judge Eric Harper noted in his review, Newton overacts his part, but he does it well.
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