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[[caption-width-right:300:''"Call me Cap'n Ron, Boss!"'']]
''Captain Ron'' is a 1992 comedy film directed by Thom Eberhardt, starring Creator/KurtRussell and Creator/MartinShort.
The film opens with Chicago businessman Martin Harvey (Short), and his family (wife Katherine, daughter Caroline, and son Benjamin), finding out that they've just inherited a vintage yacht that once belonged to Clark Gable. Upon arriving in San Pomme-De-Terre to claim it, the Harveys realize they need to hire someone to help them sail it to Miami so they can sell it. Unfortunately, that 'someone' turns out to be the bumbling, mischievous, [[EyepatchOfPower eyepatch]]-sporting rascal, Captain Ron (Russell). With his somewhat dubious nautical skills and excessively laid-back attitude, Captain Ron ends up taking the Harveys on a wild adventure around the Caribbean, and while he manages to charm the rest of the family along the way, he ends up causing some serious tension with Martin himself.
!!This film contains examples of:
* BigDamnHeroes: Both Captain Ron and [[spoiler: The United States Coast Guard]] toward the end.
* BilingualBonus: San Pomme-De-Terre translates to "Saint Potato" (a mix of [[GratuitousSpanish Spanish]] and [[GratuitousFrench French]]), and the name of the pirates' ship, "Albondiga", is [[GratuitousSpanish Spanish]] for "Meatball".
* BrattyTeenageDaughter: Caroline. First, she’s getting engaged to her boyfriend when not even out of high school (said boyfriend is practically tailor-made to be her parents’ worst nightmare), then she’s sneaking off with every boy she meets on every island they visit, coming back from one such adventure with a tattoo. She’s also uninterested in pulling her weight on the boat.
%%* BumblingDad: Martin.
* EyepatchOfPower: Captain Ron, though he's quite a departure from Kurt Russell's [[Film/EscapeFromNewYork other one-eyed role]].
* CloudCuckooLander: Captain Ron is a hard-drinking, womanizing, ex-Navy sailor-for-hire of questionable skill and judgment. Of course, he turns out to be right surprisingly often...
** When questioned about maritime right-of-way rules, he dismissively says, "Don't worry, they'll get outta the way." He learned this lesson from having previously been a helmsman on USS ''[[https://en.m.wikipedia.org/wiki/USS_Saratoga_(CV-60) Saratoga]]''. That their 40-foot sailboat is decidedly smaller than an aircraft carrier evidently hasn't occurred to him.
* MaleGaze: Captain Ron ''loves'' him some Katherine and Caroline...
--> '''Captain Ron:''' We're all gonna fuckin' die!
* RuthlessModernPirates: Martin, [[CallBack who had previously scoffed at the idea of pirates being a real thing]], suddenly regrets throwing all of Captain Ron's guns overboard.
* ShowerOfAwkward: When Captain Ron catches Martin and Katherine "playing 'hide-the-salami' in the shower." [[TheCloudcuckoolanderHasAPoint He rightly reminds them that the boat carries a finite supply of fresh water]].
* SpitTake: Benjamin, upon learning of his parent's shower antics.
* StripPoker: Ben learns the game from Captain Ron
--> '''Captain Ron:''' I didn't do it! I didn't do it, I swear!
* WalkingShirtlessScene: Not only does Captain Ron spend most of the movie without a shirt on, he even spends a couple of scenes wearing only a snug little Speedo, and another scene shows him in his underwear, a pair of itty-bitty briefs. Good thing he has the physique for it, [[BrainBleach otherwise]]...