[1] It stars Kurt Russell as the eponymous sailor with a quirky personality and a checkered past, alongside Martin Short and Mary Kay Place who hire him to sail a yacht through the Caribbean.

Martin Harvey is a middle-aged office worker who lives in Chicago with his wife, Katherine, 16-year-old daughter, Caroline, and 11-year-old son, Ben.

When he learns his recently deceased uncle has bequeathed him a 60-foot yacht once owned by Clark Gable, he decides to take his family to the island of St. Pomme de Terre ("Saint Potato") to retrieve it so he can sell it.

Captain Ron takes Ben's money in a game of Monopoly, giving him beer to drink and charging him for it later, but shows loyalty to Martin, who he refers to as "Boss".

Captain Ron bargains for Martin's freedom by giving them a lift to the next island, and receiving some firearms in return to fight off pirates.

Martin decides to leave Captain Ron behind and they encounter pirates who steal the yacht, and are stuck floating in a raft.

The United States Coast Guard, responding to a distress call from Captain Ron, arrives and stops the pirates, creating a safe passage to Miami.

Noah Segan has cited the character of Captain Ron as an inspiration for his performance as Derol in the film Glass Onion: A Knives Out Mystery.