Salty seadog Slate Shannon (Bogart) owns a Cuban hotel sheltering an assortment of treasure hunters, revolutionaries and other shady characters. With his sidekick and ward, the sultry Sailor Duval (Bacall), tagging along, he encounters modern-day pirates and other tough situations while navigating the waters around Havana. Aboard his boat, the Bold Venture, Slate and Sailor experience "adventure, intrigue, mystery and romance in the sultry settings of tropical Havana and the mysterious islands of the Caribbean."

Calypso singer King Moses (Jester Hairston) provided musical bridges by threading plot situations into the lyrics of his songs. Music for the series was by David Rose.

The series combined elements of a number of past Bogart/Bacall film collaborations, most notably To Have and Have Not which also cast Bogart as a boat owner in the Caribbean who reluctantly becomes involved in intrigue while romancing Bacall. The relationship between Shannon and King Moses, and his ownership of an inn, is strongly reminiscent of the dynamic between Rick Blaine and Sam in Casablanca.

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