Bold Venture (1959)

Salty seadog Slate Shannon (Bogart) owns a Cuban hotel, Shannon's Place, 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.