Longtime Club members might remember this one from the beta test month I ran back in August of 2020, wherein this drink was called The Tall Man from Havana. It has since become a Gigantic classic, where it began traveling under the name Havana Moon (named for the Chuck Berry song). The inspiration was the “Sloppy Joe’s,” the bar’s eponymous drink that combined brandy, port, pineapple, grenadine, and Curaçao. A very good example of the pre-tiki tropical genre.

The Mary Pickford appears in the Sloppy Joe’s books–a mix of rum, grenadine, pineapple, and maraschino liqueur. I took that inspiration, subbed crème de cacao in for the maraschino, added lime for acid, and a small measure of Cognac for vanilla and dried fruit notes. Pickford was a movie star, director and producer; I named this after her little sister, Charlotte, who was also an actor.