In a shaker, muddle 1 orange slice, 1 fresh pineapple stick and 2 brandied cherries.
Fill with ice, add 2 ounces of Blanton's Original Bourbon, 1/2 ounce of maraschino liqueur, 3/4 ounce of fresh lemon juice and 1/2 ounce of simple syrup (1 part sugar to 1 part water).
Shake well and strain into a rocks glass filled with ice.
Garnish with 1 orange slice, 1 pineapple stick and a fresh cherry.