Add all ingredients except the club soda to a shaker with ice and shake.
Fine-strain into a rocks glass over fresh ice.
Top with a splash of club soda.
Garnish with a lemon wheel.
*Caramelized Pineapple SyrupINGREDIENTS:
2 to 4 tbsp Butter
1 pineapple, peeled, cored and sliced into half-inch wheels
4 oz Sailor Jerry Rum
3 L (about 12.5 cups) Organic sugar
1.25 L (about 42 oz) Pineapple juice
PROCEDURE: Melt the butter in a large, heavy-bottomed saucepan over medium heat. Add the pineapple slices and cook, turning occasionally, until darkly caramelized (10 to 15 minutes). Deglaze the pan with the rum. Add the sugar and stir vigorously until it melts into a bubbling mass. Slowly add the pineapple juice and stir to incorporate. Remove from the heat and let cool. Strain, puree the fruit and stir back into the liquid.