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A bourbon basil smash is a fun and refreshing drink for the South's hottest seasons. Basil adds a refreshing herbal note to this bourbon cocktail.
Bring sugar, water, and 1/2 cup of the basil to a boil over medium, and boil until sugar dissolves, about 2 minutes. Remove from heat, and let cool completely, about 30 minutes. Pour basil simple syrup through a fine mesh strainer into a small heatproof container, discarding leaves. Syrup can be kept, refrigerated in an airtight container, for up to 1 month.
Muddle remaining 8 basil leaves in bottom of a cocktail shaker using a muddler. Add 1/2 cup ice to cocktail shaker with bourbon, lemon juice, and 3 tablespoons basil simple syrup (Reserve remaining syrup for another use). Shake vigorously until chilled, about 30 seconds. Fill 2 lowball glasses with additional ice. Pour cocktail through fine mesh strainer evenly into glasses, and garnish each with a basil sprig and lemon slice.