A refreshing twist on a classic sidecar: smooth bourbon shaken with fresh grapefruit juice, orange liqueur, and a touch of simple syrup. Bright, lightly tart, and perfectly balanced.
Chill a coupe glass in the freezer for a few minutes.
Fill a cocktail shaker halfway with ice.
Add bourbon, fresh grapefruit juice, orange liqueur, and simple syrup. Add bitters if using.
Shake hard for about 15 seconds until the shaker is frosty.
Strain into the chilled coupe glass.
Garnish with a thin grapefruit slice or a twist of grapefruit zest. Serve immediately.
Notes
Fresh grapefruit juice keeps the flavors bright. Adjust sweetness by tweaking the simple syrup; honey syrup adds a richer note. Optional: rim the glass with sugar and grapefruit zest or add a splash of club soda for a lighter spritz.