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CHARRED CINNAMON PINEAPPLE OLD FASHIONED

Sana Umer
This charred cinnamon pineapple old fashioned blends smoky caramelized pineapple with warm cinnamon and smooth whiskey. The result is a rich, aromatic cocktail perfect for cozy evenings, holiday gatherings, or whenever you want a flavorful twist on a classic drink.
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Prep Time 10 minutes
Cook Time 5 minutes
Total Time 5 minutes
Course Drinks
Cuisine American
Servings 1 drink
Calories 165 kcal

Ingredients
  

For the Charred Pineapple:

  • 2 pineapple rings
  • 1 teaspoon brown sugar optional

For the Cocktail:

  • 2 oz bourbon or whiskey
  • ½ oz pineapple juice
  • ¼ oz simple syrup
  • 2 –3 dashes bitters
  • 1 cinnamon stick for garnish
  • Charred pineapple pieces
  • Ice

Instructions
 

Char the Pineapple:

  • Sprinkle pineapple with brown sugar if using. Sear in a hot skillet or grill until caramelized and lightly charred on both sides.

Muddle:

  • In a glass, muddle one piece of charred pineapple with simple syrup and bitters.

Build the Drink:

  • Add whiskey, pineapple juice, and ice. Stir until chilled.

Garnish:

  • Add another charred pineapple piece and a cinnamon stick. Serve immediately.

Notes

  • Extra Smoky Flavor:
    Char pineapple longer for deeper caramelization.
  • Holiday Touch:
    Add a splash of ginger syrup for a warm seasonal twist.
  • Stronger Version:
    Use less simple syrup and more bitters for a classic-style old fashioned.
  • Serving Suggestions:
    Perfect for winter nights, celebrations, or pairing with dessert.
  • Storage:
    Best served fresh; pineapple can be charred ahead and refrigerated up to 2 days.
Keyword charred pineapple cocktail, cinnamon cocktail, holiday cocktails, old fashioned twist, pineapple old fashioned, whiskey drink