Sadie Hawkins Sling Recipe

By
Maggie Hoffman
Maggie Hoffman is a contributing writer at Serious Eats.
Maggie Hoffman
Maggie Hoffman is a longtime food and drink expert whose recipes and cocktail-making tips can be found on her newsletters What to Drink and The Dinner Plan. She is the author of  The One-Bottle Cocktail and Batch Cocktails, both published by Ten Speed Press.
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Updated April 04, 2025
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Photograph: Jessica Leibowitz

You'll have to ask someone to share this one with you—it's definitely big enough for two people. As silly as it looks, served in a pineapple with bendy straws, this cocktail from JBird in New York is a serious drink, refreshing but spicy and complex.

Recipe Details

Sadie Hawkins Sling Recipe

Prep 10 mins
Cook 5 mins
Active 10 mins
Freezing Time 8 hrs
Total 8 hrs 15 mins
Serves 2 servings
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Ingredients

For the demerara syrup:

  • 1 cup demerara sugar

  • 1/2 cup water

For the cocktail:

  • 1 pineapple

  • Ice

  • 2 dashes Bittermen's Tiki bitters

  • 1/2 ounce demerara syrup

  • 3/4 ounce John D. Taylor's Falernum

  • 3/4 ounce pear brandy

  • 1/2 ounce Rothman & Winter Orchard Apricot Liqueur

  • 1 ounce freshly squeezed lemon juice

  • 2 ounces pineapple juice

  • 4 ounces Buffalo Trace Bourbon

  • Crushed Ice

  • Garnish: pineapple leaves, orange slices, bendy straws, umbrella

Directions

  1. Core pineapple (leaving a few inches of fruit at the bottom to make an oversize vessel.) Freeze overnight in a Ziploc bag.

  2. To make demerara syrup: heat sugar with water over low in a small saucepan, stirring to dissolve. Let cool. Keep refrigerated.

  3. To make cocktail: Put a small amount of ice in a cocktail shaker, add bitters, demerara syrup, falernum, pear brandy, apricot liqueur, lemon juice, pineapple juice, and bourbon. Shake and strain into the cored and frozen pineapple. Add crushed ice, stir with a swizzle stick or long spoon. Add more crushed ice, garnish as desired.

Nutrition Facts (per serving)
332 Calories
0g Fat
35g Carbs
1g Protein
×
Nutrition Facts
Servings: 2
Amount per serving
Calories 332
% Daily Value*
Total Fat 0g 0%
Saturated Fat 0g 0%
Cholesterol 0mg 0%
Sodium 9mg 0%
Total Carbohydrate 35g 13%
Dietary Fiber 3g 9%
Total Sugars 26g
Protein 1g
Vitamin C 77mg 384%
Calcium 29mg 2%
Iron 1mg 3%
Potassium 303mg 6%
*The % Daily Value (DV) tells you how much a nutrient in a food serving contributes to a daily diet. 2,000 calories a day is used for general nutrition advice.
(Nutrition information is calculated using an ingredient database and should be considered an estimate.)

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