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Rusty Southern Squeeze

Sidecar/New Orleans Sours & Riffs December 16, 2025

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A photo of the Rusty Southern Squeeze cocktail containing Savage & Cooke Cask Finished Bourbon, Drambuie Liqueur, Martini & Rossi Rosso Sweet Vermouth, Freshly squeezed orange juice in a Martini.

Other Ingredients

  • 1.00 fl oz Freshly squeezed orange juice

Directions

  • Add ice to cocktail shaker
  • Add all ingredients to shaker
  • Shake vigorously
  • Fine strain into chilled martini glass
  • Express orange zest twist over drink and drop into glass

Cocktail Description

Deep in Kentucky bourbon country, this smooth, citrus-spiked twist on the classic Rusty Nail was born, blending American whiskey tradition with bright Mediterranean sunshine.



The Rusty Southern Squeeze balances the robust caramel and vanilla notes of Buffalo Trace bourbon with the honey-sweet herbal complexity of Drambuie. Sweet vermouth adds depth with its subtle spice and botanical character, while fresh orange juice brightens everything with a zesty punch. You'll taste warm oak and honey up front, followed by citrus brightness and a lingering sweet finish that's neither cloying nor sharp.



Perfect for autumn evenings or as a sophisticated brunch cocktail, this drink bridges seasons with its balance of warming spirits and refreshing citrus. It's relatively easy to make—the most challenging part is juicing fresh oranges—but the payoff is worth it. The Rusty Southern Squeeze pairs beautifully with savory brunch dishes like eggs benedict, grilled pork with apple chutney, or aged cheeses with honey and nuts.

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