bourbon stiletto

I have a love of obscure, old-fashioned cocktails. They are so mysterious and have crazy names. Like this one. Joel started making this for us when we really got into drinking bourbon about 3 years ago. He just looked up bourbon drinks and made it randomly for us one night. 

The thing about vintage drinks… you won’t necessarily find them at a bar. I went out shortly after we started making this drink at home and got a very quizzical look from the bar tender. I told them what was in it and they made me one almost as good as we make at home. It’s a straightforward drink that’s hard to mess up. 

I like to call this version a “red stiletto” because of the added pickled rosemary cherry. Super fast happy hour at home! 

You just measure one the booze, add a little amaretto, and the juice of a lemon. 

red siletto


Add a couple ice cubes and the cherry garnish.

red stiletto sugar pickles 


I like to add a few drops of the pickling liquid from the cherries too. You could also add a rosemary sprig garnish! 

joel's red stiletto

Super tart, refreshing, and boozy! 

Red Stiletto Cocktail
Recipe Type: Cocktail
Author: Sugar Pickles
Prep time:
Total time:
Serves: 1
  • 2 ounces bourbon
  • 1 teaspoon Amaretto
  • 5 drops bitters
  • 1/2 cup fresh lemon juice
  1. Stir in a short glass and serve with ice.
  2. For a red stiletto, add a couple pickled rosemary cherries.