The Perfect Bluegrass Stiletto. A Twist on the Forgotten Bourbon Cocktail
Looking to add a little sass to your next gathering? Look no further than the Bluegrass Stiletto! It’s a deliciously smooth concoction that’s easy to make and guaranteed to impress guests who love Bourbon.
The original Stiletto cocktail might not have the legendary status of some other drinks, but it definitely has its own charm. While its origins are a bit fuzzy, it popped up in the mid-20th-century cocktail scene. Picture it: sleek bars, low lighting, and the clinking of glasses as people enjoy this tasty drink. The Bluegrass Stiletto is a twist on the legendary drink with the addition of Luxardo. Luxardo adds a hint of cherry flavor, balancing the amaretto’s sweetness.

What’s great about the Bluegrass Stiletto is its ingredients. It has the warm kick of Bourbon, a slight nuttiness of amaretto, and a hint of cherry flavor from the Luxardo. This is a bold-tasting cocktail with no added sweetness. Add a teaspoon of black cherry syrup to the cocktail if you prefer a bit more sweetness.
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Bluegrass Stiletto Ingredients

- Bourbon
- Amaretto
- Lemon Juice (approximately 1/2 lemon)
- Bitters
- Luxardo
- Black Amarena Cocktail Cherries and a slice of lemon for garnish – Optional
Tips
Use good quality spirits. The better the ingredients, the better your cocktail will taste.
This cocktail is not sweet. If you prefer a sweeter cocktail, add 1/2 ounce of simple syrup.
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How to make the Bluegrass Stiletto
Fill a cocktail shaker half full of ice.
Pour in the Bourbon, Amaretto, Luxardo, bitters and lemon juice.
Shake the mixture vigorously for 15 seconds.
Pour the strained ingredients into a glass of ice.
Garnish with a Black Amarena Cocktail Cherry and a twist of lemon.
If you prefer a cocktail with just a touch of sweetness, add one teaspoon of cherry syrup from the jar of cherries to your bourbon cocktail after pouring the strained ingredients into the glass of ice. The cherry syrup will settle to the bottom, saving the sweetness to the finish.

This versatile cocktail can be enjoyed with various snacks. Keep it simple with salty nuts or popcorn, or get fancy with a cheese and charcuterie board.
Whether you’re shaking up drinks for a party or treating yourself after a long day, the Bluegrass Stiletto will surely hit the spot. It’s easy to make, a bold drink flavor, and guaranteed to make you feel slightly fancy. So why not give it a try? Cheers to good times and great drinks!
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The Perfect Bluegrass Stiletto. A Twist on the Forgotten Bourbon Cocktail
Equipment
Ingredients
- 2 Ounces Bourbon
- .5 Ounce Amaretto
- .5 Ounce Lemon Juice Approximately 1/2 lemon
- .5 Ounce Luxardo
- 2 Dashes Bitters
- Garnish with a Black Amarena Cocktail Cherry and Slice of Lemon
Instructions
- Fill a cocktail shaker half full of ice.
- Add the Bourbon, Amaretto, lemon juice, Luxardo, and bitters to the shaker and shake for 15 seconds.
- Pour the strained ingredients into a glass filled with ice.
- Garnish with a Black Amarena cocktail cherry and slice of lemon, optional.
If you’ve tried this, please leave a comment and rating below.