Step-by-Step Method

Prepare the Ingredients: Start by gathering all your ingredients. Fresh lemon juice is key here for a bright flavor, so if you have lemons, juice them right before mixing.

Mix the Ingredients: In a cocktail shaker, combine the bourbon, fresh lemon juice, simple syrup, and vanilla extract. If you’re using a vanilla bean, scrape the seeds into the shaker.

Add Ice: Fill the shaker with ice cubes. This will chill the cocktail and dilute it slightly, which is essential for balancing the flavors.

Shake It Up: Secure the lid on the shaker and shake vigorously for about 15-20 seconds. This action not only chills the mixture but also helps incorporate the vanilla flavor throughout.

Strain and Serve: Using a strainer, pour the mixture into a glass filled with fresh ice. For a smoother presentation, you can serve it straight up in a coupe glass.

Garnish: Add a lemon wheel or a cherry on top for that finishing touch.

Variations

Sweetness Adjustment: You can adjust the sweetness by adding more or less simple syrup based on your preference.

Flavor Infusion: For a more complex flavor, consider infusing the simple syrup with herbs like rosemary or thyme.

Substitutions for Dietary Needs:

For a lower-calorie version: Use a sugar substitute in place of simple syrup.

For a non-alcoholic option: Substitute the bourbon with a non-alcoholic whiskey or a combination of apple cider and a splash of vanilla extract.