Pre-chill an old-fashioned glass in the freezer or by filling it with ice water while you prepare the drink.
Combine the bourbon, cherry liqueur, Luxardo Maraschino liqueur, and orange bitters in a mixing glass.
Fill the mixing glass with ice and stir for approximately 30 seconds until well chilled and properly diluted.
Discard the ice from the old-fashioned glass and place one large ice cube or a chunk of block ice inside.
Strain the cocktail over the ice into the prepared glass.
Cut a wide strip of orange zest, hold it skin-side down over the glass, and express the oils over the surface of the drink, then discard the peel.
Garnish with a skewered Luxardo Maraschino cherry and serve.
The small measure of Luxardo Maraschino alongside the cherry liqueur is the key to this drink's depth - the maraschino adds a dry, nutty counterpoint that prevents the cherry from reading as one-dimensional or cloying. Don't skip it.
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