This Black Cherry Manhattan takes the classic bourbon and sweet vermouth build and finishes it with a homemade maple black cherry syrup for a deeper, richer sip.
Combine the cherries, sugar, vanilla, maple syrup, and water in a small saucepan. Bring to a simmer over medium-low heat and cook 5 to 7 minutes, until slightly thickened.
Remove from heat and mash the cherries gently with a fork. Strain through a fine sieve into a clean container and cool completely.
Add the bourbon, sweet vermouth, and bitters to a cocktail shaker with ice. Shake lightly and strain over fresh ice into 4 rocks glasses.
Float about 1 ounce of the cooled cherry syrup over each drink. Express an orange twist over the surface, drop it in, and garnish with a black cherry.
Notes
To make these individually: 2 oz bourbon, 1 oz sweet vermouth, and 2 to 3 dashes bitters per drink.
Leftover syrup keeps sealed in the refrigerator for about 2 weeks.