In a saucepan, combine the pitted cherries, water, and sugar. Bring to a boil over medium heat, stirring until the sugar dissolves.

Reduce heat and let it simmer for about 10 minutes until the cherries are soft.

Remove from heat and stir in the vanilla extract. Let it cool, then strain to remove solids.

In a glass, add ice cubes.

Pour in the chilled brewed coffee and milk.

Add the cherry vanilla syrup and stir well to combine.

Garnish with a few whole cherries if desired and serve immediately.