Combine the ice cream, coffee, instant coffee, vanilla extract and milk in a blender. Blend until smooth.
Squeeze the chocolate syrup around the edge of the inside of a cup and let drip down.
Pour in the milkshake.
Top with whipped cream, chocolate syrup and a pinch of coffee grinds.
Recipe Notes
Prefer a thinner milkshake? Add more milk or coffee, depending on how strong you want the coffee flavor. Skip the chocolate syrup if you'd prefer more of the vanilla flavor.