01 - Add vanilla ice cream, whole milk, peppermint extract, fresh mint leaves if using, and granulated sugar to blender container.
02 - Blend on high speed until completely smooth and creamy, approximately 30-60 seconds, ensuring mint leaves are fully incorporated.
03 - Taste the blended mixture and add additional sugar or peppermint extract as needed to achieve desired sweetness and mint intensity.
04 - Pour the mint milkshake evenly into two chilled glasses, filling to approximately 1/2 inch from rim to allow space for toppings.
05 - Top each glass with a generous swirl of whipped cream and place one maraschino cherry on the whipped cream peak.
06 - Insert straws into glasses and serve right away while milkshake remains thick and cold for optimal texture.