Upside Down Pineapple Martini Recipe

Add grenadine to glass

Pour 0.25 oz grenadine into the bottom of a chilled martini (coupe) glass. Tilt the glass slightly so the grenadine spreads a thin, even layer across the base — this will create the signature 'upside down' color effect when the cocktail is poured.

Optional: If you like a slightly sticky rim, rub the pineapple slice around the rim of the glass and dip lightly into sugar before placing the glass aside to chill.

Combine and chill

Fill a cocktail shaker with 1 cup of ice. Add 2 oz Stoli vanilla vodka and 3 oz pineapple juice to the shaker.

Shake

Seal the shaker and shake vigorously for 10–15 seconds until the outside of the shaker is cold and the mixture is well chilled and slightly diluted.

Strain

Using a fine strainer or the shaker's built-in strainer, strain the chilled cocktail gently into the prepared martini/coupe glass over the layer of grenadine. Pour slowly and centrally so the pineapple-vodka mixture sits above the grenadine, letting the heavier grenadine stay at the bottom and create the 'upside down' gradient.

For a stronger visual effect, drizzle the remaining 0.25 oz grenadine very slowly down the inside edge of the glass so it sinks and trails toward the bottom.

Garnish the rim with a fresh pineapple wedge and drop a maraschino cherry into the drink. Serve immediately.