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Pineapple Upside-Down Sugar Cookies : Tropical Twist on a Classic Treat

These pineapple upside-down sugar cookies bring sweet island vibes to your dessert table! With a soft sugar cookie base, caramelized crushed pineapple, and a cherry on top, they’re a fun twist on the beloved retro cake. Perfect for summer gatherings, potlucks, or whenever you want a cheerful, fruity cookie that’s as cute as it is delicious.

Ingredients

Scale

1½ cups all-purpose flour

½ tsp baking soda

¼ tsp salt

½ cup unsalted butter, softened

1 cup granulated sugar

1 large egg

1 tsp vanilla extract

¼ cup crushed pineapple (drained)

½ cup light brown sugar (packed)

12 maraschino cherries (or pineapple rings for topping)

Instructions

Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.

In a medium bowl, whisk together flour, baking soda, and salt. Set aside.

In a large bowl, beat softened butter and sugar until creamy. Add egg and vanilla; mix until smooth.

Gradually stir in the dry ingredients to form a soft dough.

Scoop 1 tbsp-sized portions, roll into balls, and place on the baking sheet.

Mix brown sugar with crushed pineapple. Spoon a little on top of each dough ball.

Gently press a maraschino cherry (or small pineapple ring) into the center.

Bake for 12–15 minutes, or until edges are golden.

Let cool on the pan a few minutes before moving to a wire rack.

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