Print

Delicious Pineapple Upside‑Down Sugar Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star

No reviews

These Pineapple Upside‑Down Sugar Cookies transform the nostalgic flavor of pineapple upside-down cake into soft, handheld sugar cookies with tropical charm and a delightful pineapple topping.

Ingredients

2 cups all-purpose flour

1 teaspoon baking powder

1/4 teaspoon salt

3/4 cup unsalted butter, softened

1 cup granulated sugar (plus extra for rolling)

1 large egg

1 teaspoon vanilla extract

1/2 cup pineapple jam or crushed pineapple (well drained)

Optional: small pineapple slices or rings for garnish

Optional: sanding sugar for rolling

Instructions

  1. Preheat oven to 350°F (175°C) and line baking sheets with parchment paper.
  2. Cream softened butter and granulated sugar together until light and fluffy.
  3. Beat in the egg and vanilla extract until well combined.
  4. In a separate bowl, whisk together flour, baking powder, and salt.
  5. Gradually mix dry ingredients into the wet mixture until a smooth dough forms.
  6. Chill the dough in the refrigerator for 30 minutes.
  7. Scoop about 1½ tablespoons of dough per cookie, roll in sugar, and place on the prepared baking sheets.
  8. Gently press down each dough ball and top with a small dollop of pineapple jam or a slice of pineapple.
  9. Bake for 10–12 minutes, or until edges begin to turn golden.
  10. Allow cookies to cool on the sheet for a few minutes before transferring to a wire rack to cool completely.

Notes

Chill dough to prevent cookies from spreading too much.

Drain crushed pineapple thoroughly if using instead of jam.

Top with a cherry for a retro look.

Sprinkle coarse sugar for added texture.

Drizzle with cream cheese glaze for extra sweetness.

Nutrition