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Pineapple Upside Sugar Cookies Recipe

4.5 from 57 reviews

These Pineapple Upside Sugar Cookies are a delightful twist on classic sugar cookies, featuring a juicy pineapple ring atop each cookie for a tropical burst of flavor and an eye-catching presentation. Soft, buttery, and perfectly sweet, these cookies are easy to make and sure to impress at any gathering or as a special treat.

Ingredients

Scale

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt

Topping

  • 1012 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure even baking.
  2. Cream Butter and Sugar: In a large bowl, beat the softened butter and granulated sugar until the mixture becomes light and fluffy, which will give the cookies a tender texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until fully incorporated to add moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the wet ingredients, mixing until a soft dough forms.
  5. Shape Dough: Roll the dough into balls about 1½ tablespoons each, then flatten them slightly and place them spaced on the prepared baking sheets.
  6. Top with Pineapple: Gently press one pineapple ring onto the top of each dough disk, making sure it adheres well without squashing the dough.
  7. Sprinkle Sugar: Sprinkle a little additional granulated sugar over the pineapple rings for a sparkling, caramelized effect when baked.
  8. Bake Cookies: Bake the cookies in the preheated oven for 12–14 minutes or until the edges turn golden brown.
  9. Cool and Transfer: Let the cookies cool on the baking sheet for 5 minutes to set, then carefully transfer them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to avoid soggy cookies.
  • Use parchment paper or silicone baking mats to prevent sticking and aid cleanup.
  • The cookies can be stored in an airtight container at room temperature for up to 5 days.
  • For additional flavor, sprinkle a pinch of cinnamon on the pineapple before baking.
  • Flattening the dough slightly helps the pineapple ring sit neatly on top and bake evenly.

Keywords: pineapple sugar cookies, upside down cookies, tropical cookies, soft sugar cookies, pineapple dessert