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Pineapple Upside Sugar Cookies – Easy Tropical Treat Recipe

4.8 from 146 reviews

These Pineapple Upside Sugar Cookies combine the tropical sweetness of pineapple rings with classic sugar cookie dough for an easy and delightful treat. Soft, tender cookies topped with juicy pineapple make for a perfect dessert to impress guests or enjoy as a sunny snack.

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 the Oven: Set 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, use a mixer to cream the softened unsalted butter and granulated sugar together until the mixture becomes light and fluffy, which helps create tender cookies.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until fully combined, providing moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening agent and salt.
  5. Make Dough: Gradually add the dry ingredients into the creamed butter mixture, mixing gently until a soft dough forms. Be careful not to overmix to keep the cookies tender.
  6. Shape Cookies: Roll the dough into approximately 1½ tablespoon-sized balls, then flatten each slightly to form disks. Place them spaced evenly on the prepared baking sheets.
  7. Add Pineapple Rings: Gently press one well-drained and dried pineapple ring on top of each cookie dough disk, making sure it adheres without deforming the cookie shape.
  8. Sprinkle with Sugar: Lightly sprinkle additional sugar over each pineapple-topped cookie to add sparkle and a sweet crunch after baking.
  9. Bake: Place the baking sheets in the preheated oven and bake cookies for 12–14 minutes, or until the edges turn golden brown, indicating doneness.
  10. Cool: Allow the cookies to cool on the baking sheets for about 5 minutes to set, then transfer them to a wire rack to cool completely before serving.

Notes

  • Ensure pineapple rings are thoroughly dried before placing on the dough to avoid soggy cookies.
  • For a retro twist, add half a cherry atop each pineapple ring before baking to recreate a classic pineapple upside-down appearance.
  • Use parchment paper or a silicone baking mat to prevent sticking and promote even baking.

Keywords: pineapple upside-down cookies, sugar cookies, tropical dessert, easy cookie recipe, pineapple cookies, baking with pineapple