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Pineapple Upside Down Sugar Cookies That Delight Every Bite Recipe


  • Author: Mariam
  • Total Time: 27 minutes
  • Yield: 24 cookies 1x

Description

These Pineapple Upside Down Sugar Cookies are a delightful twist on the classic pineapple upside down cake, combining soft, buttery sugar cookie dough with sweet, juicy pineapple rings on top. Each bite offers a perfect balance of buttery richness and tropical fruitiness, making them an irresistible treat for any occasion.


Ingredients

Scale

Cookie Dough

  • 1 cup unsalted butter (softened)
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract (optional)
  • 2 cups all-purpose flour (or gluten-free blend)
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt

Topping

  • 1 can canned pineapple rings (well-drained)
  • 2 tablespoons additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (180°C) and line your baking trays with parchment paper to prevent sticking and ensure easy cleanup.
  2. Cream Butter and Sugar: In a large bowl, cream the softened unsalted butter and granulated sugar together until the mixture becomes light and fluffy, approximately 2 to 3 minutes, which helps incorporate air for a tender cookie texture.
  3. Add Egg and Vanilla: Beat in the large egg and vanilla extract (if using) until fully incorporated, which adds moisture and flavor to the dough.
  4. Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening and seasoning.
  5. Combine Wet and Dry: Gradually add the dry ingredients to the wet mixture, mixing until a soft, uniform dough forms without overmixing to keep the cookies tender.
  6. Form Cookies: Scoop about 2 tablespoons of dough per cookie and place them evenly spaced on the prepared baking trays to allow room for spreading.
  7. Add Pineapple Topping: Gently press a well-drained canned pineapple ring into the top of each dough mound, flattening it slightly to adhere without squashing the dough.
  8. Sprinkle Sugar: Generously sprinkle 2 tablespoons of additional sugar over the pineapple rings to create a caramelized sweetness during baking.
  9. Bake: Bake in the preheated oven for 11 to 13 minutes, or until the cookie edges turn golden and the centers are set but still soft.
  10. Cool: Allow the cookies to cool on the baking tray for a few minutes before transferring them to a wire rack to cool completely, which helps them firm up and prevents sogginess.

Notes

  • Make sure pineapple rings are well-drained to prevent soggy cookies.
  • For a gluten-free version, substitute with a gluten-free flour blend.
  • Vanilla extract is optional but enhances the flavor.
  • Be careful not to overbake; cookies should be golden with soft centers.
  • Allow cookies to cool fully to set texture before serving.
  • Prep Time: 15 minutes
  • Cook Time: 12 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

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