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Pineapple Upside Down Sugar Cookies Recipe

4.5 from 73 reviews

These Pineapple Upside Down Sugar Cookies blend the tropical sweetness of pineapple rings with classic buttery sugar cookies. Each soft cookie is topped with a juicy pineapple ring and a sprinkle of sugar, baked to golden perfection. Perfect for a unique dessert or a delightful treat with tea.

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.
  2. Cream Butter and Sugar: In a mixing bowl, cream the softened unsalted butter and granulated sugar together until the mixture is light and fluffy, about 2-3 minutes. This aerates the dough for a better texture.
  3. Add Egg and Vanilla: Beat in the large egg and vanilla extract (if using) until fully combined, ensuring the dough is smooth.
  4. Mix Dry Ingredients: Whisk together the all-purpose flour, baking soda, and salt in a separate bowl to evenly distribute the leavening agents and seasoning.
  5. Combine Wet and Dry: Gradually add the dry ingredients into the wet mixture, stirring until a soft dough forms. Avoid overmixing to keep cookies tender.
  6. Portion Dough: Using a tablespoon or measuring spoon, scoop approximately 2 tablespoons of dough for each cookie and place them spaced out on the prepared baking trays.
  7. Top with Pineapple: Press a drained pineapple ring gently into the top of each dough mound, slightly flattening the cookie dough around it.
  8. Add Sugar Topping: Sprinkle the additional 2 tablespoons of sugar generously over each pineapple ring for a caramelized finish.
  9. Bake: Bake in the preheated oven for 11-13 minutes, or until the cookie edges are 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. This prevents breaking and helps them firm up.

Notes

  • Ensure pineapple rings are well-drained to avoid excess moisture in cookies.
  • If you prefer a gluten-free version, use a gluten-free flour blend one-to-one in place of all-purpose flour.
  • Vanilla extract is optional but adds a lovely aroma and depth of flavor.
  • For a more caramelized top, you can broil the cookies for 1-2 minutes at the end of baking watching carefully.
  • Store cookies in an airtight container at room temperature for up to 5 days.

Keywords: pineapple upside down cookies, sugar cookies with pineapple, pineapple cookies, baked pineapple cookies, tropical sugar cookies