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Pineapple Upside Down Sugar Cookies That Delight Every Bite Recipe

  • Author: Isabella
  • Prep Time: 15 minutes
  • Cook Time: 13 minutes
  • Total Time: 38 minutes
  • Yield: 24 cookies 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Gluten Free

Description

These Pineapple Upside Down Sugar Cookies combine the classic tropical flavor of pineapple with a soft, buttery sugar cookie base. Each cookie is topped with a juicy pineapple ring and a sprinkle of sugar, baked to golden perfection for a delightful treat perfect 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 make cleanup easier.
  2. Cream Butter and Sugar: In a mixing bowl, cream the softened unsalted butter and granulated sugar together until light and fluffy, about 2-3 minutes, to create a smooth base for your cookies.
  3. Add Egg and Vanilla: Beat in the large egg and optional vanilla extract until the mixture is well combined and creamy.
  4. Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening agents and seasoning.
  5. Combine Mixtures: Gradually mix the dry ingredients into the wet butter mixture until a soft dough forms, ensuring no flour pockets remain.
  6. Portion Dough: Scoop 2 tablespoons of dough per cookie, placing each mound evenly spaced on the prepared baking trays to allow for spreading.
  7. Add Pineapple Rings: Gently press a pineapple ring into the top of each dough mound, flattening slightly to adhere the pineapple to the cookie.
  8. Sprinkle Sugar: Generously sprinkle an additional layer of sugar on top of each pineapple ring for a caramelized effect during baking.
  9. Bake Cookies: Bake in the preheated oven for 11-13 minutes until the cookie edges are golden and the centers are set, achieving the perfect texture.
  10. Cool Cookies: Let the cookies cool on the baking trays for a few minutes before transferring them to a wire rack to cool completely, preventing sogginess.

Notes

  • Pair these cookies with a scoop of vanilla bean ice cream for an extra indulgent treat.
  • Make sure to drain the pineapple rings thoroughly to avoid soggy cookie dough.
  • You can substitute all-purpose flour with a gluten-free blend to make these cookies gluten-free.
  • Store cookies in an airtight container at room temperature for up to 3 days for best freshness.

Keywords: pineapple upside down cookies, sugar cookies, pineapple cookie recipe, tropical dessert, gluten-free cookies