Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon

Pineapple Upside-Down Sugar Cookies Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.1 from 67 reviews
  • Author: admin
  • Prep Time: 15 minutes
  • Cook Time: 12 minutes
  • Total Time: 27 minutes
  • Yield: 24 servings
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These Pineapple Upside Sugar Cookies combine the tropical sweetness of crushed pineapple and maraschino cherries with the comforting texture of classic sugar cookies. With a buttery base enhanced by vanilla and a touch of brown sugar on top, these cookies are a delightful treat perfect for any occasion.


Ingredients

Scale

Cookies

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 teaspoon vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1/2 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1/2 cup crushed pineapple, drained

Toppings

  • Maraschino cherries, halved
  • Brown sugar for sprinkling


Instructions

  1. Preheat Oven: Preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper to ensure the cookies do not stick and bake evenly.
  2. Cream Butter and Sugar: In a mixing bowl, cream together the softened unsalted butter and granulated sugar until the mixture is light and fluffy, which helps create a tender cookie texture.
  3. Add Egg and Vanilla: Mix in the egg and vanilla extract thoroughly to incorporate moisture and flavor into the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking powder, and salt to evenly distribute the leavening agent and seasoning.
  5. Mix Dry and Wet Ingredients: Gradually add the flour mixture to the wet ingredients, stirring until just combined to avoid overworking the dough.
  6. Fold in Pineapple: Gently fold in the drained crushed pineapple to incorporate tropical flavor and moisture without breaking the dough down.
  7. Form Cookies: Scoop tablespoon-sized balls of dough onto the prepared baking sheet, spacing them adequately to allow for spreading during baking.
  8. Add Cherry and Sugar Topping: Press a halved maraschino cherry into the center of each cookie and sprinkle a pinch of brown sugar on top for extra sweetness and a slight caramelized crunch.
  9. Bake: Bake the cookies in the preheated oven for 10-12 minutes or until the edges turn lightly golden, indicating they are perfectly baked.
  10. Cool: Allow cookies to cool on the baking sheet for a few minutes to firm up before transferring them to a wire rack to cool completely, ensuring the perfect texture.

Notes

  • Make sure to drain the crushed pineapple well to prevent soggy dough.
  • If you prefer a more pronounced pineapple flavor, add a teaspoon of pineapple juice to the dough but reduce the egg slightly to maintain consistency.
  • For a festive presentation, you can use cherries soaked in pineapple juice instead of maraschino cherries.
  • Store cookies in an airtight container at room temperature for up to 4 days.
  • For a softer cookie, slightly underbake by a minute and allow to cool on the baking sheet.