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Pineapple Upside-Down Cookies Recipe

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  • Author: admin
  • Prep Time: 15 minutes
  • Cook Time: 22 minutes
  • Total Time: 37 minutes
  • Yield: 12 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These Pineapple Upside-Down Cookies combine classic tropical flavors with a delightful cookie base. Featuring caramelized pineapple and cherries on top of soft, buttery dough, these treats offer a fun twist on the traditional upside-down cake, baked in convenient individual muffin cups for easy serving.


Ingredients

Scale

Topping Layer:

  • 1/2 cup unsalted butter, melted
  • 1/2 cup light brown sugar
  • 6 canned pineapple rings (halved or trimmed to fit molds)
  • 6 maraschino cherries

Cookie Dough:

  • 1 cup unsalted butter, room temperature
  • 1 cup granulated sugar
  • 1/2 cup packed light brown sugar
  • 2 large eggs
  • 1 tsp vanilla extract
  • 1/2 cup sour cream
  • 3 cups all-purpose flour
  • 1 tsp baking powder
  • 1/2 tsp baking soda
  • 1/4 tsp salt
  • 2 tsp cornstarch


Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) to ensure it reaches the perfect temperature for baking the cookies evenly.
  2. Prepare Muffin Pan: Lightly grease or spray a muffin pan to prevent sticking and allow easy removal of the cookies after baking.
  3. Add Topping Mixture: Pour 1 teaspoon of melted butter and 1 teaspoon of brown sugar into each muffin cup; this forms the caramelized base for the pineapple topping.
  4. Arrange Pineapple and Cherry: Place a halved pineapple ring on top of the butter and sugar in each cup, then add one maraschino cherry in the center to create the classic upside-down cookie look.
  5. Mix Wet Ingredients: In a large bowl, beat the softened butter with granulated and brown sugars until light and fluffy, then incorporate the eggs one at a time, followed by vanilla extract and sour cream to create a smooth batter.
  6. Combine Dry Ingredients: In another bowl, whisk together the all-purpose flour, baking powder, baking soda, salt, and cornstarch to evenly distribute the leavening agents and seasoning.
  7. Form Dough: Gradually add the dry ingredients into the wet mixture, mixing well to form a soft cookie dough that holds together but is still easy to scoop.
  8. Assemble Cookies: Spoon or scoop the cookie dough over the pineapple and cherry topping in each muffin cup, filling almost to the top for a nice dome shape.
  9. Bake: Place the muffin pan in the preheated oven and bake for 18 to 22 minutes or until the cookies turn golden and are set in the center.
  10. Cool and Invert: Allow the cookies to cool for 10 minutes in the pan, then carefully invert them onto a wire rack so the caramelized pineapple and cherry side is on top, showcasing the beautiful upside-down design.

Notes

  • Make sure the butter for the dough is softened but not melted to achieve the right texture.
  • Using canned pineapple rings simplifies preparation and ensures consistent sweetness and moisture.
  • When inverting the cookies after baking, do it gently to keep the topping intact.
  • You can swap maraschino cherries for fresh cherries or other fruit based on preference.
  • These cookies store well in an airtight container for up to 3 days.