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Tropical Pineapple Upside-Down Cookies

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  • Author: Asma
  • Prep Time: 15 minutes
  • Cook Time: 15 minutes
  • Total Time: 30 minutes
  • Yield: 13 large cookies 1x
  • Category: Desserts
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

These Pineapple Upside-Down Delight Cookies bring the classic pineapple upside-down cake to a soft, buttery cookie form! With a rich vanilla cookie base, a hint of sour cream for moisture, and caramelized pineapple on top, these cookies are the perfect tropical-inspired treat.


Ingredients

Scale

For the Cookie Dough:

  • 1 cup butter, room temperature
  • 1 1/2 cups granulated sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 1/2 cup sour cream
  • 3 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1 teaspoon cornstarch
  • 1/2 teaspoon salt

For the Pineapple Topping:

  • 13 canned pineapple slices, drained and patted dry

Instructions

Step 1: Prepare the Cookie Dough

  1. Preheat oven to 350°F (175°C). Line a baking sheet with parchment paper.
  2. In a large bowl, cream together butter and sugar until light and fluffy.
  3. Add eggs and vanilla extract, mixing until fully incorporated.
  4. Stir in sour cream for a soft and moist dough.
  5. In a separate bowl, whisk together flour, baking powder, cornstarch, and salt.
  6. Gradually add the dry ingredients to the wet ingredients, mixing until just combined.

Step 2: Assemble the Cookies

  1. Scoop tablespoon-sized portions of dough onto the baking sheet, spacing them 2 inches apart.
  2. Press a pineapple slice gently on top of each dough ball.

Step 3: Bake & Cool

  1. Bake for 12-15 minutes, or until edges are lightly golden.
  2. Let cookies cool on the baking sheet for 5 minutes before transferring to a wire rack.

Notes

  • For extra flavor, sprinkle cookies with brown sugar or cinnamon before baking.
  • Make them extra indulgent by drizzling with caramel sauce or adding a maraschino cherry to the center of each pineapple slice!
  • Store in an airtight container at room temperature for 3 days or refrigerate for up to a week.