Pineapple Upside Down Sugar Cookies
Soft, buttery sugar cookies topped with juicy pineapple rings and sprinkled sugar for a caramelized crunch—an easy, nostalgic tropical treat perfect for any occasion.
Equipment
- Large mixing bowl
- Baking Trays
- Parchment paper
- Cookie scoop or spoon
Ingredients
For the Pineapple Upside Down Sugar Cookies
- 1 cup unsalted butter softened
- 1 cup granulated sugar
- 2 tbsp granulated sugar for sprinkling on pineapple
- 1 large egg
- 1 tsp vanilla extract optional
- 2 cups all-purpose flour or gluten-free blend
- 1 tsp baking soda
- 1/2 tsp salt
- 1 can pineapple rings well-drained
Instructions
- Step 1: Preheat your oven to 350°F (180°C). Line baking trays with parchment paper.
- Step 2: Cream the softened butter and 1 cup granulated sugar in a large mixing bowl until light, fluffy, and pale, about 2-3 minutes.
- Step 3: Add the egg and vanilla extract (if using). Beat until smooth and fully combined.
- Step 4: In a separate bowl, whisk together the flour, baking soda, and salt until evenly combined.
- Step 5: Gradually add the dry ingredients to the wet ingredients, mixing just until a soft dough forms. Avoid overmixing.
- Step 6: Use a cookie scoop or spoon to drop about 2 tablespoons of dough per cookie onto the prepared trays, spacing them comfortably apart.
- Step 7: Gently press a pineapple ring into the top of each dough mound, just enough to flatten slightly and secure the ring.
- Step 8: Sprinkle the pineapple rings generously with the remaining 2 tablespoons of granulated sugar.
- Step 9: Bake for 11-13 minutes until edges are golden and centers feel set but still soft.
- Step 10: Let cookies cool on the baking tray for a few minutes before transferring to a wire rack to cool completely.
Notes
Store cooled cookies in an airtight container at room temperature for up to 3 days (placing a slice of bread inside helps keep them soft). Refrigerate for up to a week or freeze dough balls for up to 3 months. Try swapping pineapple with canned peach slices or fresh mango, or sprinkle cinnamon or nutmeg on top for a cozy twist.