Step 3: Mix the Dry Ingredients
In a separate bowl, whisk together the flour, baking powder, and salt. Set aside.
Step 4: Cream the Butter and Sugar
In a mixing bowl, beat the softened butter and granulated sugar until light and fluffy. This step is essential for soft cookies.
Step 5: Add Egg and Vanilla
Mix in the egg and vanilla extract until fully combined and smooth.
Step 6: Combine Wet and Dry Ingredients
Gradually add the dry ingredients to the butter mixture. Mix just until a soft dough forms—avoid overmixing to keep the cookies tender.
Step 7: Assemble the Cookies
Scoop a portion of cookie dough and gently flatten it. Place it on top of the pineapple layer in each muffin cup, covering the fruit completely.
Step 8: Bake
Bake for 12–15 minutes, or until the cookie edges are lightly golden and set.
Step 9: Flip While Warm
Allow the cookies to cool in the pan for about 5 minutes. Carefully run a knife around the edges, then invert the pan onto a baking sheet. Lifting the pan reveals the glossy pineapple topping on each cookie.
🍒 Serving & Storage Tips
- Serve warm or at room temperature for best flavor
- Store in an airtight container for up to 3 days
- Add a dollop of whipped topping or a drizzle of caramel for extra indulgence
✨ Final Thoughts
These Pineapple Upside Down Sugar Cookies bring tropical charm and classic comfort together in one irresistible dessert. With their golden fruit topping and soft cookie base, they’re a guaranteed crowd-pleaser that looks as good as it tastes. Once you try them, they’ll quickly become a favorite in your baking rotation.
Happy baking! 🍍🍪
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