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Pineapple upside sugar cookies

Posted on December 16, 2025 by Admin

Here’s a **Pineapple Upside-Down Sugar Cookies** recipe—soft sugar cookies with that classic caramelized pineapple + cherry topping 🍍🍒

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## Pineapple Upside-Down Sugar Cookies

### Ingredients

**Topping**

* ¼ cup unsalted butter, melted
* ½ cup brown sugar
* 1 can pineapple slices or tidbits (well drained & patted dry)
* Maraschino cherries, halved

**Sugar Cookie Dough**

* ¾ cup unsalted butter, softened
* ¾ cup granulated sugar
* 1 large egg
* 1 tsp vanilla extract
* 2 cups all-purpose flour
* ½ tsp baking powder
* ¼ tsp baking soda
* ¼ tsp salt

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### Instructions

1. **Preheat oven** to 350°F (175°C). Grease or line a muffin tin (this helps hold the topping neatly).

2. **Prepare topping**

* Spoon about **1 teaspoon melted butter** into each muffin cup.
* Sprinkle **1 tablespoon brown sugar** over the butter.
* Place a pineapple piece on top and press a cherry half in the center.

3. **Make cookie dough**

* Cream butter and sugar until light and fluffy.
* Beat in egg and vanilla.
* In a separate bowl, whisk flour, baking powder, baking soda, and salt.
* Mix dry ingredients into wet until just combined.

4. **Assemble**

* Scoop about **2 tablespoons dough** and gently flatten.
* Place dough over the pineapple topping, sealing edges lightly.

5. **Bake**

* Bake **14–16 minutes**, until lightly golden.
* Let cool **5 minutes only**, then carefully invert onto a tray or parchment.

6. **Cool & serve**

* Let cool completely so the caramel sets.

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### Tips & Variations

* ✨ Add a pinch of cinnamon to the brown sugar for warmth
* 🥥 Sprinkle shredded coconut under the pineapple
* 🍹 Brush warm cookies with a little pineapple juice or rum extract glaze
* ❄️ These freeze well *without* the topping—add fresh topping when serving

If you want a **chewier**, **cakier**, or **crumbl-style thick** version, tell me and I’ll adjust it 👩‍🍳

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