Irresistible Pineapple Upside Down Sugar Cookies are a delightful twist on the classic pineapple upside-down cake. These cookies feature a buttery sugar cookie base topped with caramelized pineapple and a cherry, creating a sweet and tropical treat that’s perfect for any occasion!

Ingredients

For the Cookies:

• 1 cup unsalted butter (softened)
• 1 cup granulated sugar
• 1 large egg
• 1 teaspoon vanilla extract
• 2 1/2 cups all-purpose flour
• 1 teaspoon baking soda
• 1/2 teaspoon salt

For the Topping:

• 1 can (20 oz) pineapple slices (drained)
• 1/4 cup brown sugar
• Maraschino cherries (for garnish)

Timing

Making Irresistible Pineapple Upside Down Sugar Cookies takes about 15 minutes for preparation and 12-15 minutes for baking.

Instructions

Step 1: Preheat the Oven

1. Preheat Oven: Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.

Step 2: Prepare the Cookie Dough

1. Cream Butter and Sugar: In a large mixing bowl, cream together the softened butter and granulated sugar until light and fluffy.
2. Add Egg and Vanilla: Beat in the egg and vanilla extract until well combined.
3. Mix Dry Ingredients: In another bowl, whisk together the flour, baking soda, and salt.
4. Combine Mixtures: Gradually add the dry ingredients to the wet ingredients, mixing until just combined.

Step 3: Prepare the Topping

1. Prepare Pineapple: Cut the drained pineapple slices into smaller pieces if desired.
2. Mix Brown Sugar: In a small bowl, mix the brown sugar with a little bit of the pineapple juice to form a paste.

Step 4: Assemble the Cookies

1. Scoop Dough: Using a cookie scoop or tablespoon, drop cookie dough onto the prepared baking sheets, spacing them about 2 inches apart.
2. Add Topping: Press a piece of pineapple into the center of each cookie, then drizzle a small amount of the brown sugar mixture over the pineapple. Top each cookie with a maraschino cherry.

Step 5: Bake

1. Bake Cookies: Bake in the preheated oven for 12-15 minutes, or until the edges are lightly golden.
2. Cool: Allow the cookies to cool on the baking sheets for a few minutes before transferring them to a wire rack to cool completely.

Step 6: Serve

1. Enjoy: Serve the cookies warm or at room temperature. They make a delightful dessert or snack!

Nutritional Information

Here’s a quick overview of the nutritional content of Irresistible Pineapple Upside Down Sugar Cookies (per cookie, based on 24 cookies):

Nutrient	Amount per Serving
Calories	150
Protein	1g
Fat	7g
Carbohydrates	22g
Fiber	0g
Sugar	10g

Tips for Customization

• Add Coconut: Mix in shredded coconut for a tropical twist.
• Use Fresh Pineapple: Substitute canned pineapple with fresh pineapple for a fresher taste.
• Experiment with Spices: Add a pinch of cinnamon or nutmeg to the cookie dough for extra flavor.

Conclusion

Irresistible Pineapple Upside Down Sugar Cookies are a fun and delicious treat that combines the flavors of pineapple upside-down cake with the convenience of cookies. These sweet delights are sure to be a hit at your next gathering or as a special treat for yourself!