These Pineapple Upside-Down Sugar Cookies are a delightful twist on a classic treat. Combining the sweet and tangy flavor of pineapple with the soft and buttery texture of sugar cookies, this tropical-inspired dessert will transport you straight to paradise with every bite. These cookies are quick and easy to make, making them a perfect addition to your next baking adventure.

Why You’ll Love This Recipe

If you’re a fan of sugar cookies and love the tropical flavor of pineapple, these cookies are made for you! The sweet, pineapple-filled cookies offer a fun and unexpected twist on the classic sugar cookie. They’re light, fluffy, and irresistibly delicious, with just the right amount of pineapple flavor to remind you of a pineapple upside-down cake. Whether you’re making them for a family gathering, a holiday treat, or just because, these cookies are sure to be a hit!

Ingredients

1 cup butter, softened
1 cup sugar
1 egg
2 cups all-purpose flour
1 tsp baking powder
1/2 cup crushed pineapple, drained
1 tsp vanilla extract

(Tip: You’ll find the full list of ingredients and measurements in the recipe card below.)

Directions

Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper.
Cream the butter and sugar together in a large mixing bowl until light and fluffy.
Add the egg and vanilla extract to the mixture and beat until well combined.
Gradually add the flour and baking powder to the bowl, mixing until the dough starts to come together.
Fold in the drained crushed pineapple until evenly distributed throughout the dough.
Drop spoonfuls of dough onto the prepared baking sheet, spacing them about 2 inches apart.
Bake for 10-12 minutes, or until the edges of the cookies are lightly golden.
Remove from the oven and allow to cool on the baking sheet for a few minutes before transferring to a wire rack to cool completely.

Servings and Timing

Prep Time: 10 minutes
Cooking Time: 10-12 minutes
Total Time: 20-22 minutes
Servings: 24 cookies

Variations

Pineapple Coconut Twist: Add shredded coconut to the dough for an extra tropical flavor.
Glazed Pineapple Upside-Down: Drizzle a simple glaze made from powdered sugar and pineapple juice over the cooled cookies for a finishing touch.
Add Nuts: Fold in chopped macadamia nuts or pecans for a delightful crunch.

Storage/Reheating

Storage: Store the cookies in an airtight container at room temperature for up to 5 days.
Reheating: If you prefer your cookies warm, you can reheat them in the microwave for a few seconds or in the oven at 300°F (150°C) for 5 minutes.

FAQs

1. Can I use fresh pineapple instead of canned?

Yes, you can use fresh pineapple, but be sure to drain it well to avoid excess moisture in the dough.

2. Can I make the dough ahead of time?

Yes, you can prepare the dough and refrigerate it for up to 2 days before baking. Just let it soften slightly before scooping and baking.

3. Can I freeze these cookies?

Absolutely! After baking and cooling, store the cookies in an airtight container or freezer bag. They’ll keep in the freezer for up to 3 months.

4. Can I use margarine instead of butter?

Yes, you can substitute margarine for butter, but the texture and flavor of the cookies might change slightly.

5. Are these cookies gluten-free?

No, this recipe uses all-purpose flour, which contains gluten. To make them gluten-free, you can try using a gluten-free flour blend as a substitute.

6. Can I add more pineapple to the dough?

If you want a stronger pineapple flavor, you can add a bit more crushed pineapple, but be cautious as too much moisture may affect the texture of the cookies.

7. Can I use a different type of sugar?

You can use alternatives like brown sugar or coconut sugar, but they may alter the taste and texture slightly. The cookies might be a little softer with brown sugar.

8. What should I do if the cookies spread too much while baking?

If the cookies spread too much, try chilling the dough for 15-30 minutes before baking. This will help the dough firm up and prevent excessive spreading.

9. Can I make these cookies without an egg?

Yes, you can use a flax egg (1 tbsp ground flaxseed mixed with 2.5 tbsp water) as a substitute for the egg.

10. Can I add spices like cinnamon or nutmeg to these cookies?

Yes, you can add a pinch of cinnamon or nutmeg to enhance the tropical flavor profile of the cookies. A teaspoon of cinnamon would pair beautifully with the pineapple.

Conclusion

Pineapple Upside-Down Sugar Cookies are a fun and flavorful way to enjoy a tropical twist on a classic treat. These soft, sweet cookies with a hint of pineapple are sure to brighten up any occasion, whether it’s a simple snack or a festive treat. With just a few ingredients and minimal prep time, you’ll be enjoying these tropical delights in no time!