Why Make This Recipe
Pineapple Upside Down Sugar Cookies are a fun twist on the classic dessert. With their sweet and tangy pineapple topping, these cookies are a delightful treat for people of all ages. They are perfect for parties, gatherings, or just as a special snack at home. If you love cookies and enjoy the tropical flavor of pineapple, you will definitely enjoy these cookies. They are soft, chewy, and full of flavor, making each bite a delicious experience.
How to Make Pineapple Upside Down Sugar Cookies
Ingredients:
- 1 cup unsalted butter (softened)
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract (optional)
- 2 cups all-purpose flour (or gluten-free blend)
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- 1 can canned pineapple rings (well-drained)
- 2 tablespoons additional sugar for sprinkling
Directions:
- Preheat your oven to 350°F (175°C).
- In a large bowl, cream together the softened butter and granulated sugar until light and fluffy.
- Add the egg and vanilla extract (if using) to the butter mixture; mix well.
- In another bowl, whisk together the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet ingredients, mixing until combined.
- On a parchment-lined baking sheet, place a pineapple ring for each cookie.
- Using a spoon, place a dollop of cookie dough in the center of each pineapple ring.
- Sprinkle the additional sugar over the cookie dough.
- Bake in the preheated oven for 12-15 minutes, or until the edges are golden brown.
- Remove from the oven and let them cool on the baking sheet for a few minutes before transferring to a wire rack to cool completely.

How to Serve Pineapple Upside Down Sugar Cookies
These cookies are best served warm, but they taste great at room temperature too. You can enjoy them plain or pair them with a scoop of vanilla ice cream for an extra special treat. They are perfect for sharing with family and friends!
How to Store Pineapple Upside Down Sugar Cookies
Store leftover cookies in an airtight container at room temperature for up to a week. If you want to keep them fresher for longer, you can also refrigerate them. To enjoy later, simply reheat them in the microwave for a few seconds.
Tips to Make Pineapple Upside Down Sugar Cookies
- Make sure your butter is softened to room temperature for easier mixing.
- Well-draining the pineapple is important to prevent the cookies from becoming soggy.
- For extra flavor, consider adding some shredded coconut to the cookie dough.
- Keep an eye on the cookies while they bake to avoid over-baking.
Variation
You can experiment with different fruits besides pineapple, such as peach or cherry, to create variations of these delightful cookies.
FAQs
1. Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple. Just make sure to cut it into rings and drain any excess juice.
2. Are these cookies suitable for a gluten-free diet?
Absolutely! Just use a gluten-free flour blend instead of regular all-purpose flour.
3. How can I make these cookies more visually appealing?
Consider adding a maraschino cherry on top of each pineapple ring before baking for a pop of color.