Why Make This Recipe
Pineapple Upside Down Sugar Cookies are a delightful twist on the classic dessert. They combine the fun of sugar cookies with the tropical sweetness of pineapple. This recipe is not only easy to make but also brings a burst of flavor in every bite. They’re perfect for parties, gatherings, or simply as a sweet treat at home. With their eye-catching appearance and delicious taste, these cookies will impress everyone who tries them!
How to Make Pineapple Upside Down Sugar Cookies
Making Pineapple Upside Down Sugar Cookies is simple. Follow the steps below to create these sweet delights.
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 mixing bowl, cream the softened butter and granulated sugar together until light and fluffy.
- Add the egg and vanilla extract (if using), mixing until well combined.
- In another bowl, whisk together the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet mixture, stirring until just combined.
- Scoop a tablespoon of dough and flatten it slightly in your hands. Place a pineapple ring in the center of the dough and wrap the cookie dough around it.
- Place the wrapped dough balls on a baking sheet lined with parchment paper, leaving some space between each.
- Sprinkle the top with the additional sugar.
- Bake in the preheated oven for 12-15 minutes, or until the edges are lightly golden.
- Allow to 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 most enjoyable when served warm or at room temperature. You can plate them beautifully for a gathering or enjoy them straight from the oven. They pair nicely with a cup of tea or coffee for a sweet afternoon snack.
How to Store Pineapple Upside Down Sugar Cookies
To store these cookies, place them in an airtight container. They can be kept at room temperature for up to a week. If you want to keep them fresh longer, store them in the refrigerator for up to two weeks.
Tips to Make Pineapple Upside Down Sugar Cookies
- Ensure the butter is softened to room temperature for the best texture.
- Use fresh pineapple if you prefer, just make sure it is well-drained before use.
- Feel free to experiment by adding a sprinkle of coconut or nuts for added flavor.
Variation
For a chocolate twist, you can add chocolate chips to the dough before baking. This will give a rich flavor that complements the pineapple beautifully.
FAQs
1. Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple. Just make sure it is well-drained to avoid excess moisture.
2. Can I make these cookies gluten-free?
Absolutely! Replace the all-purpose flour with a gluten-free blend to make them gluten-free.
3. How many cookies does this recipe make?
This recipe typically makes about 24 cookies, depending on the size you decide to make them.

Pineapple Upside Down Sugar Cookies
Ingredients
Cookie Ingredients
- 1 cup unsalted butter (softened) Ensure butter is softened to room temperature.
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract (optional) Can be omitted if desired.
- 2 cups all-purpose flour (or gluten-free blend) Substitute with gluten-free flour for a gluten-free version.
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- 1 can canned pineapple rings (well-drained) Fresh pineapple can also be used.
- 2 tablespoons additional sugar for sprinkling
Instructions
Preparation
- Preheat your oven to 350°F (175°C).
- In a large mixing bowl, cream the softened butter and granulated sugar together until light and fluffy.
- Add the egg and vanilla extract (if using), mixing until well combined.
- In another bowl, whisk together the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet mixture, stirring until just combined.
- Scoop a tablespoon of dough and flatten it slightly in your hands. Place a pineapple ring in the center of the dough and wrap the cookie dough around it.
- Place the wrapped dough balls on a baking sheet lined with parchment paper, leaving some space between each.
- Sprinkle the top with the additional sugar.
Baking
- Bake in the preheated oven for 12-15 minutes, or until the edges are lightly golden.
- Allow to cool on the baking sheet for a few minutes before transferring to a wire rack to cool completely.