Pineapple Upside Down Sugar Cookies

Update : May 6, 2026

Pineapple upside down cookies displayed on a plate with a tropical background.

Pineapple Upside Down Sugar Cookies combine the fun of classic sugar cookies with the tropical sweetness of pineapple. This delightful treat offers a unique twist that will make your cookie jar stand out. Whether you’re hosting a gathering or just indulging yourself, these cookies are sure to bring a smile.

Why make this recipe

These cookies are perfect for those who love the sweet and tangy flavor of pineapple. They present beautifully with their bright colors and striking presentation. Pineapple Upside Down Sugar Cookies are not only delicious but also easy to make, so they are perfect for bakers of all skill levels. Their fun shape is sure to please kids and adults alike, making them a great addition to any dessert table.

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 bowl. Mix until well combined.
In another bowl, whisk together the flour, baking soda, and salt.
Gradually add the dry ingredients to the wet mixture, mixing until the dough comes together.
Line a baking sheet with parchment paper.
Place a pineapple ring on each spot where you want a cookie. You can cut the rings in half for a nice look if you prefer.
Spoon cookie dough into the center of each pineapple ring.
Sprinkle a little sugar on top of each cookie before baking.
Bake in the preheated oven for about 12-15 minutes or until the edges are golden.
Allow them to cool on the baking sheet for a few minutes, then transfer to a wire rack.

How to serve Pineapple Upside Down Sugar Cookies

These cookies are best served warm or at room temperature. You can enjoy them as they are or pair them with a cup of tea or coffee for a delicious afternoon snack. They also make a lovely dessert after dinner. Consider adding a scoop of vanilla ice cream on the side for an extra treat!

How to store Pineapple Upside Down Sugar Cookies

To keep your cookies fresh, store them in an airtight container. They will last for up to a week at room temperature. If you want to keep them longer, you can freeze the cookies. Place them in a freezer bag or container and they will stay good for about 2-3 months. Just thaw them at room temperature when you’re ready to enjoy!

Tips to make Pineapple Upside Down Sugar Cookies

Make sure your butter is softened but not melted for the best texture.
Feel free to experiment with the size of your pineapple pieces. Smaller pieces can create a different look and texture.
Keep an eye on the baking time as ovens can vary. Remove the cookies when they are golden around the edges.

Variation

Try adding chopped nuts or coconut flakes to the cookie dough for added flavor and texture. You could also substitute the pineapple rings with other fruit, like peaches or apricots, to create different fruity variations of this cookie.

FAQs

Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple, but make sure it is well-drained to avoid too much moisture.
Is it possible to make these cookies gluten-free?
Absolutely! Simply use a gluten-free flour blend in place of the all-purpose flour.
How can I make these cookies healthier?
You can reduce the sugar slightly or substitute part of the butter with applesauce to cut down on fat while maintaining moisture.

Enjoy baking and indulging in these tasty Pineapple Upside Down Sugar Cookies!