Pineapple Upside Sugar Cookies Recipe
Introduction
Pineapple Upside Sugar Cookies combine the tropical sweetness of pineapple with tender, buttery sugar cookies for a delightful treat. These cookies are easy to make and perfect for sharing with friends and family.

Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 egg
- 1 tsp vanilla extract
- 2½ cups all-purpose flour
- ½ tsp baking soda
- ¼ tsp salt
- 10–12 canned pineapple rings, well-drained and patted dry
- Additional sugar for sprinkling
Instructions
- Step 1: Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
- Step 2: In a large bowl, cream butter and sugar until light and fluffy.
- Step 3: Beat in the egg and vanilla extract until well combined.
- Step 4: In a separate bowl, whisk together flour, baking soda, and salt. Gradually add these dry ingredients to the butter mixture, mixing until a soft dough forms.
- Step 5: Roll the dough into 1½ tablespoon-sized balls. Flatten each ball slightly and place on the prepared baking sheet.
- Step 6: Top each dough disk with a pineapple ring, pressing gently to adhere.
- Step 7: Sprinkle additional sugar over each pineapple ring for extra sparkle and sweetness.
- Step 8: Bake for 12–14 minutes, or until the edges of the cookies are golden. Let cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
Tips & Variations
- For extra flavor, try sprinkling a little cinnamon or nutmeg on the pineapple before baking.
- If fresh pineapple is preferred, use thin slices and pat dry thoroughly to prevent sogginess.
- Chilling the dough for 30 minutes before baking can help prevent spreading.
Storage
Store the cookies in an airtight container at room temperature for up to 4 days. To keep them soft, place a slice of bread in the container. Reheat gently in the microwave for 10-15 seconds if desired.
How to Serve

Serve this delicious recipe with your favorite sides.
FAQs
Can I use fresh pineapple instead of canned?
Yes, fresh pineapple can be used, but be sure to slice it thinly and pat it dry to remove excess moisture. This helps prevent the cookies from becoming soggy.
Why are my cookies spreading too much during baking?
Cookies may spread if the dough is too warm or if there is too much butter. Chilling the dough before baking and measuring ingredients carefully can help maintain their shape.
PrintPineapple Upside Sugar Cookies Recipe
Delightfully sweet and tropical, Pineapple Upside Sugar Cookies combine the classic buttery sugar cookie with juicy pineapple rings baked right on top for a unique and refreshing twist. These cookies feature a soft dough base topped with caramelized pineapple that adds moisture and natural sweetness, making them perfect for any occasion.
- Prep Time: 15 minutes
- Cook Time: 14 minutes
- Total Time: 29 minutes
- Yield: 10–12 cookies 1x
- Category: Dessert
- Method: Baking
- Cuisine: American
Ingredients
Cookie Dough
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 egg
- 1 tsp vanilla extract
- 2½ cups all-purpose flour
- ½ tsp baking soda
- ¼ tsp salt
Topping
- 10–12 canned pineapple rings, well-drained and patted dry
- Additional sugar for sprinkling
Instructions
- Preheat the Oven: Set your oven to 350°F (175°C) and prepare your baking sheets by lining them with parchment paper to prevent sticking and ensure even baking.
- Cream Butter and Sugar: In a large mixing bowl, beat together the softened unsalted butter and granulated sugar until the mixture becomes light and fluffy, which helps create a tender cookie texture.
- Add Egg and Vanilla: Incorporate the egg and vanilla extract into the butter-sugar mixture, beating until the ingredients are fully combined and smooth.
- Mix Dry Ingredients: In another bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the wet ingredients, stirring until a soft, cohesive dough forms.
- Shape the Cookies: Roll the dough into balls approximately 1½ tablespoons each. Place them on the prepared baking sheet and gently flatten each ball into a disk shape.
- Add Pineapple Toppings: Place one pineapple ring on top of each dough disk, pressing down gently to secure it without flattening the dough too much.
- Sprinkle Sugar: Lightly sprinkle additional granulated sugar over the pineapple rings to add sparkle and enhance caramelization during baking.
- Bake the Cookies: Bake in the preheated oven for 12 to 14 minutes, or until the edges of the cookies are golden brown, indicating they are perfectly baked.
- Cool and Serve: Allow the cookies to cool on the baking sheet for about 5 minutes before transferring them to a wire rack to cool completely. This helps them set and prevents breakage.
Notes
- Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
- Use fresh pineapple slices if preferred, but adjust moisture levels accordingly.
- Additional sugar sprinkled over pineapple helps caramelize and add a delightful texture contrast.
- Cookies can be stored in an airtight container at room temperature for up to 3 days.
- For a stronger vanilla flavor, use pure vanilla extract.
Keywords: Pineapple upside down cookies, sugar cookies, pineapple desserts, tropical cookies, baked cookies, fruit topped cookies

