If you love fun and fruity desserts, this Pineapple Upside Down Sugar Cookies Recipe is a must try. These cookies bring the classic pineapple upside down cake flavor into a cute cookie form. They are soft, buttery, and topped with sweet pineapple and cherry.
This recipe is simple and perfect for beginners. You get beautiful cookies without complicated steps. The caramelized pineapple adds sweetness, while the sugar cookie base stays soft and tender.
In this post, I will show you how to make Pineapple Upside Down Sugar Cookies step by step. I will also share the ingredients for Pineapple Upside Down Sugar Cookies and helpful tips. These cookies are great for parties, holidays, or anytime treats.
When I first introduced
I first made this Pineapple Upside Down Sugar Cookies Recipe for a family gathering. I wanted something different from regular cookies.
The moment they came out of the oven, everyone noticed them. They looked colorful and smelled amazing.
After the first bite, everyone smiled. The soft cookie and juicy pineapple worked perfectly together. Since then, these cookies are always requested for special occasions.
Equipment List
- Mixing bowls
- Electric mixer or whisk
- Measuring cups
- Measuring spoons
- Baking sheet
- Parchment paper
- Spatula
- Cooling rack
Ingredients You Need for Pineapple Upside Down Sugar Cookies
- 1 ½ cups all-purpose flour
- ½ teaspoon baking powder
- ¼ teaspoon salt
- ½ cup unsalted butter, softened
- ¾ cup sugar
- 1 large egg
- 1 teaspoon vanilla extract
- ¼ cup brown sugar
- 6 pineapple rings, sliced into small pieces
- 9 maraschino cherries, halved
Step-by-Step Instructions
- Preheat the Oven
Preheat oven to 350°F. Line a baking sheet with parchment paper. Set aside. - Mix Dry Ingredients
In a bowl, combine flour, baking powder, and salt. Mix gently and keep aside. - Cream Butter and Sugar
In another bowl, beat butter and sugar until light and fluffy. This takes two minutes. - Add Egg and Vanilla
Add egg and vanilla extract. Beat until smooth and fully combined. - Combine Dry Ingredients
Slowly add dry ingredients into wet mixture. Mix gently until dough forms. - Prepare Toppings
Place pineapple pieces and cherry halves on parchment paper where cookies will bake. Sprinkle brown sugar lightly. - Add Cookie Dough
Scoop cookie dough and place over pineapple and cherry pieces. Press slightly to flatten. - Bake the Cookies
Bake cookies for 14 to 15 minutes until edges are lightly golden. - Flip Carefully
Let cookies rest two minutes. Carefully flip them to reveal pineapple topping. Cool completely.
Recipe Tips
- Drain pineapple well to avoid soggy cookies.
- Use room-temperature butter for smooth dough.
- Do not overbake to keep cookies soft.
- Flip cookies while warm for easy release.
- Use parchment paper for clean removal.
- Chill dough slightly if too soft.
What can you serve with Pineapple Upside Down Sugar Cookies
- Vanilla Ice Cream: Adds creamy contrast.
- Hot Tea or Coffee: Balances sweetness nicely.
- Whipped Cream: Light topping for extra indulgence.
Nutrition Information
| Nutrient | Amount per Cookie |
|---|---|
| Calories | 190 kcal |
| Carbohydrates | 25 g |
| Fat | 8 g |
| Protein | 2 g |
| Sugar | 14 g |
| Fiber | 1 g |

Pineapple Upside Down Sugar Cookies Recipe
Ingredients
- 1 ½ cups all-purpose flour
- ½ teaspoon baking powder
- ¼ teaspoon salt
- ½ cup unsalted butter softened
- ¾ cup sugar
- 1 large egg
- 1 teaspoon vanilla extract
- ¼ cup brown sugar
- 6 pineapple rings sliced into small pieces
- 9 maraschino cherries halved
Instructions
Preheat the Oven
- Preheat oven to 350°F. Line a baking sheet with parchment paper. Set aside.
Mix Dry Ingredients
- In a bowl, combine flour, baking powder, and salt. Mix gently and keep aside.
Cream Butter and Sugar
- In another bowl, beat butter and sugar until light and fluffy. This takes two minutes.
Add Egg and Vanilla
- Add egg and vanilla extract. Beat until smooth and fully combined.
Combine Dry Ingredients
- Slowly add dry ingredients into wet mixture. Mix gently until dough forms.
Prepare Toppings
- Place pineapple pieces and cherry halves on parchment paper where cookies will bake. Sprinkle brown sugar lightly.
Add Cookie Dough
- Scoop cookie dough and place over pineapple and cherry pieces. Press slightly to flatten.
Bake the Cookies
- Bake cookies for 14 to 15 minutes until edges are lightly golden.
Flip Carefully
- Let cookies rest two minutes. Carefully flip them to reveal pineapple topping. Cool completely.
Notes
- Drain pineapple well to avoid soggy cookies.
- Use room-temperature butter for smooth dough.
- Do not overbake to keep cookies soft.
- Flip cookies while warm for easy release.
- Use parchment paper for clean removal.
- Chill dough slightly if too soft.
FAQs about Pineapple Upside Down Sugar Cookies Recipe
Q1: Can I use canned pineapple for this recipe?
Yes, canned pineapple works perfectly. Just drain it very well before using to avoid excess moisture.
Q2: Can I make these cookies ahead of time?
Yes, you can bake them one day earlier. Store in an airtight container at room temperature.
Q3: Why should I flip the cookies while warm?
Flipping warm cookies prevents the topping from sticking. Once cooled, sugar may harden.
Q4: Can I freeze these cookies?
Freezing is not recommended. Pineapple topping may release moisture after thawing.
Q5: Can I add coconut to this recipe?
Yes, a little shredded coconut adds tropical flavor. Sprinkle lightly before adding cookie dough.
Final Thoughts
This Pineapple Upside Down Sugar Cookies Recipe is fun, colorful, and delicious. It turns a classic cake into an easy cookie treat.
With simple ingredients and clear steps, anyone can bake these cookies confidently. They look impressive but are very easy.
Now you know how to make Pineapple Upside Down Sugar Cookies at home. Try them once, and they will become a favorite dessert for every occasion.






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