Pineapple Upside Down Sugar Cookies Recipe is a fun and tropical twist on classic cookies. They are soft, sweet and slightly tangy. Each cookie has a tiny pineapple piece baked on top with brown sugar caramel.
These cookies are perfect for parties, snacks or just a sweet treat at home. The Pineapple Upside Down Sugar Cookies Recipe is easy to follow. You can make them in under an hour.
Many people love How to make Pineapple Upside Down Sugar Cookies because they taste like a mini dessert in every bite. Let’s dive into the Ingredients for Pineapple Upside Down Sugar Cookies and simple steps.
My Experience With This Recipe
I tried this recipe on a sunny afternoon. The smell of caramel and pineapple filled the kitchen. It felt like a mini tropical vacation. I loved pressing the pineapple on each cookie before baking.
The cookies baked evenly and turned golden. The brown sugar caramelized perfectly on top. Each bite was soft, sweet and fruity. Friends and family could not stop eating them.
It was easy to make and fun. Now, I make these cookies whenever I want a cheerful treat. They are simple but feel special.
Recipe Card info
- Recipe Name: Pineapple Upside Down Sugar Cookies
- Servings: 24 cookies
- Prep Time: 15 mins
- Cook Time: 15 mins
- Total Time: 30 mins
- Course: Dessert
- Cuisine: American
- Calories: 150 kcal per cookie

Equipment List
- Mixing bowl
- Whisk or electric mixer
- Measuring cups
- Measuring spoons
- Baking sheet
- Parchment paper
- Spoon or cookie scoop
Ingredients You Need for Pineapple Upside Down Sugar Cookies
- 1/2 cup unsalted butter, softened
- 1/2 cup granulated sugar
- 1/4 cup brown sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 1 1/2 cups all-purpose flour
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
- 1/2 cup crushed pineapple, drained
- 1/4 cup brown sugar for topping
Instructions
1. Preheat Oven
Preheat oven to 350°F. Line a baking sheet with parchment paper for easy cookie removal.
2. Mix Butter and Sugar
In a bowl, beat butter, granulated sugar and brown sugar until light and fluffy.
3. Add Egg and Vanilla
Add the egg and vanilla extract. Mix until fully combined and smooth.
4. Combine Dry Ingredients
In a separate bowl, mix flour, baking soda and salt. Stir to blend evenly.
5. Mix Wet and Dry
Gradually add dry ingredients to the wet mixture. Stir until dough forms, soft but manageable.
6. Scoop the Dough
Use a spoon or cookie scoop to place dough on the baking sheet. Space cookies about two inches apart.
7. Top with Pineapple
Place a small piece of drained pineapple on top of each cookie. Press slightly to adhere.
8. Sprinkle Brown Sugar
Sprinkle a pinch of brown sugar over the pineapple on each cookie for caramelized sweetness.
9. Bake the Cookies
Bake in preheated oven for 12–15 minutes. Cookies should be lightly golden at the edges.
10. Cool the Cookies
Let cookies cool on the baking sheet for five minutes. Transfer to a wire rack to cool completely.
Recipe Tips
- Drain pineapple well to prevent soggy cookies.
- Use room temperature butter for smooth mixing.
- Press pineapple gently to avoid breaking cookies.
- Store cookies in an airtight container for freshness.
- Brown sugar adds extra caramel flavor; don’t skip.
Nutrition Information
| Nutrient | Amount |
|---|---|
| Calories | 150 kcal |
| Protein | 1 g |
| Fat | 6 g |
| Carbohydrates | 22 g |
| Sugar | 14 g |
| Sodium | 70 mg |
Serving Suggestions
Serve these cookies with a cup of tea or coffee. They also pair well with cold milk. These cookies are perfect for snack time or dessert after dinner.
You can arrange them on a colorful plate for parties. They look cheerful and taste delicious. Each cookie is soft, sweet and fruity. Serve fresh for best flavor.
Best Sides To Serve With
Vanilla ice cream works beautifully. Fresh fruit adds extra freshness. A small fruit punch is another good pairing. Simple whipped cream can enhance the dessert feel. Tropical drinks also match the pineapple flavor.
Storage and Reheating Tips
Store cookies in an airtight container at room temperature. They stay fresh for up to four days. For longer storage, freeze cookies in a sealed bag. Reheat slightly in the oven for soft texture. Avoid microwaving too long to prevent dryness.

Pineapple Upside Down Sugar Cookies Recipe
Ingredients
- 1/2 cup unsalted butter softened
- 1/2 cup granulated sugar
- 1/4 cup brown sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 1 1/2 cups all-purpose flour
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
- 1/2 cup crushed pineapple drained
- 1/4 cup brown sugar for topping
Instructions
Preheat Oven
- Preheat oven to 350°F. Line a baking sheet with parchment paper for easy cookie removal.
Mix Butter and Sugar
- In a bowl, beat butter, granulated sugar and brown sugar until light and fluffy.
Add Egg and Vanilla
- Add the egg and vanilla extract. Mix until fully combined and smooth.
Combine Dry Ingredients
- In a separate bowl, mix flour, baking soda and salt. Stir to blend evenly.
Mix Wet and Dry
- Gradually add dry ingredients to the wet mixture. Stir until dough forms, soft but manageable.
Scoop the Dough
- Use a spoon or cookie scoop to place dough on the baking sheet. Space cookies about two inches apart.
Top with Pineapple
- Place a small piece of drained pineapple on top of each cookie. Press slightly to adhere.
Sprinkle Brown Sugar
- Sprinkle a pinch of brown sugar over the pineapple on each cookie for caramelized sweetness.
Bake the Cookies
- Bake in preheated oven for 12–15 minutes. Cookies should be lightly golden at the edges.
Cool the Cookies
- Let cookies cool on the baking sheet for five minutes. Transfer to a wire rack to cool completely.
Notes
- Drain pineapple well to prevent soggy cookies.
- Use room temperature butter for smooth mixing.
- Press pineapple gently to avoid breaking cookies.
- Store cookies in an airtight container for freshness.
- Brown sugar adds extra caramel flavor; don’t skip.
FAQs about Pineapple Upside Down Sugar Cookies Recipe
Can I use canned pineapple for this recipe?
Yes, canned pineapple works. Make sure to drain it well to avoid soggy cookies.
Can I make these cookies gluten-free?
Yes, use a gluten-free all-purpose flour blend. Results may vary slightly in texture.
Can I prepare the dough ahead of time?
Yes, refrigerate the dough for up to 24 hours before baking. This can improve flavor.
Can I use brown sugar only instead of granulated sugar?
You can, but the cookies may be softer and darker in color.
Are these cookies suitable for kids’ parties?
Absolutely! They are colorful, sweet and soft, making them perfect for children and family gatherings.
Conclusion
Pineapple Upside Down Sugar Cookies Recipe is fun, sweet and easy to make. The cookies are soft, fruity and caramelized on top. The steps are simple and the Ingredients for Pineapple Upside Down Sugar Cookies are easy to find.
This recipe works for parties, snacks or dessert. Try it once, and it may become your favorite cookie recipe. Share with family and friends for a cheerful treat that everyone will enjoy.
Sara Collins is a food blogger at TastyDive. She shares simple and family-friendly recipes made with everyday ingredients. Her mission is to help home cooks enjoy tasty meals without stress.


















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