Pineapple Upside Down Sugar Cookies
Pineapple Upside Down Sugar Cookies are a delightful twist on the classic dessert we all know and love. Imagine biting into a soft, chewy cookie that bursts with the tropical sweetness of pineapple, enhanced by a caramel-like flavor from brown sugar. These cookies are not only visually appealing with their bright, cheerful colors, but they also evoke warm memories of summers spent on the beach or family gatherings full of laughter. Making these cookies is worth every moment, as they serve as an extravagant treat that will impress your friends and family alike. This recipe will take you through the process step-by-step, ensuring that even novice bakers can achieve perfect results.
Why You’ll Love This Recipe
There are so many reasons to adore Pineapple Upside Down Sugar Cookies! First and foremost, the preparation is incredibly easy—perfect for bakers of all skill levels. This family-friendly recipe can be whipped up in no time, making it ideal for a quick dessert fix or a weekend baking project with the kids. With minimal ingredients and simple techniques, busy schedules are no obstacle. Each bite delivers a burst of flavor, making these cookies a crowd-pleaser—who could resist the combination of brown sugar, butter, and juicy pineapple?
Ingredients for Pineapple Upside Down Sugar Cookies
To bring these delightful cookies to life, gather the following ingredients, which are not only easy to find but add depth to the flavor and texture of the cookies:
- 1 cup brown sugar: Adds rich, caramel-like sweetness.
- 1/2 cup granulated sugar: Balances the sweetness.
- 1/2 cup unsalted butter, softened: Makes the cookies tender and flavorful.
- 1 large egg: Binds the ingredients together.
- 1 teaspoon vanilla extract: Enhances the overall flavor profile.
- 2 cups all-purpose flour: Provides the structure of the cookie.
- 1 teaspoon baking powder: Ensures the cookies rise perfectly.
- 1/2 teaspoon baking soda: Aiding in leavening.
- 1/4 teaspoon salt: Balances the sweetness.
- 1 cup crushed pineapple, drained: Adds a fruity, juicy element.
- Maraschino cherries for topping: Bring a pop of color and sweetness.
Step-by-Step Directions for Pineapple Upside Down Sugar Cookies
Baking these cookies is as enjoyable as eating them! Here’s how to create your very own Pineapple Upside Down Sugar Cookies:
Preheat the oven to 350°F (175°C). Grease and line a baking sheet with parchment paper to prevent sticking.
In a large bowl, cream together the brown sugar, granulated sugar, and softened butter until the mixture is light and fluffy. This step is crucial for creating a tender cookie texture.
Next, beat in the egg and vanilla extract until well combined. The vanilla will add a lovely aroma to your cookies.
In another bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, mixing until just combined to avoid overworking the dough.
Now, fold in the drained crushed pineapple gently, making sure it’s evenly distributed throughout the dough.
Using a tablespoon, drop balls of cookie dough onto the prepared baking sheet, spacing them at least 2 inches apart to allow for spreading.
Top each cookie with a maraschino cherry for that classic upside-down pineapple flavor.
Bake for 10-12 minutes, or until the edges are lightly golden. Allow the cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely.
Tips & Tricks for Pineapple Upside Down Sugar Cookies
- Use Fresh Pineapple: If you want an extra burst of flavor, consider using fresh pineapple instead of canned. Just make sure to drain it well to avoid excess moisture.
- Chill the Dough: For thicker cookies, you can chill the dough for 30 minutes before baking. This helps them maintain their shape.
- Experiment with Toppings: Feel free to substitute the maraschino cherries with chopped pecans or walnuts for added texture.
Serving Suggestions & Pairings
These cookies shine both on their own and with a sidekick! Pair them with a scoop of creamy vanilla ice cream or whipped cream for an extra indulgent treat. They also make a fantastic addition to a summer picnic or garden party. Present them on a colorful platter, and watch as they become the centerpiece of dessert!
Nutritional Information
While the decadent nature of these cookies are meant for occasional indulgence, here’s a quick breakdown of each cookie’s nutritional information (approximate values):
- Calories: 150
- Total Fat: 7g
- Saturated Fat: 4g
- Cholesterol: 20mg
- Sodium: 60mg
- Total Carbohydrates: 20g
- Sugars: 10g
- Protein: 1g
Enjoy these cookies as an occasional delight—they’re worth every calorie!
Storing Tips & Variations for Pineapple Upside Down Sugar Cookies
To keep your cookies fresh, store them in an airtight container at room temperature for up to a week. If you’d like to extend their lifespan, consider freezing them. Wrap each cookie tightly in plastic wrap before placing them in a freezer-safe bag. They can last for up to three months!
For variations, consider adding coconut flakes to the dough for a tropical flair or using different fruits, such as peaches, in place of pineapple for a new spin on this treat.
Conclusion for Pineapple Upside Down Sugar Cookies
Treat yourself and your loved ones to the delightful experience of baking and savoring these Pineapple Upside Down Sugar Cookies. With their inviting aroma and cheerful presentation, they are bound to become a new favorite in your household. So, what are you waiting for? Gather your ingredients and start whipping up this easy, delectable treat right away!
FAQs
1. Can I use fresh pineapple instead of canned?
Yes, fresh pineapple can be used! Just make sure to drain it well to avoid excess moisture in the dough.
2. How do I know when the cookies are done?
The cookies are ready when the edges turn lightly golden. They will continue to cook slightly as they cool.
3. Can I freeze the cookie dough before baking?
Absolutely! You can scoop out the dough balls onto a baking sheet and freeze them until firm, then store them in a freezer bag for future baking.
4. How long will leftovers last?
Stored in an airtight container at room temperature, they will last up to a week. For longer storage, freeze them.
5. Can I add more toppings?
Definitely! Feel free to get creative with toppings by adding chocolate chips, shredded coconut, or nut pieces for extra texture and flavor.

Pineapple Upside Down Sugar Cookies
- Total Time: 27 minutes
- Yield: 24 cookies 1x
- Diet: Vegetarian
Description
A delightful twist on the classic dessert, these cookies burst with tropical sweetness from pineapple and a caramel-like flavor from brown sugar.
Ingredients
- 1 cup brown sugar
- 1/2 cup granulated sugar
- 1/2 cup unsalted butter, softened
- 1 large egg
- 1 teaspoon vanilla extract
- 2 cups all-purpose flour
- 1 teaspoon baking powder
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
- 1 cup crushed pineapple, drained
- Maraschino cherries for topping
Instructions
- Preheat the oven to 350°F (175°C) and prepare a baking sheet with parchment paper.
- Cream together the brown sugar, granulated sugar, and softened butter until light and fluffy.
- Beat in the egg and vanilla extract until well combined.
- In another bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add to the wet mixture, mixing until just combined.
- Fold in the drained crushed pineapple gently.
- Drop balls of cookie dough onto the prepared baking sheet, spacing them 2 inches apart.
- Top each cookie with a maraschino cherry.
- Bake for 10-12 minutes, or until the edges are lightly golden. Allow to cool before transferring to a wire rack.
Notes
For thicker cookies, chill the dough for 30 minutes before baking. You can also use fresh pineapple and experiment with toppings.
- Prep Time: 15 minutes
- Cook Time: 12 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 150
- Sugar: 10g
- Sodium: 60mg
- Fat: 7g
- Saturated Fat: 4g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 20g
- Fiber: 0g
- Protein: 1g
- Cholesterol: 20mg





