
Introduction to Pineapple Upside-Down Sugar Cookies
There’s something magical about the combination of pineapple and cherries that takes me back to summer picnics as a kid. Those vibrant colors and sweet flavors always made dessert feel like a celebration. Now, I’m excited to share my twist on a classic with these Pineapple Upside-Down Sugar Cookies. They’re not just a treat; they’re a quick solution for a busy day or a delightful way to impress your loved ones. Soft, buttery, and bursting with tropical goodness, these cookies are sure to bring smiles all around. Let’s dive into this delicious adventure!
Why You’ll Love This Pineapple Upside-Down Sugar Cookies
These Pineapple Upside-Down Sugar Cookies are a breeze to whip up, making them perfect for any occasion. With just a handful of ingredients and minimal prep time, you can have a batch ready in no time. The delightful blend of sweet pineapple and cherries creates a flavor explosion that will have everyone asking for seconds. Plus, they’re a fun twist on a classic dessert that’s sure to impress!
Ingredients for Pineapple Upside-Down Sugar Cookies
Gathering the right ingredients is the first step to creating these delightful Pineapple Upside-Down Sugar Cookies. Here’s what you’ll need:
- Unsalted butter: Softened to room temperature, it adds richness and a creamy texture to the cookies.
- Granulated sugar: This sweetener helps create that classic cookie sweetness and contributes to the cookie’s structure.
- Large egg: Acts as a binding agent, giving the cookies a tender crumb.
- Vanilla extract: A splash of this adds warmth and depth to the flavor profile.
- All-purpose flour: The backbone of the cookie, providing structure and stability.
- Baking powder: This leavening agent helps the cookies rise, making them soft and fluffy.
- Baking soda: Works alongside baking powder to ensure the cookies don’t become too dense.
- Salt: Just a pinch enhances the sweetness and balances the flavors.
- Crushed pineapple: Drained to avoid excess moisture, it brings a tropical twist and natural sweetness.
- Brown sugar: Packed for extra moisture and a hint of caramel flavor, it complements the pineapple beautifully.
- Maraschino cherries: These bright red gems add a pop of color and a sweet, tangy finish to each cookie.
For those looking to get creative, consider adding shredded coconut for a tropical flair or swapping in fresh pineapple for a more vibrant taste. If you want to keep things simple, all ingredient quantities are listed at the bottom of the article for easy printing!
How to Make Pineapple Upside-Down Sugar Cookies
Now that you have all your ingredients ready, it’s time to bring these Pineapple Upside-Down Sugar Cookies to life! Follow these simple steps, and you’ll be on your way to cookie bliss.
Step 1: Preheat and Prepare
First things first, preheat your oven to 350°F. This is crucial for achieving that perfect cookie texture. While the oven warms up, line a baking sheet with parchment paper. This will prevent sticking and make cleanup a breeze.
Step 2: Cream the Butter and Sugar
In a large mixing bowl, cream together the softened butter and granulated sugar until the mixture is light and fluffy. This step is key; it incorporates air into the dough, giving your cookies a delightful texture. Next, add the egg and vanilla extract, mixing until everything is well combined. The aroma of vanilla will make your kitchen feel like a bakery!
Step 3: Combine Dry Ingredients
In a separate bowl, whisk together the all-purpose flour, baking powder, baking soda, and salt. This ensures that your leavening agents are evenly distributed. Gradually add the dry ingredients to the wet mixture, mixing until just combined. Be careful not to overmix; we want soft cookies, not tough ones!
Step 4: Prepare the Pineapple Mixture
In a small bowl, combine the drained crushed pineapple and brown sugar. Stir until the pineapple is well coated. This mixture will add a burst of tropical flavor to your cookies, making each bite a little piece of paradise.
Step 5: Form the Cookies
Now comes the fun part! Scoop about 1 tablespoon of cookie dough and flatten it slightly in your palm. Place a teaspoon of the pineapple mixture in the center and fold the dough around it to form a ball. Repeat this process with the remaining dough. Each cookie will be a surprise, hiding that delicious pineapple filling inside!
Step 6: Bake the Cookies
Place the cookie balls on the prepared baking sheet, leaving about 2 inches between each cookie. This gives them room to spread. Press a maraschino cherry into the center of each cookie for that classic touch. Bake for 12-15 minutes or until the edges are lightly golden. Once done, allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely. The aroma wafting through your kitchen will be irresistible!

Tips for Success
- Make sure your butter is softened for easy creaming; it should be slightly warm to the touch.
- Don’t skip draining the crushed pineapple; excess moisture can lead to soggy cookies.
- Use a cookie scoop for uniform sizes, ensuring even baking.
- Let the cookies cool on the baking sheet to set before transferring them.
- Experiment with toppings like shredded coconut for added texture and flavor.
Equipment Needed
- Baking sheet: A standard sheet works, but a silicone mat can help with even baking.
- Parchment paper: If you don’t have this, greasing the baking sheet is a good alternative.
- Mixing bowls: Use any size, but a large bowl is best for creaming ingredients.
- Cookie scoop: A tablespoon works too, but a scoop ensures uniform cookies.
- Wire rack: If you don’t have one, a plate will do for cooling.
Variations
- Shredded Coconut: Add a half cup of shredded coconut to the dough for a tropical twist that enhances the flavor and texture.
- Fresh Pineapple: Swap out the canned crushed pineapple for fresh pineapple chunks for a brighter, more vibrant taste.
- Gluten-Free Option: Use a gluten-free all-purpose flour blend to make these cookies suitable for those with gluten sensitivities.
- Chocolate Drizzle: After cooling, drizzle melted chocolate over the cookies for an indulgent touch.
- Spiced Variation: Add a teaspoon of cinnamon or nutmeg to the dough for a warm, spiced flavor that complements the pineapple.
Serving Suggestions
- Pair these cookies with a scoop of vanilla ice cream for a delightful dessert experience.
- Serve alongside a tropical fruit salad to enhance the fruity flavors.
- For a refreshing drink, try iced tea or a coconut-infused lemonade.
- Present on a colorful platter, garnished with mint leaves for a pop of color.
FAQs about Pineapple Upside-Down Sugar Cookies
Can I use fresh pineapple instead of canned? Absolutely! Fresh pineapple adds a vibrant flavor. Just make sure to chop it finely and drain any excess juice to avoid soggy cookies.
How do I store leftover cookies? Store your Pineapple Upside-Down Sugar Cookies in an airtight container at room temperature. They’ll stay fresh for about 3-4 days, but I doubt they’ll last that long!
Can I freeze these cookies? Yes! You can freeze the cookie dough before baking. Just scoop the dough into balls, freeze them on a baking sheet, then transfer to a freezer bag. Bake from frozen, adding a couple of extra minutes to the baking time.
What can I substitute for maraschino cherries? If you’re not a fan of maraschino cherries, try using dried cherries or even a small piece of candied ginger for a unique twist.
Are these cookies suitable for a gluten-free diet? Yes! Simply swap the all-purpose flour for a gluten-free flour blend, and you’ll have delicious gluten-free Pineapple Upside-Down Sugar Cookies!
Final Thoughts
Creating these Pineapple Upside-Down Sugar Cookies is more than just baking; it’s about bringing joy to those around you. The soft, buttery texture combined with the sweet burst of pineapple and cherries creates a delightful experience that’s hard to resist. Each bite transports you to a sunny day, evoking memories of laughter and good times. Whether you’re sharing them at a gathering or enjoying them solo with a cup of coffee, these cookies are sure to brighten your day. So roll up your sleeves, embrace the tropical vibes, and let the baking adventure begin!
PrintPineapple Upside-Down Sugar Cookies: A Delight to Make!
- Total Time: 35 minutes
- Yield: 24 cookies
- Diet: Vegetarian
Description
Pineapple Upside-Down Sugar Cookies are a delightful twist on the classic dessert, combining the flavors of pineapple and cherries in a soft, buttery cookie.
Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2 ½ cups all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon baking soda
- ¼ teaspoon salt
- 1 cup crushed pineapple, drained
- ½ cup brown sugar, packed
- 12 maraschino cherries
Instructions
- Preheat your oven to 350°F. Line a baking sheet with parchment paper.
- In a large mixing bowl, cream together the softened butter and granulated sugar until light and fluffy. Add the egg and vanilla extract, mixing until well combined.
- In a separate bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add the dry ingredients to the wet mixture, mixing until just combined.
- In a small bowl, combine the drained crushed pineapple and brown sugar. Stir until the pineapple is well coated.
- Scoop about 1 tablespoon of cookie dough and flatten it slightly in your palm. Place a teaspoon of the pineapple mixture in the center and fold the dough around it to form a ball. Repeat with the remaining dough.
- Place the cookie balls on the prepared baking sheet, leaving about 2 inches between each cookie. Press a maraschino cherry into the center of each cookie.
- Bake for 12-15 minutes or until the edges are lightly golden. Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely.
Notes
- This recipe makes about 24 cookies.
- For a tropical twist, try adding shredded coconut to the dough or using fresh pineapple instead of canned.
- To make these cookies even more festive, drizzle with a simple glaze made from powdered sugar and milk after they cool.
- Prep Time: 20 minutes
- Cook Time: 15 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 150
- Sugar: 10g
- Sodium: 100mg
- Fat: 7g
- Saturated Fat: 4g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 20g
- Fiber: 0g
- Protein: 1g
- Cholesterol: 20mg



