Pineapple Upside-Down Sugar Cookies

Delight in the sweet and tropical flavor of Pineapple Upside-Down Sugar Cookies. These cookies are a unique twist on a classic dessert, featuring a soft and chewy sugar cookie base topped with caramelized pineapple and cherries. Perfect for gatherings, these treats are sure to impress friends and family with their delightful appearance and taste!

Why You’ll Love This Recipe

  • Unique Flavor Combination: Enjoy the perfect blend of buttery sugar cookies and tangy pineapple.
  • Easy to Make: The straightforward instructions make this recipe accessible for all baking levels.
  • Perfect for Any Occasion: Whether it’s a party or a casual snack, these cookies fit right in.
  • Impressive Presentation: The vibrant colors of the pineapple and cherries create an eye-catching treat.
  • Versatile Dessert Option: Great for holidays, potlucks, or just satisfying your sweet tooth!

Tools and Preparation

Before you start baking your Pineapple Upside-Down Sugar Cookies, gather your tools. Having everything ready will make the process smooth and enjoyable.

Essential Tools and Equipment

  • Muffin tin
  • Mixing bowls
  • Whisk
  • Spatula
  • Parchment paper

Importance of Each Tool

  • Muffin tin: Essential for shaping the cookies with their unique topping.
  • Mixing bowls: Having different sizes helps in organizing ingredients while mixing.
  • Spatula: Useful for transferring cookie dough without mess.
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Ingredients

Delight in these soft and chewy Pineapple Upside-Down Sugar Cookies, featuring a luscious caramelized pineapple and cherry topping over a buttery sugar cookie base. Perfect for gatherings or a sweet treat anytime!

For the Topping:

  • 1/2 cup unsalted butter, melted
  • 1/2 cup brown sugar, packed
  • 1 can (20 oz) pineapple slices, drained and cut into small pieces
  • Maraschino cherries, halved

For the Sugar Cookies:

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1 tsp baking powder
  • 1/4 tsp salt

How to Make Pineapple Upside-Down Sugar Cookies

Step 1: Prepare the Topping

Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds. In a small bowl, mix the melted butter and brown sugar until combined. Spoon about 1 tablespoon of this mixture into the bottom of each muffin cup. Place a few small pieces of pineapple on top of the brown sugar mixture, then press half of a maraschino cherry in the center of each one.

Step 2: Make the Sugar Cookie Dough

In a large bowl, cream the softened butter and granulated sugar together until light and fluffy. Beat in the egg and vanilla extract until well combined. In a separate bowl, whisk together the flour, baking powder, and salt. Gradually add the dry ingredients to the wet ingredients, mixing until a soft dough forms.

Step 3: Assemble the Cookies

Take about 1 ½ tablespoons of cookie dough and press it over the pineapple and cherry topping in each muffin cup. Gently flatten the dough so it evenly covers the topping.

Step 4: Bake

Bake the cookies for 12-15 minutes, or until the edges are lightly golden.

Step 5: Cool & Serve

Let the cookies cool in the muffin tin for 5 minutes before carefully flipping the tin over onto a parchment-lined surface or cooling rack. Serve warm or at room temperature. Enjoy the caramelized pineapple topping with the soft sugar cookie base!

How to Serve Pineapple Upside-Down Sugar Cookies

These delightful Pineapple Upside-Down Sugar Cookies can be enjoyed in several creative ways. Here are some serving suggestions to enhance your experience.

For a Sweet Treat

  • With Whipped Cream: Top each cookie with a dollop of whipped cream for an extra indulgent treat.
  • With Ice Cream: Serve warm cookies alongside a scoop of vanilla ice cream for a comforting dessert.

At Gatherings

  • On Dessert Platters: Arrange cookies on colorful platters to impress guests at parties or gatherings.
  • In Gift Boxes: Package cookies in decorative boxes as thoughtful gifts for friends and family.

With Beverages

  • Coffee Pairing: Enjoy these cookies with a hot cup of coffee for a delightful afternoon break.
  • Fruit Juices: Pair with refreshing fruit juices like orange or pineapple juice to complement the flavors.

How to Perfect Pineapple Upside-Down Sugar Cookies

Achieving the perfect Pineapple Upside-Down Sugar Cookies is all about attention to detail. Follow these tips for the best results.

  • Use Room Temperature Ingredients: Ensure butter and egg are at room temperature for better mixing and texture.
  • Do Not Overmix the Dough: Mix until just combined to keep the cookies soft and chewy.
  • Adjust Baking Time: Keep an eye on your cookies; baking times can vary based on your oven’s performance.
  • Cool Before Serving: Allow cookies to cool slightly in the muffin tin for better shape before transferring them.
  • Experiment with Toppings: Consider adding nuts or coconut flakes for extra flavor and texture.

Best Side Dishes for Pineapple Upside-Down Sugar Cookies

Pineapple Upside-Down Sugar Cookies pair well with various side dishes that complement their sweetness. Here are some ideas.

  1. Fresh Fruit Salad: A mix of seasonal fruits adds freshness and balances the sweetness of the cookies.
  2. Yogurt Parfait: Layering yogurt with granola and fruits can create a delicious contrast alongside your cookies.
  3. Cheese Platter: A selection of mild cheeses offers a savory balance to the sweet cookies.
  4. Chocolate Fondue: Serve with cut fruits and biscuits for dipping, providing a fun interactive dessert option.
  5. Nut Mix: A simple assortment of nuts can add crunch and protein, making it a satisfying snack pairing.
  6. Chilled Smoothie: A cold smoothie enhances the tropical vibe of the cookies, especially if made with pineapple or coconut.

Common Mistakes to Avoid

Baking can be a delightful experience, but there are common pitfalls when making Pineapple Upside-Down Sugar Cookies. Here’s how to avoid them.

  • Incorrect Oven Temperature: Baking at the wrong temperature can lead to uneven cookies. Always preheat your oven to 350°F (175°C) for optimal results.
  • Overmixing the Dough: Mixing too much can make the cookies tough. Combine ingredients just until a soft dough forms for a tender cookie.
  • Not Greasing the Muffin Tin: Skipping this step can result in stuck cookies. Always grease or line the muffin tin to ensure easy removal.
  • Using Too Much Flour: Measuring flour incorrectly can lead to dry cookies. Use the spoon-and-level method for precise measurements.
  • Skipping Cooling Time: Not allowing cookies to cool can affect texture. Let them cool in the tin for a few minutes before transferring them to a cooling rack.
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Storage & Reheating Instructions

Refrigerator Storage

  • Store Pineapple Upside-Down Sugar Cookies in an airtight container.
  • They will last for up to 5 days in the refrigerator.

Freezing Pineapple Upside-Down Sugar Cookies

  • Place cooled cookies in a single layer in a freezer-safe container.
  • They can be frozen for up to 3 months.

Reheating Pineapple Upside-Down Sugar Cookies

  • Oven: Preheat to 350°F (175°C) and warm cookies for about 5-7 minutes.
  • Microwave: Heat on medium power for 10-15 seconds for a quick warm-up.
  • Stovetop: Place cookies in a covered skillet over low heat for about 2 minutes to warm through.

Frequently Asked Questions

What is the focus keyphrase ‘Pineapple Upside-Down Sugar Cookies’?

The focus keyphrase refers to the specific title of this recipe, highlighting its unique blend of flavors and textures.

Can I use fresh pineapple instead of canned?

Yes, you can use fresh pineapple. Ensure it is cut into small pieces similar in size to canned pineapple for even cooking.

How do I ensure my sugar cookies are chewy?

To achieve chewy sugar cookies, avoid overbaking and allow them to cool slightly in the pan before transferring them.

What variations can I try with Pineapple Upside-Down Sugar Cookies?

You can add nuts or other fruits like cherries or mangoes as toppings for added flavor and texture.

Final Thoughts

Pineapple Upside-Down Sugar Cookies are not only delicious but also versatile. You can customize them by adding different fruits or nuts based on your preference. Try these delightful treats at your next gathering or as a sweet snack anytime!

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Pineapple Upside-Down Sugar Cookies

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Indulge in the delightful experience of Pineapple Upside-Down Sugar Cookies, a tropical twist on a classic dessert. These soft and chewy sugar cookies are topped with caramelized pineapple and cherries, creating a visually stunning treat that will impress at any gathering. With their buttery flavor and fruity topping, these cookies offer a perfect balance of sweetness and tartness, making them an ideal snack for parties or cozy afternoons. Simple to prepare, this recipe is accessible for bakers of all skill levels. Enjoy these tropical delights as a unique addition to your dessert repertoire.

  • Author: Natalie
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Total Time: 35 minutes
  • Yield: Approximately 12 servings 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: Tropical

Ingredients

Scale
  • 1/2 cup unsalted butter, melted
  • 1/2 cup brown sugar, packed
  • 1 can (20 oz) pineapple slices, drained and cut into small pieces
  • Maraschino cherries, halved
  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 2 1/2 cups all-purpose flour
  • 1 tsp baking powder
  • 1/4 tsp salt

Instructions

  1. Preheat the oven to 350°F (175°C) and prepare a muffin tin by greasing it or lining it with parchment paper.
  2. In a bowl, combine melted butter and brown sugar; spoon about 1 tablespoon into each muffin cup. Add pineapple pieces and press half a cherry on top.
  3. Cream softened butter and granulated sugar in another bowl until fluffy; mix in egg and vanilla extract.
  4. In a separate bowl, whisk flour, baking powder, and salt; gradually add to the wet mixture to form dough.
  5. Place 1 ½ tablespoons of dough over each topping in the muffin cups, flattening gently.
  6. Bake for 12-15 minutes until edges are golden brown; cool briefly before flipping onto a rack.

Nutrition

  • Serving Size: 1 cookie (40g)
  • Calories: 180
  • Sugar: 12g
  • Sodium: 80mg
  • Fat: 8g
  • Saturated Fat: 5g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 26g
  • Fiber: 0g
  • Protein: 2g
  • Cholesterol: 25mg

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