Pineapple Upside-Down Sugar Cookies

These Pineapple Upside-Down Sugar Cookies bring a tropical twist to a classic favorite. With a buttery sugar cookie base topped with caramelized pineapple and cherries, these cookies are perfect for parties or a sweet treat any time of year.

Ingredients

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

Directions

1. Prepare the Topping:

• Preheat your oven to 350°F (175°C) and lightly grease or line a muffin tin with parchment rounds for easy removal.
• 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.

1. 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.

1. Assemble the Cookies:

• Take about 1 1/2 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.

1. Bake:

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

1. Serve:

• Serve warm or at room temperature and enjoy the caramelized pineapple topping with the soft sugar cookie base!

Servings and Timing

• Prep Time: 20 minutes
• Cooking Time: 12-15 minutes
• Total Time: 35-40 minutes
• Servings: About 12 cookies

Variations

• Fruity Twist: Substitute the pineapple with peaches or cherries for a different flavor.
• Nutty Addition: Add chopped nuts like pecans or walnuts to the cookie dough for extra crunch.
• Chocolate Drizzle: Drizzle melted chocolate over the cooled cookies for an indulgent touch.

Storage/Reheating

Store any leftover cookies in an airtight container at room temperature for up to 3 days. For longer storage, keep them in the refrigerator for up to a week. To reheat, pop them in a warm oven for a few minutes until they are just heated through.

10 FAQs

1. Can I use fresh pineapple instead of canned?
   Yes, fresh pineapple can be used, but make sure to cut it into small pieces.
2. What if I don’t have a muffin tin?
   You can use a regular baking sheet; just shape the cookies into rounds on the sheet without the muffin cups.
3. Can I freeze the cookie dough?
   Yes, you can freeze the cookie dough for up to 3 months. Thaw it in the refrigerator before baking.
4. Can I make these cookies gluten-free?
   Yes, substitute the all-purpose flour with a gluten-free flour blend.
5. What can I use instead of maraschino cherries?
   You can use fresh cherries or omit them altogether.
6. How do I know when the cookies are done?
   The edges should be lightly golden, and a toothpick inserted into the cookie should come out clean.
7. Can I make the cookie dough in advance?
   Absolutely! You can prepare the dough a day ahead and refrigerate it.
8. What is the best way to cool these cookies?
   Allow them to cool in the muffin tin for a few minutes before transferring them to a wire rack.
9. Are these cookies suitable for kids?
   Yes, they are kid-friendly and make a great dessert or snack.
10. Can I add spices to the cookie dough?
    Yes, cinnamon or nutmeg can be added for a warm flavor.

Conclusion

Pineapple Upside-Down Sugar Cookies are a delightful way to enjoy the classic flavors of a traditional pineapple upside-down cake in a fun and portable cookie form. With their vibrant topping and soft, buttery base, these cookies are sure to be a hit at any gathering. Enjoy them fresh out of the oven or as a sweet treat throughout the week!

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