Craving the tropical flavors of pineapple and caramelized sugar in a handheld dessert? Look no further than these Pineapple Upside-Down Sugar Cookies! With a buttery sugar cookie base, caramelized pineapple, and a cherry on top, this recipe is perfect for summer parties, potlucks, or simply indulging your sweet tooth.

Why You’ll Love This Recipe

These cookies are:

• Tropical and Sweet: The perfect balance of caramelized pineapple and buttery sugar cookie.
• Beautifully Unique: Each cookie is topped with a pineapple slice and cherry for an eye-catching dessert.
• Easy to Make: No cake pans required—just a baking sheet and a few simple ingredients.

Ingredients

For the Cookies

• 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
• ½ teaspoon salt

For the Topping

• 1 can (8 oz) pineapple slices, drained (reserve juice)
• ¼ cup unsalted butter
• ½ cup brown sugar, packed
• Maraschino cherries (one for each cookie)

Directions

Preheat the Oven

1. Preheat your oven to 350°F (175°C). Line two baking sheets with parchment paper.

Make the Cookie Dough

2. Cream Butter and Sugar: In a large bowl, beat the softened butter and granulated sugar until light and fluffy, about 3–4 minutes.
3. Add Egg and Vanilla: Mix in the egg and vanilla extract until fully combined.
4. Mix Dry Ingredients: In a separate bowl, whisk together the flour, baking powder, baking soda, and salt.
5. Combine: Gradually add the dry ingredients to the wet mixture, stirring until just combined. Be careful not to overmix.

Prepare the Topping

6. Melt Butter and Sugar: In a small saucepan over medium heat, melt the ¼ cup of butter and brown sugar until bubbly and well combined.
7. Arrange Pineapple and Cherries: Spoon 1 tablespoon of the melted butter-sugar mixture onto the prepared baking sheet for each cookie. Top with a pineapple slice and place a maraschino cherry in the center of each slice.

Form the Cookies

8. Scoop Dough: Take about 1 tablespoon of cookie dough and gently press it over the pineapple slice. Flatten slightly to ensure it covers the fruit.

Bake

9. Bake: Place the cookies in the oven and bake for 12–15 minutes, or until the edges are lightly golden.
10. Cool: Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely.

Tips for the Best Pineapple Upside-Down Sugar Cookies

• Add Coconut: For an extra tropical twist, mix shredded coconut into the cookie dough.
• Chill the Dough: If your dough is too soft, refrigerate it for 15 minutes before forming the cookies.
• Storage: These cookies taste best fresh but can be stored in an airtight container for up to 3 days.

Why These Cookies Will Be a Hit

Pineapple Upside-Down Sugar Cookies are the perfect combination of tropical flavors, buttery goodness, and a hint of nostalgia. They’re an ideal dessert for summer gatherings or anytime you want to impress your guests with a unique and delicious treat. The caramelized topping pairs beautifully with the soft sugar cookie, making every bite a delight!

Did you try this recipe? Share your photos and feedback in the comments below. Follow me for more creative and fun dessert ideas!

Pineapple Upside-Down Sugar Cookies: A Tropical Twist on a Classic Treat

Craving the tropical flavors of pineapple and caramelized sugar in a handheld dessert? Look no further than these Pineapple Upside-Down Sugar Cookies! With a buttery sugar cookie base, caramelized pineapple, and a cherry on top, this recipe is perfect for summer parties, potlucks, or simply indulging your sweet tooth.

By Jason GriffithPublished on November 23, 2024

Prep Time15 min

Cook Time30 min

Total Time45 min

Servings12 cookies

Category: Desserts

Cuisine: American

Ingredients

• 1 cup unsalted butter, softened
• 1 cup granulated sugar
• 1 teaspoon vanilla extract
• 1 teaspoon baking powder
• 1 cup all-purpose flour
• 1/2 teaspoon salt
• 1 can (8 oz) pineapple slices, drained
• Maraschino cherries for topping

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Instructions

1. Preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper.
2. In a bowl, cream together the softened butter and granulated sugar until light and fluffy.
3. Add the vanilla extract and mix until combined.
4. In another bowl, whisk together the flour, baking powder, and salt.
5. Gradually add the dry ingredients to the butter mixture, mixing until just combined.
6. Spoon 1 tablespoon of the melted butter-sugar mixture onto the prepared baking sheet for each cookie.
7. Place a pineapple slice on top of each tablespoon of melted mixture.
8. Scoop 1 tablespoon of cookie dough and gently press it over the pineapple slice, covering it completely.
9. Bake in the preheated oven for 12-15 minutes or until the edges are golden brown.
10. Let the cookies cool on the baking sheet for a few minutes before transferring them to a wire rack.
11. Top each cookie with a Maraschino cherry before serving.

Nutrition Information

@type: NutritionInformation

Calories: 150 calories per cookie

Protein Content: 1g

Carbohydrate Content: 20g

Fat Content: 7g

Tags: Pineapple Upside-Down Cookies, Sugar Cookies, Tropical Desserts, Summer Treats, Baking Recipes

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