Best 8 Pineapple Upside Down Cupcakes Recipes

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Pineapple upside down cupcakes, a delicious and delightful treat, are an irresistible indulgence that combines the sweet and tangy flavors of pineapple with a fluffy, moist cake base. These delightful cupcakes are characterized by their golden brown exterior, studded with chunks of caramelized pineapple and topped with a luscious pineapple ring, creating an explosion of flavors in every bite. Perfect for any occasion, be it a birthday celebration, a family gathering, or an afternoon treat, pineapple upside down cupcakes promise to transport you to a tropical paradise with each bite. Allow us to embark on a culinary adventure as we delve into the delectable world of pineapple upside down cupcakes, exploring the best recipe that will satisfy your taste buds and leave you craving for more.

Here are our top 8 tried and tested recipes!

PINEAPPLE UPSIDE DOWN CUPCAKES



Pineapple Upside Down Cupcakes image

Love to make these little guys for family gatherings or just as treats for home to pack into lunches. Easy recipe to make. Adaptations can be made to make this completely from scratch. This is just a yummy simplified version!

Provided by Bri

Categories     Desserts     Cakes     Upside-Down Cake Recipes     Pineapple Upside-Down Cake Recipes

Time 45m

Yield 24

Number Of Ingredients 10

cooking spray
½ cup butter, melted
1 ½ cups brown sugar
24 maraschino cherries
1 (20 ounce) can crushed pineapple
1 (18.25 ounce) package pineapple cake mix (such as Duncan Hines® Pineapple Supreme)
3 eggs
1 ⅓ cups pineapple juice
⅓ cup vegetable oil
1 tablespoon confectioners' sugar for dusting, or as needed

Steps:

  • Move an oven rack into the middle of the oven. Preheat oven to 350 degrees F (175 degrees C).
  • Spray 24 muffin cups with cooking spray.
  • Line a work surface with waxed paper.
  • Spoon 1 teaspoon melted butter into the bottom of each sprayed muffin cup.
  • Spoon 1 tablespoon brown sugar in each muffin cup.
  • Press a maraschino cherry into the center of the brown sugar in each muffin cup.
  • Spoon a heaping tablespoon of crushed pineapple over the cherry and compact it with the back of a spoon into an even layer.
  • Mix pineapple cake mix, eggs, pineapple juice, and vegetable oil in a large bowl with electric mixer on low speed until moistened, about 30 seconds. Turn mixer speed to medium and mix for 2 minutes.
  • Pour pineapple cake batter into the muffin cups, filling them to the top; do not overfill.
  • Bake in the preheated oven until a toothpick inserted into the center of a cupcake comes out clean, about 20 minutes.
  • Allow cupcakes to cool at least 5 minutes before inverting muffin cups onto the waxed paper to release. Serve with pineapple and cherry sides up. Sprinkle cupcakes lightly with confectioners' sugar.

Nutrition Facts : Calories 236.5 calories, Carbohydrate 38.6 g, Cholesterol 33.4 mg, Fat 9 g, Fiber 0.3 g, Protein 1.5 g, SaturatedFat 3.6 g, Sodium 174.1 mg, Sugar 28.4 g

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

Everyone loves cupcakes, and no one can resist pineapple upside-down cake. We've found a way to brings these favorites together in a sure-to-please treat.

Provided by By Jessica Walker

Categories     Dessert

Time 50m

Yield 24

Number Of Ingredients 7

1 can (20 oz) sliced pineapple, drained, juice reserved
1 box Betty Crocker™ Super Moist™ yellow cake mix
1/2 cup vegetable oil
3 eggs
1/3 cup butter, melted
2/3 cup packed brown sugar
12 maraschino cherries, cut in half

Steps:

  • Heat oven to 350°F. Spray 24 regular-size muffin cups with cooking spray.
  • Cut each pineapple slice into 4 pieces; set aside. In large bowl, beat cake mix, oil, eggs and reserved pineapple juice with electric mixer on low speed 30 seconds. Beat on medium speed 2 minutes, scraping bowl occasionally.
  • In small bowl, stir together melted butter and brown sugar. Spoon 1 1/2 teaspoons butter mixture into each muffin cup. Top each with 2 pineapple pieces. Place cherry half, cut side up, in center of pineapple pieces. Spoon 1/4 cup batter into each cup.
  • Bake 20 to 25 minutes or until toothpick inserted in center comes out clean. Cool 5 minutes. Run knife around edge of cupcakes to loosen; invert onto cookie sheet. Serve warm.

Nutrition Facts : Calories 180, Carbohydrate 25 g, Cholesterol 30 mg, Fat 1 1/2, Fiber 0 g, Protein 1 g, SaturatedFat 3 g, ServingSize 1 Serving, Sodium 160 mg, Sugar 18 g, TransFat 0 g

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

Taken from the Duncan Hines website (credited to Stacy3099), these were a hit at our Thanksgiving gathering. Be forewarned: this made 24 regular sized cupcakes AND 12 mini cupcakes (

Provided by alligirl

Categories     Dessert

Time 40m

Yield 24 cupcakes, 24 serving(s)

Number Of Ingredients 7

1 duncan hines pineapple supreme cake mix
oil, and eggs called for on cake mix box
pineapple juice, in place of water called for on box (you don't have to use pineapple juice, I just think it enhances the flavor!)
1 (20 ounce) can pineapple tidbits (save the juice!)
1 1/2 cups light brown sugar
1/2 cup butter, melted
24 maraschino cherries

Steps:

  • Mix the cake as directed on box, substitute pineapple juice from the canned pineapple in place of water called for in recipe. (Optional).
  • Melt the butter.
  • Spray cupcake pan with cooking spray. (Do not use paper liners!).
  • Place one teaspoon of melted butter in the bottom of each cup of the pan.
  • Add one tablespoon of brown sugar on top of the melted butter.
  • Place one cherry in the center.
  • Scatter the tidbits around the cherry to form a circle.
  • Add cake mix on top of the pineapple. (3/4 full).
  • Bake for 18-20 minutes or until cupcakes are cooked.
  • Let the pan cool on a cooling rack for about 5 minutes.
  • Run a knife along the inside edge.
  • Invert cupcake pan on the cooling rack.
  • Some of the brown sugar and pineapple might stay behind in the pan, just scrap it out and lay it on top of the cupcakes.

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

I have baked cupcakes for years. These easy to make treats make an attractive dessert for special occasions. -Barbara Hahn, Park Hills, Missouri

Provided by Taste of Home

Categories     Desserts

Time 1h

Yield 1 dozen jumbo cupcakes.

Number Of Ingredients 15

6 tablespoons butter, cubed
1 cup packed light brown sugar
2 tablespoons light corn syrup
12 slices pineapple, drained
12 maraschino cherries, well drained
3 large eggs, room temperature
2 cups sugar
1 cup canola oil
1 cup sour cream
2 teaspoons vanilla extract
2-1/2 cups all-purpose flour
1/2 teaspoon baking powder
1/2 teaspoon baking soda
1/2 teaspoon salt
Whipped topping, optional

Steps:

  • Line the bottom of 12 greased jumbo muffin cups with waxed paper; grease the paper and set aside., In a small saucepan, melt butter over low heat; stir in brown sugar and corn syrup. Cook and stir over medium heat until sugar is dissolved. Remove from the heat. Spoon 1 tablespoon into each muffin cup; top each with a pineapple slice and a cherry., In a large bowl, beat eggs and sugar until thickened and lemon-colored. Beat in the oil, sour cream and vanilla until smooth. Combine the flour, baking powder, baking soda and salt. Add to egg mixture and mix well. , Fill muffin cups two-thirds full. Bake at 350° until a toothpick inserted in the center comes out clean, 28-32 minutes. Cool for 5 minutes before inverting onto wire racks to cool completely. Garnish with whipped topping if desired.

Nutrition Facts : Calories 602 calories, Fat 29g fat (9g saturated fat), Cholesterol 82mg cholesterol, Sodium 264mg sodium, Carbohydrate 82g carbohydrate (61g sugars, Fiber 1g fiber), Protein 5g protein.

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

Just like the cake but in cupcake form. Just as good, yet smaller and healthier portions than a whole piece. Just be sure to eat it upside-down.

Provided by Mrs.Joe Jonas

Categories     Desserts     Cakes     Upside-Down Cake Recipes     Pineapple Upside-Down Cake Recipes

Time 30m

Yield 12

Number Of Ingredients 8

1 (15.25 ounce) package yellow cake mix
1 cup water
½ cup vegetable oil
3 eggs
1 (12.5 ounce) can pineapple tidbits in juice, drained and juice reserved
1 cup brown sugar, or as needed
½ cup butter, melted
1 (16.5 ounce) can pitted cherries, drained

Steps:

  • Preheat oven to 350 degrees F (175 degrees C). Grease muffin cups or line with paper muffin liners.
  • Beat cake mix, water, oil, and eggs together with an electric mixer in large bowl on low speed 30 seconds, increase speed to medium speed and beat for 2 minutes. Pour reserved pineapple juice into cake mix and beat until combined.
  • Sprinkle brown sugar evenly in each muffin cup. Drizzle butter evenly over brown sugar. Place pineapple tidbits and 1 cherry atop the brown sugar mixture. Pour cake batter over pineapple tidbits.
  • Bake in the preheated oven until golden and the tops spring back when lightly pressed, 15 to 20 minutes.

Nutrition Facts : Calories 429.7 calories, Carbohydrate 56.2 g, Cholesterol 67.6 mg, Fat 22.2 g, Fiber 1.2 g, Protein 3.7 g, SaturatedFat 7.3 g, Sodium 315.7 mg, Sugar 42.5 g

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

Provided by Food Network Kitchen

Categories     dessert

Time 1h20m

Yield 12 cupcakes

Number Of Ingredients 17

1 1/3 cups all-purpose flour
2/3 cup granulated sugar
2 teaspoons baking powder
2/3 cup milk
4 tablespoons unsalted butter, melted
1 teaspoon vanilla extract
Pinch fine salt
1 large egg
Filling:
2 tablespoons unsalted butter
2 cups chopped ripe pineapple (about 1/4-inch pieces)
1/2 cup firmly packed light brown sugar
Icing:
1/2 cup confectioners' sugar
5 teaspoons fresh or canned pineapple juice
6 marachino cherries, halved, for garnish
Pineapple wedges, for garnish

Steps:

  • For the cupcakes: Preheat the oven to 350 degrees F. Line one 12-cup standard muffin tin with cupcake liners.
  • Whisk together the flour, granulated sugar, baking powder, milk, butter, vanilla, salt and egg in a medium bowl just until combined. Be careful not to over mix. Pour into the liners. Bake until a toothpick inserted in the center of the cakes comes out clean, about 18 minutes. Cool on a rack 10 minutes, and then remove the cupcakes and cool on the rack completely.
  • For the filling: Melt the butter in a 10-inch nonstick skillet over medium heat. Add the pineapple, sugar and salt and cook, stirring frequently, until caramelized and the liquid is mostly evaporated, 18 to 20 minutes. (You will be able to run your spoon through the filling and leave a streak behind that holds 1 to 2 seconds before filling back in. The consistency of the filling should be like caramel sauce.) Set aside to cool.
  • For the icing: Melt the butter in small saucepan over medium-low heat. Bring to a simmer and continue cooking until dark golden and toasty smelling, about 4 minutes. Once you see the milk solids turning a medium brown color, turn off the heat. Cool to room temperature. Whisk in the confectioners' sugar and pineapple juice to make it smooth but not too spreadable.
  • To assemble: Using a melon baller, scoop out a hole in each cupcake large enough for 1 tablespoon of pineapple filling. Fill and press gently with the back of the spoon to level the filling. Spoon a teaspoon of icing over the hole to cover. Garnish the cupcakes as desired with cherries and pineapple.

PINEAPPLE UPSIDE DOWN CUPCAKES



Pineapple Upside Down Cupcakes image

Make and share this Pineapple Upside Down Cupcakes recipe from Food.com.

Provided by Lou23919

Categories     Dessert

Time 40m

Yield 12 muffins, 12 serving(s)

Number Of Ingredients 12

6 tablespoons butter
1/2 cup milk
1 cup flour
1 1/2 teaspoons baking powder
1/4 teaspoon salt
2 eggs
3/4 cup sugar
1/2 teaspoon vanilla extract
6 tablespoons butter
3/4 cup brown sugar, packed
6 maraschino cherries
1 (20 ounce) can pineapple rings

Steps:

  • Heat oven to 350 degrees. Place butter and milk for the batter in a small saucepan over medium heat. Warm the mixture, stirring occasionally, until butter melts, the transfer to a small bowl to cool.
  • Meanwhile, prepare the pineapple topping. Into each cup of a 12 cup muffin pan, add 1/2 tablespoon of unmelted butter, the evenly sprinkle 1 tablespoon of brown sugar over the bottom. Place the pan in the oven until butter melts, about 3 minutes.
  • Halve each maraschino cherry, then cut the pineapple rings into quarters. Place a cherry half, sliced side up, in the center of each cup and lay pineapple quarters on each side. Press the fruit down gently into the butter/sugar mixture, then set prepared pan aside.
  • Finish making the batter. In a medium size bowl, combine the flour,baking powder, salt and stir the ingredients with a fork until they are evenly blended. In a large bowl, whisk together the eggs, sugar, and vanilla extract until smooth. Add the flour mixture to the egg mixture until the flour is fully incorporated. Add the milk-butter mixture and stir well to combine the ingredients into a smooth batter.
  • Pour the batter into the muffin pan, dividing it evenly among all the cups. Bake the cupcakes until they're lightly browned, dry around the edges, and pulling away from the pan a little, about 25 minutes.
  • Transfer the pan to a rack to cool for 5 minutes. Use a butter knife to carefully loosen each cupcake from the edges and bottom of the pan, then place a cookie sheet over the top. Invert the pan, turning the cupcakes onto the cookie sheet, then transfer them back to the rack to cool completely. Serve the cupcakes at room temperature. Make 12 cupcakes.

PINEAPPLE UPSIDE-DOWN CUPCAKES



Pineapple Upside-Down Cupcakes image

These are so easy

Provided by Jennifer Houk

Categories     Cakes

Time 1h10m

Number Of Ingredients 7

1 can(s) 20oz sliced pineapple drained, juice reserved
1 box yellow cake mix
1/2 c oil
3 eggs
1/3 c butter, melted
2/3 c brown sugar, firmly packed
12 maraschino cherries cut in half

Steps:

  • 1. 1 Heat oven to 350°F. Spray 24 regular-size muffin cups with cooking spray.
  • 2. Cut each pineapple slice into 4 pieces; set aside. In large bowl, beat cake mix, oil, eggs and reserved pineapple juice with electric mixer on low speed 30 seconds. Beat on medium speed 2 minutes, scraping bowl occasionally.
  • 3. In small bowl, stir together melted butter and brown sugar. Spoon 1 1/2 teaspoons butter mixture into each muffin cup. Top each with 2 pineapple pieces. Place cherry half, cut side up, in center of pineapple pieces. Spoon 1/4 cup batter into each cup.
  • 4. Bake 20 to 25 minutes or until toothpick inserted in center comes out clean. Cool 5 minutes. Run knife around edge of cupcakes to loosen; invert onto cookie sheet. Serve warm.

Tips:

  • For the perfect gooey caramel sauce, use light brown sugar instead of granulated sugar.
  • To prevent the cupcakes from sticking to the pan, grease and flour the muffin cups or use paper liners.
  • For a fun twist, try using different types of fruit, such as peaches, cherries, or blueberries, instead of pineapple.
  • To make the cupcakes even more special, add a scoop of vanilla ice cream or whipped cream on top.
  • For a gluten-free version, use a gluten-free flour blend.
  • For a vegan version, use a vegan butter and milk substitute.

Conclusion:

These pineapple upside-down cupcakes are a delicious and easy-to-make treat that are perfect for any occasion. With their moist and flavorful cake, gooey caramel sauce, and sweet pineapple topping, they are sure to be a hit with everyone who tries them. So next time you are looking for a special dessert, give these cupcakes a try. You won't be disappointed!

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