Old Fashioned Pineapple Upside-Down Cake Recipes & Special Tips

This classic Old Fashioned Pineapple Upside-Down Cake is a timeless favorite. It’s a simple yet delicious dessert that’s sure to please everyone. 

The cake is made with a light and fluffy yellow cake mix and topped with a sweet and sticky pineapple topping. The combination of flavors is sure to make your taste buds dance. 

This cake is perfect for any occasion, from a casual family dinner to a special celebration. It’s a classic that will never go out of style.

Timing For Old Fashioned Pineapple Upside-Down Cake

Prep Time: 20 minutes

Cook Time: 35 minutes

Total Time: 55 minutes

Servings: 8

Yield: 8 slices of cake

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Image Credit: allrecipes.com

Ingredients

-1/2 cup (1 stick) butter

-1 cup light brown sugar

-1 can (20 ounces) pineapple slices in juice, drained

-1/2 cup maraschino cherries, drained

-1 1/2 cups all-purpose flour

-1 teaspoon baking powder

-1/2 teaspoon salt

-1/2 cup granulated sugar

-2 large eggs

-1 teaspoon vanilla extract

-1/2 cup milk

Image Credit: backtomysouthernroots.com

Directions

1. Preheat Oven To 350°F (175°C).

Making an old-fashioned pineapple upside-down cake is a classic recipe that has been around for generations. 

To make this delicious dessert, you will need to preheat your oven to 350°F (175°C). Begin by greasing and flouring a 9-inch round cake pan. 

In a small bowl, mix together 1/2 cup of melted butter, 1/2 cup of packed brown sugar, and 1/4 teaspoon of ground cinnamon. Spread the mixture evenly over the bottom of the pan. 

Arrange the pineapple slices over the mixture. In a large bowl, cream together 1/2 cup of softened butter and 1 cup of sugar until light and fluffy. 

Beat in 2 eggs, one at a time. In a separate bowl, combine 1 1/2 cups of all-purpose flour, 1 teaspoon of baking powder, and 1/4 teaspoon of salt. 

Gradually add the dry ingredients to the creamed mixture. Spread the batter over the pineapple slices. Bake for 35 to 40 minutes or until a toothpick inserted in the center comes out clean. 

Allow the cake to cool in the pan for 10 minutes before inverting it onto a serving plate. Enjoy your old-fashioned pineapple upside-down cake!

2. Grease A 9-Inch Round Cake Pan.

Making an old-fashioned pineapple upside-down cake is a classic recipe that has been around for generations. It is a simple and delicious dessert that is sure to please everyone. 

The first step in making this classic cake is to grease a 9-inch round cake pan. To do this, you will need to use butter or margarine. 

Start by melting the butter or margarine in a small saucepan over low heat. Once it is melted, use a pastry brush to spread the butter or margarine evenly over the bottom and sides of the cake pan. 

Make sure to get into all of the corners and crevices. Once the pan is greased, you are ready to move on to the next step in making your pineapple upside-down cake.

3. Arrange Pineapple Slices In The Bottom Of The Pan.

Making an old-fashioned pineapple upside-down cake is a classic recipe that is sure to please. The first step is to arrange pineapple slices in the bottom of the pan. 

Make sure to use a deep cake pan that is greased and floured. Place the pineapple slices in a single layer at the bottom of the pan. If desired, add a few maraschino cherries in between the pineapple slices. 

Once the pineapple slices are arranged, it is time to make the cake batter. In a bowl, mix together the cake mix, eggs, oil, and water. Beat the batter until it is smooth and creamy. 

Pour the batter over the pineapple slices and spread it evenly. Bake the cake in a preheated oven for about 40 minutes or until a toothpick inserted into the center of the cake comes out clean. 

Allow the cake to cool for about 10 minutes before inverting it onto a plate. Serve the cake warm with a scoop of ice cream or a dollop of whipped cream. Enjoy!

4. Sprinkle Brown Sugar Over The Pineapple Slices.

Making an old-fashioned pineapple upside-down cake is a classic dessert that is sure to please. 

The first step is to preheat the oven to 350 degrees Fahrenheit. Next, butter a 9-inch round cake pan and spread a layer of brown sugar over the bottom. 

Arrange pineapple slices on top of the brown sugar. Sprinkle brown sugar over the pineapple slices and dot with butter. 

In a separate bowl, mix together the cake batter ingredients, including flour, sugar, baking powder, salt, eggs, and butter. 

Pour the batter over the pineapple slices and spread evenly. Bake the cake for 35 to 40 minutes, or until a toothpick inserted into the center comes out clean. 

Let the cake cool for 10 minutes before inverting it onto a plate. Serve the cake warm with a dollop of whipped cream. Enjoy!

5. Place A Cherry In The Center Of Each Pineapple Slice.

Making an old-fashioned pineapple upside-down cake is a classic dessert that is sure to please. 

To begin, preheat your oven to 350 degrees Fahrenheit and grease a 9-inch round cake pan. 

Next, prepare the topping by melting butter in the cake pan and sprinkling brown sugar over the butter. 

Arrange pineapple slices in a single layer over the butter and sugar. Place a cherry in the center of each pineapple slice.

In a separate bowl, mix together the cake ingredients, including flour, sugar, baking powder, salt, milk, and butter. Pour the cake batter over the pineapple slices and bake for 30-35 minutes. 

Once the cake is finished baking, let it cool for 10 minutes before inverting it onto a plate. Serve the cake warm and enjoy!

6. Cream Together Butter And Sugar Until Light And Fluffy.

Making an old-fashioned pineapple upside-down cake is a classic baking experience. 

The first step is to cream together butter and sugar until light and fluffy. This is done by beating the butter and sugar together in a bowl with a wooden spoon or electric mixer until the mixture is pale and creamy. 

Once the butter and sugar are creamed together, add in the eggs one at a time, beating well after each addition. 

Next, sift together the flour, baking powder, and salt and then add to the creamed mixture, stirring until just combined. Finally, add the milk and mix until the batter is smooth. 

Once the cake batter is ready, it is time to prepare the pineapple topping. Start by melting butter in a skillet over medium heat and then adding the brown sugar and pineapple slices. 

Cook the pineapple until the sugar is melted and bubbling and then pour the pineapple and syrup over the cake batter. 

Bake the cake in a preheated oven until golden brown and a toothpick inserted in the center comes out clean. Allow the cake to cool before inverting it onto a serving plate. Enjoy!

7. Beat In Eggs One At A Time.

Making an old-fashioned pineapple upside-down cake is a classic dessert that never goes out of style. 

The first step is to preheat the oven to 350 degrees Fahrenheit. Then, grease a 9-inch round cake pan with butter and sprinkle it with brown sugar. 

Place pineapple rings and maraschino cherries in the bottom of the pan. In a medium bowl, cream together 1/2 cup of butter and 1 cup of sugar until light and fluffy. 

Beat in 2 eggs one at a time until fully incorporated. In a separate bowl, sift together 1 1/2 cups of all-purpose flour, 1 teaspoon of baking powder, and 1/4 teaspoon of salt. 

Add the dry ingredients to the wet ingredients, alternating with 1/2 cup of milk. Pour the batter over the pineapple and cherries in the cake pan. 

Bake for 35-40 minutes, or until a toothpick inserted into the center of the cake comes out clean. Allow the cake to cool for 15 minutes before inverting it onto a plate. Enjoy!

8. Sift Together Flour, Baking Powder, And Salt.

Making an old-fashioned pineapple upside-down cake is a classic baking treat that is sure to please. 

To begin, sift together the dry ingredients: two cups of all-purpose flour, two teaspoons of baking powder, and one teaspoon of salt. 

This step is important to ensure that the ingredients are evenly distributed and that the cake will rise properly. 

Once the dry ingredients are sifted, set them aside and move on to the next step.

9. Alternately Add Dry Ingredients And Milk To The Butter Mixture.

Making an old-fashioned pineapple upside-down cake is a classic recipe that has been around for generations. 

To make this delicious dessert, you will need butter, sugar, pineapple slices, maraschino cherries, cake mix, eggs, and milk. 

Begin by preheating the oven and greasing a 9-inch round cake pan. In a small bowl, mix together the butter and sugar until it is creamy. 

Spread the mixture in the bottom of the cake pan. Arrange the pineapple slices and cherries on top of the butter mixture. In a separate bowl, mix together the cake mix, eggs, and milk. 

Alternately add the dry ingredients and milk to the butter mixture, stirring until everything is combined. Pour the batter over the pineapple slices and cherries. 

Bake for about 40 minutes, or until a toothpick inserted in the center comes out clean. 

Allow the cake to cool for a few minutes before inverting it onto a plate. Enjoy your delicious old-fashioned pineapple upside-down cake!

10. Pour Batter Over The Pineapple Slices.

Making an old-fashioned pineapple upside-down cake is a classic dessert that is sure to please. To begin, preheat the oven to 350 degrees and prepare a 9-inch round cake pan with butter and brown sugar. 

Arrange pineapple slices in the pan and place a maraschino cherry in the center of each slice. In a medium bowl, whisk together the flour, baking powder, and salt. 

In a separate bowl, cream together the butter and sugar until light and fluffy. Beat in the eggs one at a time, then stir in the vanilla extract. 

Alternately add the dry ingredients and the milk to the butter mixture, stirring until just combined. Finally, pour the batter over the pineapple slices in the cake pan. 

Bake for 35 to 40 minutes, or until a toothpick inserted in the center comes out clean. Let the cake cool in the pan for 10 minutes before inverting it onto a serving plate. Enjoy!

11. Bake For 35-40 Minutes.

Making an old-fashioned pineapple upside-down cake is a fun and delicious way to enjoy a classic dessert. To begin, preheat the oven to 350 degrees Fahrenheit. 

Grease a 9-inch round cake pan with butter or non-stick cooking spray. In a small bowl, mix together 1/2 cup of melted butter, 1/2 cup of packed brown sugar, and 1/4 teaspoon of ground cinnamon. Spread the mixture evenly over the bottom of the cake pan. 

Arrange pineapple slices over the mixture in the pan. Place a maraschino cherry in the center of each pineapple slice. 

In a separate bowl, mix together 1 1/2 cups of all-purpose flour, 1 teaspoon of baking powder, and 1/4 teaspoon of salt. In a third bowl, beat together 1/2 cup of softened butter, 1 cup of granulated sugar, and 1 teaspoon of vanilla extract. 

Add in 2 eggs, one at a time, and beat until the mixture is light and fluffy. Slowly add in the flour mixture, alternating with 1/2 cup of milk, until everything is fully combined. 

Pour the batter over the pineapple slices in the cake pan. Bake for 35-40 minutes, or until a toothpick inserted in the center comes out clean. Let the cake cool for 10 minutes before inverting it onto a plate. Enjoy!

12. Let Cool For 10 Minutes Before Inverting Onto A Plate.

Old Fashioned Pineapple Upside-Down Cake is a classic dessert that is sure to please. To make this delicious treat, start by preheating the oven to 350 degrees Fahrenheit. 

Grease a 9-inch round cake pan and line the bottom with a single layer of pineapple slices. 

Sprinkle brown sugar over the pineapple and dot with butter. In a bowl, mix together the cake ingredients, such as flour, baking powder, sugar, eggs, and butter. 

Pour the batter over the pineapple slices and spread evenly. Bake for 25-30 minutes, or until a toothpick inserted into the center comes out clean. 

Once the cake is done, let it cool for 10 minutes before inverting it onto a plate. Serve warm and enjoy!

13. Serve Warm With A Dollop Of Whipped Cream.

Making an old-fashioned pineapple upside-down cake is a classic recipe that has been enjoyed for generations. 

To make this delicious dessert, start by preheating the oven to 350°F. Grease a 9-inch round cake pan and sprinkle the bottom with brown sugar. 

Arrange pineapple slices in the pan and place a maraschino cherry in the center of each slice. In a medium bowl, mix together 1 cup of all-purpose flour, 1 teaspoon of baking powder, and ½ teaspoon of salt. 

In a separate bowl, cream together ½ cup of butter and 1 cup of sugar until light and fluffy. Beat in 2 eggs, one at a time, then stir in 1 teaspoon of vanilla extract. 

Gradually add the dry ingredients to the wet ingredients, mixing until just combined. Spread the batter evenly over the pineapple slices and bake for 30-35 minutes, or until a toothpick inserted in the center comes out clean. 

Allow the cake to cool for 10 minutes before inverting it onto a plate. Serve warm with a dollop of whipped cream. Enjoy!

Nutrition Facts (Per Serving)

  • Serving Size: 1 slice (1/12 of cake)
  • Calories: 310
  • Fat: 12g
  • Saturated Fat: 6g
  • Trans Fat: 0g
  • Cholesterol: 55mg
  • Sodium: 230mg
  • Carbohydrates: 46g
  • Fiber: 1g
  • Sugar: 30g

Protein: 3g

The BEST Pineapple Upside Down Cake

Special Tips

1. Preheat the oven to 350 degrees F.

2. Grease a 9-inch round cake pan with butter or non-stick cooking spray.

3. Arrange the pineapple slices and cherries in the bottom of the pan.

4. In a medium bowl, whisk together the flour, baking powder, and salt.

5. In a separate bowl, cream together the butter and sugar until light and fluffy.

6. Add the eggs one at a time, beating well after each addition.

7. Alternate adding the dry ingredients and the milk to the butter mixture, stirring until just combined.

8. Pour the batter over the pineapple and cherries in the cake pan.

9. Bake for 30-35 minutes, or until a toothpick inserted into the center of the cake comes out clean.

10. Let the cake cool for 10 minutes before inverting onto a serving plate.

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