Old Fashioned Pineapple Upside Down Cake

If you enjoy classic desserts with a fruity twist, this old fashioned pineapple upside down cake is perfect.

With a moist and buttery vanilla cake, caramelized pineapples and crunchy nuts, this dessert is sure to wow everyone.

baked and inverted old fashioned pineapple upside down cake with maraschino cherries on the side

Recipe originally published on OurZestyLife

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A Dessert To Flip For

  • The tropical flavors paired with the rich vanilla cake are irresistible.
  • Pineapple upside down cake is absolutely beautiful, and much more complicated than it actually is.
  • Perfect for holidays, potlucks, or just for an everyday dessert, it’s an easy dessert that tastes as good as it looks.
  • Made using common ingredients like flour, butter, sugar, and eggs—no fancy extras required.
  • With easy-to-follow instructions, this cake is simple to make and can even be customized to suit your preferences.
butter, salt, maraschino cherries, cream, pineapple, vanilla, flour, eggs, sugar, pecans, baking powder, brown sugar assembled to make old fashioned pineapple upside down cake

Upside Down Cake-Makin’ Must-Haves

Cake Batter: A basic batter is made by alternating dry ingredients with creamed ingredients.

Sweet Fruit: Drained pineapple slices, maraschino cherries, and crushed pecans are placed on a buttery brown sugar base.

Toppings: Add whipped cream, maraschino cherries, pineapple chunks, or crushed pecans for a decorative finish.

Sweet Switch-Ups

  • For a tasty tropical twist, add shredded coconut to the pineapple layer.
  • You can use crushed pineapple instead of slices. This will make the cake easier to slice, however is not quite as pretty.
  • Add a splash of rum to the batter or caramelize the pineapple in rum for an adult-friendly version.
  • Use walnuts instead of pecans, or make it nut-free by simply omitting them.

How to Make Pineapple Upside-Down Cake

  1. Melt butter in a skillet and stir in brown sugar.
  2. Place pineapple slices, cherries, and nuts over brown sugar.
  3. Prepare cake batter by alternating dry ingredients, creamed ingredients, and cream.
  4. Pour batter over the pineapple layer and bake.
  5. After it cools slightly, invert the cake onto a plate.

Helpful Hints for a Heavenly Cake

  • Pat the pineapple slices dry a bit before using to avoid excess moisture in the batter.
  • Check to see if it is done around the 20 minute mark, as ovens can vary.
  • Invert the cake quickly and carefully after it has had a chance to cool.
  • A cast iron skillet works best for caramelizing, but a cake pan or springform pan will also work. Be mindful that the bake time may change using a different pan.
a slice of old fashioned pineapple upside down cake cut out

How To Save That Slice

Once cooled, wrap this old fashioned pineapple upside down cake tightly, or place it in an airtight container. Store at room temperature for 2 days or in the fridge for up to 5 days.

For longer storage, freeze the cake—either whole or in individual slices—wrapped in plastic and foil. It will remain in good form about 3 months in the freezer.

a slice of old fashioned pineapple upside down cake garnished with pineapple chunk and a maraschino cherry

Did you make this Old Fashioned Pineapple Upside Down Cake? Leave a comment and rating below.

 

baked and inverted old fashioned pineapple upside down cake with maraschino cherries on the side
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Old Fashioned Pineapple Upside Down Cake

Servings 12
Prep 20 minutes
Cook 30 minutes
Cool in pan 15 minutes
Total 1 hour 5 minutes
You need to try this moist pineapple upside down cake that is as beautiful as it is delicious.

Equipment

  • cast iron skillet
  • Medium mixing bowl
  • large bowl

Ingredients
  

  • 2 cups flour
  • 2 teaspoons baking powder
  • ½ teaspoon salt
  • ½ cup butter or margarine
  • 1 cup sugar
  • 2 large eggs
  • 1 Tablespoon vanilla extract
  • 1 cup light cream

Pineapple

  • ¼ cup butter
  • ½ cup brown sugar
  • 2 cans sliced pineapple 14 ounce cans, drained and slices patted dry a bit
  • 1 cup chopped pecans or walnuts
  • maraschino cherries to fill pineapple holes as desired

Garnish

  • whipped cream optional
  • maraschino cherries optional
  • pineapple chunks optional

Instructions
 

  • Preheat oven to 350˚F
  • Melt ¼ cup butter in 10 inch cast iron skillet. Add ½ cup brown sugar, mix and spread evenly.
  • Drain sliced pineapple well. Pat dry a bit. Set aside.
  • In a medium bowl whisk together flour, baking powder and salt. Set aside.
  • In a large bowl, cream butter and slowly add sugar until white and fluffy.
  • Add eggs one at a time and beat in between each addition.
  • Alternate adding dry ingredients and cream, beating well after each. Add vanilla.
  • Add pineapple slices to skillet, add maraschino cherries and sprinkle with chopped pecans.
  • Carefully pour the cake batter over pineapple.
  • Bake 25-30 minutes. Check early for doneness. If a toothpick inserted in the center comes out clean, it is done.
  • Rest on a cooling rack for about 15 minutes. Place a serving plate over skillet, and invert quickly to turn out the cake in one piece.
  • Serve with whipped cream and garnish with a maraschino cherry.

Notes

  • Nutrition does not include tippings.
  • If you do not have a cast iron skillet, use a 9 inch springform pan or a 10 inch round cake pan.
  • Reserve excess pineapple juice for smoothies or other recipes.

Nutrition

Calories: 469kcalCarbohydrates: 58gProtein: 5gFat: 25gSaturated Fat: 12gPolyunsaturated Fat: 3gMonounsaturated Fat: 9gTrans Fat: 0.5gCholesterol: 84mgSodium: 282mgPotassium: 225mgFiber: 3gSugar: 40gVitamin A: 654IUVitamin C: 9mgCalcium: 94mgIron: 2mg

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