Best Pineapple Upside Down Cake {Easy}

The best, classic, quick and easy pineapple upside down cake recipe, homemade with simple ingredients from scratch. It’s soft and moist with a golden caramelized layer and hints of orange and vanilla flavor.

Best Pineapple Upside Down Cake on White Dish.

While browsing through my Mom’s old recipe book, I found this recipe. I grew up eating this. It was my Mom’s favorite cake to make for parties. Honestly, I think if I wasn’t such a chocoholic, I would be making this cake all the time. The most awesome thing about this dessert is that there is no need to decorate it at the end. The pineapple and cherry topping are beautiful enough. By the way, please note that this is different than my recipe for Pineapple Cake (With Cake Mix) but still just as good as my Cranberry Upside Down Cake (With Cake Mix).

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Slice of Upside Down Cake on White Dish.

Key ingredients

  • Butter– Be sure it is unsalted for best results.
  • Flour– All-purpose works great for this recipe.
  • Brown sugar– I recommend using dark as opposed to light.
  • Granulated sugar– Just your classic table sugar is all it takes.
  • Pineapples– These can be canned or fresh.
  • Cherries– I used maraschino cherries, but if you don’t like those regular cherries can also be used.
  • Buttermilk– You can buy it from the store or make your own at home.
  • Yogurt– Makes the cake nice and moist.
  • Eggs– Be sure they are large and at room temperature.
  • Oil– I used olive oil, but you can use any neutral kind.
  • Leavening agents- Both, baking powder and baking soda, are used in this recipe.
  • Salt– A little bit goes a long way.
  • Vanilla extract- Use the highest quality you can find! Vanilla bean paste is another good option.
  • Orange zest- You can use orange extract instead.
Image with ingredients in separate containers on neutral background.

Variations

  • Cake mix version– Prepare the caramelized layer as per my instructions in the recipe card. Arrange the pineapples and cherries. Then, instead of making the cake batter from scratch, use a yellow or vanilla cake mix and box instructions to prepare the batter. Spread that on top of the fruits. Bake for 40-45 minutes or until an inserted toothpick in the center comes out clean. Flip the cake onto a serving dish and enjoy.
  • Try other extracts– Including pineapple, orange, maple, or almond.
  • Add in zests- Like lime, lemon, or orange for added flavor and color.
  • Use this recipe for cupcakes– But you would have to use a cupcake pan with no liners and generously spray the it with oil. You would also have to slice the pineapple rings into smaller pieces and arrange them in each cupcake cavity.
  • Double or triple this recipe– To make 2 or 3 cakes and you can stack them with frosting in the middle to create a stunning layer cake like this Easy Ginger Cake (With Ginger Frosting) or my Easy Pink Champagne Cake (With Strawberry).
  • You can use this recipe for cast iron skillet– But please note that the baking time will be shorter.
  • Not a big fan of maraschino cherries?– Then use fresh cherries. Just be sure wash them and pat them dry and remove the pits.
  • Serve with a side- Such as vanilla ice cream, my Homemade Vanilla Pudding, Homemade Caramel Sauce, Homemade Whipped Cream (Stabilized), Homemade Chantilly Cream (Creme Chantilly), or even Homemade Vanilla Custard.

How to make easy pineapple upside down cake recipe from scratch?

Melted butter and brown sugar in a round pan.

1. Prepare the caramelized layer– By spreading melted butter and brown sugar in round pan.

Pineapples and cherries arranged on top the butter mixture.

2. Arrange pineapples and cherries– At the bottom of the pan.

Egg, yogurt, buttermilk, olive oil, vanilla extract and orange zest in mixing bowl with hand held mixer.

3. In a bowl mix together wet ingredients- This includes eggs, buttermilk, yogurt, oil, vanilla, and zest.

Dry flour mixture added to wet mixture and being mixed with a wooden spoon.

4. Add in dry ingredients- This incudes Flour, sugar, baking powder, baking soda, and salt.

Cake batter in glass bowl.

5. Mix everything together thoroughly– A few lumps are okay just don’t over-mix.

Cake batter being poured on top of pineapples and cherries.

6. Carefully pour batter– On top of arranged pineapple and cherries.

Cake batter being spread evenly with a wooden spoon.

7. Gently and evenly spread batter– With the back of a wooden spoon.

Baked cake being flipped onto a white serving dish.

8. Bake and allow to cool- Then flip upside-down and enjoy.

Tips and techniques

  • This is not a bundt pan recipe– You can only make this cake in a round pan or a springform pan.
  • The buttermilk and yogurt– Are two key ingredients that make this cake super moist. Don’t omit them or replace them with other ingredients.
  • Make sure not to omit the eggs– I tried making an eggless version but it was awful and had a very weird texture.
  • Chill the cake in the fridge after baking- For at least an hour, because this will make it easier to slice.
  • Fresh or canned- Pineapples can be used for this recipe.
  • Make sure to pat the pineapples and cherries dry– Because this helps get rid of any excess liquid.
  • Do not over-mix the cake batter– Because that will lead to a very dense, gummy texture.
  • You must prepare the pans- Grease the sides very well with oil and line the bottom with parchment paper to prevent the cake from sticking to the pan.
  • I don’t recommend using corn syrup- Some people use corn syrup instead of brown sugar and butter for the caramelized layer but I don’t recommend it since that makes the cake very soggy.
  • I recommend using dark brown sugar– Over the light one since it makes a more flavorful caramelized top layer.
  • I used light olive oil in this recipe– But you can use any other neutral flavored oil.
Spoonful of cake on white dish.

Recipe FAQs

Who invented this and when? Where did it originate?

I am not sure about the exact city but based on my research, it originated in Europe around the 1920’s. It was traditionally a skillet cake that was cooked on the stovetop. It gained its popularity for the caramelized fruit bottom that makes a decorative topping, when flipped over. It gained even more popularity in America after canned pineapples were introduced.

How to get this cake out of pan/how to flip it?

Make sure to use a springform pan. Let the cake cool down. Then, gently run a knife around the sides of the cake. Unlock the springform pan and remove the side piece. Finally, flip the cake upside down onto a plate.

Should I serve this hot or cold?

Traditionally, it’s served cold but I have heard some people enjoy it warm with ice cream. It’s more ooey gooey that way.

Closeup shot of slice of cake on white serving dish.

Storage

  • Make ahead– This can be made 1-2 days in advance.
  • Room temperature– This can easily stay out for 3-5 hours.
  • Refrigerate– In a sealed container for up to 3 days.
  • Freeze– In a sealed container for up to 1 month. Thaw and enjoy.

More fruit-based cake recipes

  • Mango Cake
  • Best Banana Chocolate Chip Cake
  • Fresh Pear Cake (Pear Upside Down Cake)
  • No Bake Peach Cheesecake
  • Banana Upside Down Cake (With Cake Mix)

Recipe

Best Pineapple Upside Down Cake With Maraschino Cherries on White Dish.

Best Pineapple Upside Down Cake (Easy)

Abeer Rizvi

The best, classic, quick and easy pineapple upside down cake recipe, homemade with simple ingredients from scratch. It’s soft and moist with a golden caramelized layer and hints of orange and vanilla flavor.

5 from 1 rating

Video

Print Recipe
Pin Recipe
Prep Time 10 minutes
Cook Time 40 minutes
Total Time 50 minutes
Course Dessert
Cuisine American
Servings 9 slices
Calories 323 kcal

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Ingredients

  

Caramelized layer

  • cup Butter Unsalted, Melted
  • ½ cup Brown sugar
  • 8 Pineapple slices Round, Patted dry with paper towels
  • 22- 25 Maraschino cherries Or use fresh pitted cherries, Patted dry with paper towels

Cake

  • ½ cup Buttermilk
  • cup Greek yogurt Full fat
  • 1 Egg Large, Room temperature
  • teaspoon Salt
  • 2 tablespoon Olive oil Light
  • 2 teaspoon Vanilla extract
  • ½ teaspoon Orange extract Or orange zest
  • 1 cup All-purpose flour All-purpose
  • ¾ cup Granulated sugar
  • 1 teaspoon Baking powder
  • 1 teaspoon Baking soda

Instructions

 

  • Melt butter in the microwave and pour it into your 9 inch greased pan that’s been lined with parchment paper. Use your fingers to spread the butter over the entire pan.
  • Sprinkle brown sugar on top of the butter.
  • Arrange the pineapple slices and maraschino cherries on top of the brown sugar butter mixture.
  • In a mixing bowl, add egg, yogurt, buttermilk, olive oil, vanilla extract and orange extract and mix everything thoroughly.
  • Add flour, sugar, baking powder, baking soda, salt and mix until just combined. You might see some lumps. Don’t worry about them and don’t over-mix!
  • Gently, pour this batter on top of your arranged pineapple slices.
  • Use the back of a spoon or spatula to spread the batter evenly in the pan. Be very careful not to move the pineapples or cherries.
  • Bake at 350 degrees for F for about 40 minutes or until an inserted toothpick in the center comes out clean.
  • Let this cake cool down to room temperature. Then, flip this cake gently onto your cake stand. Enjoy!

Notes

  • Read additional tips and variations above.
  • Leftovers can be stored in a sealed container in the fridge for up to 3 days. 
  • Use other flavors of zests and extracts for a different flavor profile.
  • If you don’t have Greek yogurt, you can use full fat sour cream. 
  • Make sure to grease the pan really well and use a parchment paper on the base to prevent the cake from sticking to the pan. 

Nutrition

Calories: 323kcalCarbohydrates: 59gProtein: 3gFat: 8gSaturated Fat: 4gCholesterol: 38mgSodium: 289mgPotassium: 190mgFiber: 1gSugar: 47gVitamin A: 305IUVitamin C: 4.8mgCalcium: 87mgIron: 1.1mg

An automated tool is used to calculate the nutritional information. As such, I cannot guarantee the accuracy of the nutritional information provided for any recipe on this site.

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