There’s just something special about a homemade pineapple upside down cake baked in a cast iron skillet. The buttery brown sugar caramelizes beautifully, creating a perfectly moist and flavorful cake. If you’ve never made this classic dessert before, this is a great place to start!

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I grew up watching this cake flip onto the plate to big gasps and applause—and now I’m baking it in my own kitchen for my family. This pineapple upside down cake is a true classic that never goes out of style. It’s baked right in a cast iron skillet, so the buttery brown sugar melts into the pineapple and creates this rich, caramelized topping that’s totally irresistible. One bite and you’ll understand why it’s always been a family favorite around here. 💛

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The Magic of Pineapple Upside Down Cake

A pineapple upside down cake brings back warm memories of family gatherings and cozy kitchen moments. The process is quite simple, yet the result is a showstopper. Baking the cake in a cast iron skillet gives it that irresistible golden crust. Once baked, flipping the cake over reveals a stunning arrangement of caramelized pineapple rings and bright cherries.

Ingredients Needed For Pineapple Upside Down Cake

To make this delicious pineapple upside down cake, gather the following ingredients:

How to Make Pineapple Upside Down Cake

Step 1: Preparing the Skillet or Cake Pan

Use a 9–10-inch cast iron skillet for this cake. If a cast iron skillet is not available, a similarly sized cake pan can be used instead. Melt the butter in the skillet over low heat or in the cake pan inside a preheated oven, then stir in the brown sugar until fully combined. This mixture creates a rich caramelized base that enhances the cake’s flavor.

Step 2: Arranging the Pineapple and Cherries

Once the brown sugar mixture is smooth, place pineapple rings on top. 7 or 8 rings fit nicely in a cast iron skillet or cake pan. Add a maraschino cherry to the center of each ring for a classic touch.

Step 3: Mixing the Cake Batter

Step 4: Baking the Cake

Pour the batter over the arranged pineapples in the skillet or cake pan. Bake in a 350°F oven for 35-45 minutes, or until a toothpick inserted in the center comes out with just a few crumbs.

Step 5: Flipping the Cake

After removing the cake from the oven, let it cool for 10 minutes. Place a serving plate over the skillet or cake pan and carefully invert the cake onto the plate. The caramelized pineapple layer stays intact and creates a beautiful presentation.

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Tips and Tricks for the Best Pineapple Upside Down Cake

Storing Pineapple Upside Down Cake

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Final Thoughts

Baking a pineapple upside down cake in a cast iron skillet or cake pan creates a beautifully caramelized, moist dessert that’s as stunning as it is delicious. Serve it warm with a scoop of vanilla ice cream or enjoy it on its own. Try it out and see how it turns out for you!

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FAQ

Can I use fresh pineapple instead of canned?

Yes! Just slice it thin and make sure it’s not too juicy. Fresh pineapple adds a bright, tangy flavor but may need a few extra minutes of bake time.

What’s the best pan for pineapple upside down cake?

A 9-inch round cake pan or a cast-iron skillet works beautifully. The heavy pan helps the sugar and butter caramelize evenly for that golden topping.

How do I store leftovers?

Keep the cake covered at room temperature for up to 2 days, or refrigerate for up to 5 days. Warm slices in the microwave for a few seconds before serving to bring back that buttery goodness.

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Pineapple Upside Down Cake

Nettie
This classic pineapple upside down cake is baked in a cast iron skillet for the perfect caramelized topping and a moist, fluffy cake! If you don’t have a cast iron skillet, a cake pan works too! Try this easy and delicious dessert today.
No ratings yet
Prep Time 15 minutes
Cook Time 45 minutes
Total Time 1 hour
Course brunch, Dessert
Cuisine American
Servings 10 servings
Calories 373 kcal

Ingredients
  

Instructions
 

  • Preheat oven to 350°F (175°C).
  • In a 9-10 inch cast iron skillet (or cake pan), melt butter over low heat. Stir in brown sugar until dissolved.
  • Arrange pineapple rings in the skillet and place a maraschino cherry in the center of each ring.
  • In a bowl, beat egg yolks until light, then mix in sugar, 1/2 cup pineapple juice, and vanilla extract.
  • In a separate bowl, sift together flour, baking powder, and salt. Stir into the wet mixture until combined.
  • In another bowl, beat egg whites until stiff peaks form. Gently fold into the batter.
  • Pour the batter over the pineapples in the skillet.
  • Bake for 35-45 minutes, or until a toothpick inserted in the center comes out with just a few crumbs.
  • Let the cake cool for 10 minutes, then place a serving plate over the skillet and invert the cake onto the plate.
  • Serve warm and enjoy!

Notes

When it comes to the nutrition information provided for recipes, it’s important to keep in mind that it’s just an estimate. The actual nutritional values can vary based on the specific ingredients and brands you use. Be mindful that any nutritional information provided is intended as a general guideline rather than exact values.

Helpful Tips for the Best Pineapple Upside Down Cake

  • Use room-temperature ingredients. They blend more smoothly and give the cake a light, fluffy texture.
  • Pat the pineapple slices dry. This prevents excess moisture from seeping into the batter and keeps the topping caramelized instead of soggy.
  • Arrange cherries first. Nestle them in the center of each pineapple ring before pouring in the batter for that picture-perfect vintage look.
  • Don’t overbake. Start checking around 35 minutes; the cake should spring back lightly when touched and pull away from the edges.
  • Cool before flipping. Let the cake rest for about 10 minutes after baking, then invert onto a plate while it’s still slightly warm so the topping releases easily.

Nutrition

Serving: 1sliceCalories: 373kcalCarbohydrates: 67gProtein: 4gFat: 11gSaturated Fat: 6gPolyunsaturated Fat: 1gMonounsaturated Fat: 3gTrans Fat: 0.4gCholesterol: 80mgSodium: 245mgPotassium: 159mgFiber: 1gSugar: 51gVitamin A: 394IUVitamin C: 7mgCalcium: 90mgIron: 2mg
Keyword pineapple, pineapple upside down cake, upside down cake
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