Skillet Pineapple Upside Down Cake

The Skillet Pineapple Upside Down Cake, a delectable dessert with a storied past, takes us on a culinary journey back in time. This classic cake, renowned for its caramelized pineapple and cherry topping, has a rich history that adds to its allure.

Unveiling the Pineapple Upside-Down Cake

This treat, with its distinctive upside-down preparation, is a true joy to behold. This cake, oh, it’s a stunner! You’ve got these bright, zesty pineapple pieces, right?

All snuggled up in a sticky blanket of brown sugar that’s gone all golden and caramel-like. And under all that, a pillowy yellow cake, tender and oh-so moist.

Now, hold your breath for the real showstopper, those ruby-red maraschino cherries! Each pineapple ring cradles one like a jewel in its center.

Not only do these gems add a burst of color, but they’ve also got this sour twang that plays off against the sweet stuff so brilliantly. A flavor dance party, in every bite!

Cake Ingredients

  • Yellow Cake Mix: Our trusty foundation, the cake mix lends a light, sweet essence that pairs delightfully with the fruit topping’s deep flavors.
  • Pineapple Slices: The main attraction, slices of pineapple introduce a zesty sweetness. Their caramelized perfection enhances the cake’s flavor layers.
  • Maraschino Cherries: A dash of color and a subtle tart zing come from these cherries, a delightful contrast to the other sweet elements.
  • Melted Butter: The secret to the luscious caramelized fruit layer? Butter. It heightens the taste and aids the brown sugar to reach its caramelized glory.
  • Brown Sugar: Brown sugar, when heated with melted butter, transforms into a sticky, sweet layer. This divine fusion harmonizes flawlessly with the pineapple and cherries.
  • Vegetable Oil: We fold vegetable oil into the cake mix. This essential ingredient ensures our cake stays tender and moist.
  • Eggs: Eggs give the cake its backbone. Their contribution to the cake mix ensures a well-structured cake that rises beautifully in the oven.
  • Pineapple Juice: Incorporated into the cake mix, pineapple juice amplifies the cake’s pineapple essence and contributes to a moist batter.

Each ingredient takes center stage in our Skillet Pineapple Upside-Down Cake. Whether it’s building a light and fluffy cake or forging a delectable caramelized fruit topping.

These components join forces to deliver a treat that’s as pleasing to the eye as it is to the taste buds.

Pineapple Slices and Cherries

The Process of Making a Skillet Pineapple Upside Down Cake

Creating this dessert in a skillet might seem intimidating, but it’s simpler than you might think.

  1. Preparation of the Skillet: Start by melting butter in your skillet. Once it’s melted, sprinkle brown sugar evenly over it. This forms the base for your caramelized topping.
  2. Arrangement of Fruits: Now, place pineapple slices and cherries carefully on top of the brown sugar layer. The arrangement of these fruits will eventually become the visually appealing top of your cake.
  3. Preparation of the Batter: In a separate bowl, prepare a smooth batter. This batter is made from a mix of cake mix, pineapple juice, eggs, and vegetable oil.
  4. Baking the Cake: Pour the batter gently over the arranged fruits in the skillet. Then, place the skillet in the oven. Bake until the cake turns a beautiful golden-brown color.
  5. Revealing the Cake: The final and most exciting step is the flip. After allowing the cake to cool slightly, flip the skillet to reveal the stunning caramelized pineapple topping. This is the moment when the upside-down nature of the cake comes to life.
A ripe pineapple

Essential Advice from a Seasoned Baker

As someone who has spent countless hours in the kitchen, I have a few pearls of wisdom to share. When baking this cake, be sure to evenly spread the brown sugar to ensure a consistent caramel layer.

Also, when pouring the batter over the arranged fruits, do it gently to keep the design intact. Lastly, allow the cake to cool a bit before flipping it to prevent it from falling apart.

Making Pineapple Upside-Down Cake the Night Before

For those who love to plan ahead or have a tight schedule, you’ll be glad to know that Pineapple Upside-Down Cake can indeed be prepared the night before.

The flavors meld beautifully overnight, enhancing the overall taste. Just make sure to cool the cake completely before storing it to prevent condensation from making it soggy.

Pineapple Upside Down Cake

Storing Pineapple Upside-Down Cake in the Refrigerator

When it comes to refrigerating your Pineapple Upside-Down Cake, you can expect it to last up to 5 days.

The key is to store it properly! Place it in an airtight container or tightly wrap it in plastic wrap to maintain its freshness. Remember to let the cake come to room temperature before serving for the best flavor.

Freezing Pineapple Upside-Down Cake

If you’re keen to keep your Pineapple Upside-Down Cake fresh for a longer spell, freezing is your go-to move. Let’s talk about how to make it work. First things first, let it cool down all the way.

Once it’s cool, grab some plastic wrap and wrap it up real good. Got some aluminum foil? Wrap it again. That’s your secret weapon against the pesky freezer burn.

Store it right, and you’ve got yourself a cake good for up to 3 months in the icy depths of your freezer. Pretty cool, right?

When the day comes to savor its sweetness, remember, no rush. Move it to the fridge and let it thaw overnight. Then, give it some time to warm up to room temperature before serving. The wait will be worth it. Enjoy!

Skillet Pineapple Upside Down Cake

Frequently Asked Questions

In this section, I’ll answer some of the most common questions that arise when preparing a Pineapple Upside-Down Cake.

Why is My Pineapple Upside Down Cake Soggy?

Ah, the damp predicament of the Pineapple Upside-Down Cake! Often, this moist misfortune is due to haste, not giving the cake ample time to cool before performing the crucial flip.

This pause allows the sugar to undergo a caramel transformation, becoming thick and luscious, instead of seeping into your cake to create an unwelcome sogginess.

It’s also wise to confirm the cake’s readiness before rescuing it from the oven’s warmth. A prematurely liberated cake may lead to a similar soggy situation. Overzealous with the liquid? This too can usher in an era of excessive moistness.

Can I Substitute Pineapple Juice with Water in this Recipe?

Indeed, a swap of pineapple juice for water is feasible, but it comes with a flavor caveat. Be prepared for a potential downgrade in the vibrant tropical profile that’s characteristic of your cake.

If you find yourself in a pinch, a clever trick is to infuse your water with a dash of lemon juice or even apple juice, providing a hint of tartness reminiscent of the original pineapple tang.

What to Serve with Pineapple Upside-Down Cake?

Ah, the delightful decisions of pairing! The charm of Pineapple Upside-Down Cake is its adaptability. Fancy a decadent duo? Enlist a scoop of classic vanilla ice cream to lend a velvety touch to the cake’s sugary goodness.

Seeking a lighter liaison? A small flourish of whipped cream can work marvels. And if the occasion calls for a brunch showing, a vibrant fruit salad or a soothing mug of your preferred coffee or tea is sure to hit the mark.

Skillet Pineapple Upside Down Cake

Skillet Pineapple Upside Down Cake

Gwen Xavier
Skillet Pineapple Upside-Down Cake is a delightful twist on a classic dessert, featuring caramelized pineapple and cherries atop a moist yellow cake. Prepared in a skillet and baked to golden-brown perfection, this cake combines nostalgia and simplicity for a delicious treat that's sure to impress.
Prep Time 20 minutes
Cook Time 40 minutes
Total Time 1 hour 10 minutes
Course Dessert
Cuisine American
Servings 8 Slices
Calories 350 kcal


  • Skillet


  • 1 Box Yellow cake mix
  • 1 Can Sliced pineapple
  • 1 Jar Maraschino cherries
  • 3 Tbsp Melted butter
  • 1/2 Cup Packed brown sugar
  • 1/2 Cup Vegetable oil
  • 3 Eggs
  • 1 Cup Pineapple juice 


  • Preheat oven to 350 degrees. In a large, oven-proof skillet, add melted butter.
  • Sprinkle the brown sugar evenly over the melted butter.
  • Arrange the pineapple slice on top of the brown sugar.
  • Place a maraschino cherry in the center of each pineapple slice.
  • In a medium bowl, combine the cake mix, pineapple juice, eggs, and vegetable oil. Mix with hand mixer or by hand until the cake mix is completely combined. (About 2 minutes)
  • Pour the cake mixture carefully over the fruit and bake in the oven for 40–45 minutes until golden brown on top and the middle springs back.
  • Remove from oven and let cool for 5 minutes. Place platter on top of skillet and flip over to release cake. Remove skillet and serve warm.
Keyword Pineapple Upside Down Cake, Skillet

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Gwen Xavier

Gwen Xavier, the culinary genius behind Finding Sanity In Our Crazy Life, initially crafted her food-focused website out of a necessity to find joy in cooking. Over the years, her relationship with the kitchen transformed from a mere duty to a fervent passion. Today, Gwen shares a variety of recipes on a daily basis, curating meals that cater to diverse tastes and family preferences, proving that cooking can indeed become a love affair!

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