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. Its charm lies in the sweet and tangy pineapple slices, nestled amidst a luscious layer of caramelized brown sugar, all resting atop a soft, moist yellow cake.

The crowning glory of this cake is the maraschino cherries, placed in the center of each pineapple slice! Adding a pop of color and a hint of tartness that beautifully complements the overall sweetness.

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. The process begins by melting butter in the skillet and evenly sprinkling brown sugar over it.

Then, carefully arranged pineapple slices and cherries are added, followed by a smooth batter made from cake mix, pineapple juice, eggs, and vegetable oil.

The magic happens in the oven, where the cake bakes to golden-brown perfection. The final step, the flip, reveals the stunning caramelized pineapple topping that makes this cake so special.

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

Freezing is a great option if you want to extend the life of your Pineapple Upside-Down Cake even further. Once completely cooled, wrap the cake tightly in plastic wrap, then again in aluminum foil to prevent freezer burn.

Properly stored, your cake can last up to 3 months in the freezer. When you’re ready to enjoy it, thaw it in the refrigerator overnight and then allow it to come to room temperature before serving.

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?

A soggy Pineapple Upside-Down Cake is often a result of not letting the cake cool properly before flipping it.

The cooling process helps the caramelized sugar to thicken, which prevents it from seeping into the cake and making it soggy. Another potential cause could be under-baking the cake, so ensure that it’s fully baked before removing it from the oven.

If you used more liquid than the recipe calls for, you will also experience a soggy cake.

Can I Substitute Pineapple Juice with Water in this Recipe?

While it’s possible to substitute pineapple juice with water in the cake batter, doing so might diminish the overall pineapple flavor.

If you’re in a bind, a mixture of water with a bit of lemon juice or apple juice can help maintain some of the tartness that the pineapple juice provides.

What to Serve with Pineapple Upside-Down Cake?

The beauty of Pineapple Upside-Down Cake is its versatility. It pairs well with a scoop of vanilla ice cream, adding a creamy contrast to the cake’s sweetness.

For a lighter option, a dollop of whipped cream can also do wonders. If you’re serving it for brunch, consider pairing it with a refreshing fruit salad or a cup of your favorite coffee or tea.

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

More Cake Recipes

Photo of author

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!

Leave a Comment

Recipe Rating