Pineapple Upside Down Cake: 7 Steps to Nostalgic Bliss

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Author: Mason Carter
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Pineapple Upside Down Cake

Ah, Pineapple Upside Down Cake! Just saying the name brings back a flood of memories from family gatherings and potlucks. There’s something so charming about this retro dessert, with its vibrant, caramelized topping of pineapple rings and maraschino cherries that glisten like jewels. I can almost hear my grandmother’s laughter as she pulled this cake from the oven, the sweet aroma wafting through the house. It was always the star of the dessert table, and trust me, it didn’t last long! The combination of moist cake and that buttery brown sugar base creates a delightful balance of flavors that’s simply irresistible. Whether you’re serving it for a special occasion or just because, this classic Pineapple Upside Down Cake is bound to bring smiles and nostalgia to anyone who takes a bite. So, let’s dive into the recipe and recreate those warm memories in your own kitchen!

Ingredients List

To whip up this delightful Pineapple Upside Down Cake, you’ll need a handful of simple ingredients that come together to create that nostalgic flavor. Here’s what you’ll need:

  • 1/4 cup unsalted butter: This will melt beautifully to form the base of your caramelized topping. Make sure it’s at room temperature for easy melting!
  • 15.25-ounce box Duncan Hines Pineapple Supreme cake mix: This is the star of your cake! You can also use a yellow cake mix if you prefer, but I love the extra pineapple flavor this one brings.
  • 1/2 cup vegetable oil: This adds moisture to the cake, making it nice and soft. Don’t worry, it won’t overpower the pineapple flavor.
  • 3 large eggs: These help bind everything together and contribute to the cake’s fluffy texture.
  • 15-ounce can pineapple rings: Make sure they’re fully drained! We’ll use these to create that beautiful topping.
  • 20-ounce can crushed pineapple: Also fully drained, this will infuse the cake with juicy pineapple goodness. Reserve that juice for the batter!
  • 1 cup packed brown sugar: This is the secret to that rich, caramelized layer that makes the cake so special. The deeper flavor of brown sugar pairs perfectly with the pineapple.
  • 15 maraschino cherries: These add a pop of color and sweetness right in the center of each pineapple ring. They’re just too cute!
  • Vanilla ice cream: For serving! Trust me, nothing beats a warm slice of cake with a scoop of creamy vanilla ice cream on top.

Gather these ingredients, and we’ll be on our way to making a Pineapple Upside Down Cake that’s sure to impress! Don’t forget to reserve that pineapple juice; it’s key to keeping the cake moist and flavorful.

How to Prepare Pineapple Upside Down Cake

Let’s get our hands a little sticky and make this delicious Pineapple Upside Down Cake! Follow these steps, and you’ll have a stunning dessert that’s sure to impress.

Preheat and Prepare the Baking Dish

First things first, preheat your oven to 350 degrees F. While that’s warming up, grab a 9×13 casserole dish and generously coat the bottom and sides with nonstick spray. This step is super important, as it’ll help your cake slide out smoothly after baking. Trust me, no one wants a cake stuck to the pan!

Prepare the Topping

Now, let’s create that glorious topping! Place the 1/4 cup unsalted butter right in the center of your prepared dish and pop it into the oven. Let the butter melt while the oven heats up, which will only take a few minutes. Once melted, sprinkle 1 cup packed brown sugar evenly over the butter. This mixture is the golden base for your caramelized pineapple.

Next, arrange the 15-ounce can of drained pineapple rings on top of the brown sugar in a single layer, and then tuck a maraschino cherry into the center of each ring. Your dish is already looking pretty fabulous!

Make the Cake Batter

In a large mixing bowl, whisk together the 15.25-ounce box of cake mix, 1/2 cup vegetable oil, 3 large eggs, and the reserved 1 cup of pineapple juice from the cans. Don’t forget to add the 20-ounce can of crushed pineapple as well—make sure it’s drained too! Mix until everything is just combined; overmixing can lead to a dense cake, and we want that light, fluffy texture!

Bake the Cake

Time to pour that beautiful batter over the pineapple and cherries in the baking dish. Spread it out into an even layer, and then pop the dish in the oven. Bake for about 45 minutes, but here’s a little tip: check for doneness by inserting a toothpick into the center. If it comes out clean, your cake is ready! Once done, let it cool in the pan for about 45 minutes. This cooling step is crucial; it helps the cake set up perfectly.

Invert and Serve the Cake

Now comes the exciting part! Once the cake has cooled, run a dull knife around the edges to loosen it from the pan. Place a cutting board or serving tray on top of the dish, and carefully invert the cake. Give it a little shake if needed to release all that caramel goodness. Let the pan sit on top of the cake for about 5 minutes before lifting it away. This way, you’ll get that gorgeous topping right on the cake!

Slice the cake and serve it warm, ideally with a scoop of vanilla ice cream on top. Trust me, it’s the perfect finishing touch!

Why You’ll Love This Recipe

This Pineapple Upside Down Cake is not just a dessert; it’s a delightful experience that you’ll cherish! Here are a few reasons why this recipe is a must-try:

  • Easy to make: With simple ingredients and straightforward steps, you’ll whip this up in no time!
  • Delicious flavor: The combination of caramelized pineapple, brown sugar, and moist cake creates a flavor explosion in every bite.
  • Nostalgic appeal: This classic dessert brings back sweet memories of family gatherings and potlucks, making it perfect for any occasion.
  • Impressive presentation: The stunning inverted design makes it a showstopper at any dessert table!

Trust me, once you take a bite, you’ll be hooked on this delightful treat!

Nutritional Information

When it comes to enjoying a slice of Pineapple Upside Down Cake, it’s nice to know what you’re indulging in! Here’s the typical nutritional breakdown per serving (1 slice):

  • Calories: 250
  • Fat: 10g
  • Saturated Fat: 4g
  • Trans Fat: 0g
  • Cholesterol: 60mg
  • Sodium: 200mg
  • Carbohydrates: 35g
  • Fiber: 1g
  • Sugar: 20g
  • Protein: 2g

Keep in mind that these values are estimates based on common ingredients, so they might vary slightly depending on your specific brands or any substitutions you make. Enjoying this delightfully moist cake is all about balance, and it’s sure to be a hit at any gathering!

Tips for Success

To ensure your Pineapple Upside Down Cake turns out absolutely perfect, here are some expert tips to keep in mind:

  • Ingredient substitutions: If you’re looking to lighten things up, consider using egg whites instead of whole eggs. For a richer flavor, you can substitute half of the oil with melted butter. Just remember, it may alter the cake’s texture slightly!
  • Baking time adjustments: Every oven is a bit different, so start checking for doneness a few minutes early. If you’re baking in a dark pan, it may cook a little faster, so keep an eye on it!
  • Serving suggestions: Serving this cake warm with a scoop of vanilla ice cream is classic and heavenly. You could also drizzle some caramel sauce on top for an extra indulgent treat!
  • Storage tips: If you have leftovers (which is rare!), store them in an airtight container in the fridge for up to three days. You can reheat individual slices in the microwave for a quick treat!

With these tips, you’ll be well on your way to impressing everyone with your Pineapple Upside Down Cake! Enjoy every bite!

FAQ Section

Can I use fresh pineapple instead of canned?

Absolutely, you can use fresh pineapple for your Pineapple Upside Down Cake! Just make sure to peel and core the pineapple, then slice it into rings about 1/2 inch thick. You’ll want to lightly grill or sauté the fresh rings in a bit of butter and brown sugar for a few minutes to caramelize them before placing them in the pan. This step enhances their sweetness and ensures they hold up beautifully in the cake!

How do I store leftovers?

If you happen to have any leftovers (which is rare!), store your Pineapple Upside Down Cake in an airtight container at room temperature for up to two days. If you need to keep it longer, you can refrigerate it for about three days. Just be sure to reheat individual slices in the microwave for a warm treat again. It’s still delicious served cold, too!

Can I make this cake gluten-free?

Yes, you can definitely make a gluten-free version of this Pineapple Upside Down Cake! Simply swap the regular cake mix for a gluten-free cake mix that you love. Most brands work well, but I recommend checking the package for any specific instructions, as baking times may vary slightly. With this simple substitution, you can enjoy the same delicious flavors without the gluten!

Serving Suggestions

When it comes to enjoying your Pineapple Upside Down Cake, there are a few delightful pairings that can elevate the experience even more! A scoop of vanilla ice cream is a classic choice, melting beautifully over the warm cake and creating a creamy contrast. If you’re feeling a bit adventurous, a drizzle of caramel sauce adds an indulgent touch that complements the caramelized pineapple perfectly.

For beverages, consider serving it with a nice cup of coffee or a refreshing iced tea—both options balance the sweetness of the cake nicely. You could even go for a light sparkling wine for a celebratory touch! These simple additions will make your dessert experience even more memorable. For more delightful pairings and sweet ideas, check out our Breakfast collection for inspiration that complements any dessert table

Ingredient Notes/Substitutions

When it comes to making your Pineapple Upside Down Cake, there are a few easy substitutions you can make without sacrificing flavor or texture!

  • Cake mix alternatives: If you don’t have Duncan Hines Pineapple Supreme on hand, any yellow cake mix will do just fine. Just keep in mind that the pineapple flavor might be less pronounced, so you might want to add a splash of pineapple extract to boost it!
  • Oil swaps: For a richer flavor, try substituting half of the vegetable oil with melted butter. This will add a lovely depth to the cake, but it might make it slightly denser.
  • Sweetener options: If you’re looking for a healthier option, you can use coconut sugar or a sugar substitute that measures like brown sugar instead of regular brown sugar. This can change the flavor profile slightly but will still give that caramelized effect.
  • Egg replacements: If you need an egg substitute, you can use 1/4 cup of unsweetened applesauce per egg. This keeps the cake moist and adds a hint of sweetness!

These substitutions will help you tailor the recipe to your needs while keeping that classic Pineapple Upside Down Cake charm intact!

Pineapple Upside Down Cake - detail 2


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Pineapple Upside Down Cake

Pineapple Upside Down Cake: 7 Steps to Nostalgic Bliss

  • Author: Mason Carter
  • Prep Time: 15 minutes
  • Cook Time: 45 minutes
  • Total Time: 1 hour
  • Yield: 12 servings 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

A classic Pineapple Upside Down Cake made with a moist cake base and topped with caramelized pineapple and cherries.


Ingredients

Scale
  • 1/4 cup butter
  • 15.25 ounce box Duncan Hines Pineapple Supreme (or yellow cake mix)
  • 1/2 cup vegetable oil
  • 3 large eggs
  • 15 ounce can pineapple rings, fully drained, juice reserved
  • 20 ounce can crushed pineapple, fully drained, juice reserved
  • 1 cup packed brown sugar
  • 15 maraschino cherries
  • vanilla ice cream, for serving

Instructions

  1. Generously coat the bottom and sides of a 9×13 casserole dish with nonstick spray.
  2. Place the butter in the middle of the dish and transfer to the oven while it preheats to 350 degrees F.
  3. In a large mixing bowl, whisk together the cake mix, vegetable oil, eggs, 1 cup pineapple juice, and crushed pineapple.
  4. Once the butter has melted, remove from the oven and sprinkle the brown sugar on top.
  5. Place pineapple rings over the brown sugar in an even layer and place maraschino cherries inside each pineapple ring.
  6. Pour the batter on top in an even layer. Bake for 45 minutes or until a tester in the center comes out clean.
  7. Remove from the oven and let stand for 45 minutes to cool. Run a dull knife around the edge to loosen.
  8. Place a cutting board or serving tray on top of the dish and carefully invert the cake. Leave the pan over the cake for 5 minutes, then remove the pan.
  9. Slice and serve with vanilla ice cream!

Notes

  • Make sure to reserve the pineapple juice for the recipe.
  • This cake can be served warm or at room temperature.

Nutrition

  • Serving Size: 1 slice
  • Calories: 250
  • Sugar: 20g
  • Sodium: 200mg
  • Fat: 10g
  • Saturated Fat: 4g
  • Unsaturated Fat: 6g
  • Trans Fat: 0g
  • Carbohydrates: 35g
  • Fiber: 1g
  • Protein: 2g
  • Cholesterol: 60mg

Keywords: Pineapple Upside Down Cake, Inverted pineapple cake, Caramelized pineapple cake, Pineapple dessert cake, Pineapple skillet cake

Mason Carter
Hi there! Mason Carter,

and I’m a chef, food lover, and lifelong student of the kitchen. I was born and raised in Savannah, Georgia, where my earliest memories revolve around the comforting smells of my grandma’s cooking. Her kitchen was my first classroom, and those Sunday suppers—full of laughter, storytelling, and peach cobbler—sparked something in me that never went away.

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Pineapple Upside Down Cake

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