Pineapple Upside Down Cake Recipe: A Classic Dessert with a Tropical Twist

Few desserts are as visually stunning and nostalgically comforting as the pineapple upside down cake recipe. With its caramelized pineapple rings, sweet maraschino cherries, and buttery vanilla cake base, this treat has been delighting families for generations. Whether you’re baking it for a special occasion, a holiday gathering, or just to satisfy a sweet craving, this cake is sure to become a favorite in your recipe collection.

In this article, we’ll cover everything you need to know about making the perfect pineapple upside down cake—from its origins and essential ingredients to step-by-step instructions, variations, expert tips, and serving ideas. By the end, you’ll be ready to bake your own show-stopping cake that looks as good as it tastes.

Pineapple Upside Down Cake Recipe

The History of Pineapple Upside Down Cake

The pineapple upside down cake recipe has an interesting history. In the early 20th century, upside-down cakes became popular in the United States, often made in cast-iron skillets with seasonal fruits like apples or peaches. But in the 1920s, when canned pineapple became widely available thanks to the Dole Pineapple Company, home bakers discovered a new star ingredient.

The company even held a recipe contest in 1925, receiving thousands of submissions for pineapple desserts. Out of that craze, the pineapple upside down cake was born—and it quickly became a household classic.


Why You’ll Love This Pineapple Upside Down Cake Recipe

Why You’ll Love This Pineapple Upside Down Cake Recipe
  • Eye-Catching Presentation: The glossy pineapple and cherries create a picture-perfect topping.
  • Classic Flavor Combination: Buttery cake, caramelized brown sugar, and tropical fruit.
  • Easy to Make: Simple ingredients and straightforward steps make it beginner-friendly.
  • Versatile: Works for birthdays, potlucks, holidays, or weeknight desserts.
  • Nostalgic Appeal: A beloved dessert that connects generations.

Ingredients for Pineapple Upside Down Cake

Here’s what you’ll need for this tried-and-true pineapple upside down cake recipe:

For the Topping

  • 1/4 cup (1/2 stick) unsalted butter, melted
  • 1/2 cup packed light brown sugar
  • 8–10 canned pineapple rings (from a 20 oz can, reserve juice)
  • 8–10 maraschino cherries

For the Cake Batter

  • 1 1/2 cups all-purpose flour
  • 2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1/2 cup (1 stick) unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs, room temperature
  • 1 teaspoon vanilla extract
  • 1/2 cup whole milk (or pineapple juice for extra flavor)

Step-by-Step Pineapple Upside Down Cake Recipe

Step-by-Step Pineapple Upside Down Cake Recipe

Step 1: Prepare the Pan

Grease a 9-inch round cake pan. Pour in the melted butter and sprinkle brown sugar evenly over the bottom. Arrange pineapple rings on top of the sugar, and place a cherry in the center of each ring.

Step 2: Mix Dry Ingredients

In a medium bowl, whisk together flour, baking powder, and salt. Set aside.

Step 3: Make the Batter

In a large bowl, cream butter and sugar together until light and fluffy. Beat in eggs, one at a time, then stir in vanilla. Add dry ingredients in three parts, alternating with milk (or pineapple juice), beginning and ending with flour. Mix until just combined.

Step 4: Assemble the Cake

Carefully spoon the batter over the arranged pineapple and cherries, spreading it evenly with a spatula.

Step 5: Bake

Bake in a preheated oven at 350°F (175°C) for 40–45 minutes, or until a toothpick inserted in the center comes out clean.

Step 6: Cool and Invert

Allow the cake to cool in the pan for 10–15 minutes. Run a knife around the edges, then place a serving plate over the pan and carefully invert the cake. The golden pineapple topping should be beautifully caramelized.


Tips for the Perfect Pineapple Upside Down Cake

  • Use Room Temperature Ingredients: Helps the batter mix smoothly.
  • Don’t Overmix: Overmixing can make the cake dense.
  • Drain Pineapples Well: Too much liquid can make the cake soggy.
  • Invert While Warm: If the cake cools completely in the pan, the topping may stick.
  • Enhance Flavor: Replace some of the milk with reserved pineapple juice.

Variations of Pineapple Upside Down Cake Recipe

One of the great things about this cake is its versatility. Here are a few creative twists:

  1. Mini Pineapple Upside Down Cakes: Use a muffin tin for individual servings.
  2. Coconut Pineapple Upside Down Cake: Add shredded coconut to the topping or batter.
  3. Rum-Infused Version: Add a splash of dark rum to the caramel topping for a tropical flair.
  4. Gluten-Free Pineapple Upside Down Cake: Substitute gluten-free flour blend.
  5. Fresh Pineapple Upgrade: Use fresh pineapple slices instead of canned for a less sweet, fresher taste.

Serving Suggestions

  • Warm with Vanilla Ice Cream: The hot-and-cold combo is irresistible.
  • Whipped Cream Topping: Light and creamy, perfect for balancing sweetness.
  • With Coffee or Tea: Ideal for brunch or afternoon gatherings.
  • Holiday Centerpiece: A showstopper on Easter, Thanksgiving, or Christmas dessert tables.

Storing Pineapple Upside Down Cake

  • Room Temperature: Cover and store for up to 2 days.
  • Refrigerator: Lasts up to 5 days, though the topping may soften.
  • Freezer: Wrap tightly in plastic and foil; freeze up to 2 months. Thaw overnight in the fridge before serving.

Frequently Asked Questions (FAQs)

Can I use fresh pineapple instead of canned?

Yes! Fresh pineapple works beautifully, but be sure to slice it thinly so it cooks evenly.

Why is my pineapple upside down cake soggy?

This usually happens if the pineapple wasn’t well-drained or if too much juice was added to the batter.

Can I make it ahead of time?

Yes. Bake the cake a day before, cover tightly, and store at room temperature. Invert just before serving to keep it looking fresh.

What’s the best pan to use?

A 9-inch round cake pan is traditional, but you can also use a cast-iron skillet for extra caramelization.


Conclusion

The pineapple upside down cake recipe is more than just a dessert—it’s a slice of culinary history, a nostalgic family favorite, and a tropical treat all rolled into one. With its buttery vanilla cake, caramelized pineapple topping, and cherry accents, this cake is as beautiful as it is delicious.

Whether you stick to the classic recipe or try one of the fun variations, you’ll find yourself making this cake again and again. Serve it warm with ice cream, share it at family gatherings, or keep it as a sweet indulgence for yourself. No matter how you enjoy it, one thing’s for sure—this pineapple upside down cake will never go out of style.