Pineapple Upside Cake Recipe – 9 Steps to a Perfect Flip

Name: Pineapple Upside Cake Recipe – 9 Steps to a Perfect Flip
Prep time: 25 min
Cook time: 45 min
Total time: 1 h 10 min
Cuisine: American
Ingredients: ¼ cup (4 Tbsp) unsalted butter, melted; ½ cup (100g) packed light or dark brown sugar; 8–10 pineapple slices (canned or fresh, blotted); 15–20 maraschino cherries; 1½ cups (177g) cake flour; 1 tsp baking powder; ¼ tsp baking soda; ½ tsp salt; 6 Tbsp (85g) unsalted butter, softened; ¾ cup (150g) granulated sugar; 2 large egg whites; ⅓ cup (80g) sour cream; 1 tsp pure vanilla extract; ¼ cup (60ml) pineapple juice; 2 Tbsp (30ml) whole milk

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Introduction: Why Pineapple Upside Cake Is the Dessert Everyone Remembers

Few desserts spark nostalgia quite like a pineapple upside cake. With its glossy, caramelized fruit topping and tender, buttery crumb, this vintage favorite has stood the test of time—and for good reason. One bite of that sweet pineapple layered over golden brown sugar, and you’ll understand why it’s a staple at family gatherings, potlucks, and holiday spreads.

But this isn’t just a retro recipe. The pineapple upside cake is back and better than ever—simple to make, impossible to forget, and always a crowd-pleaser. In this easy-to-follow guide, you’ll learn exactly how to layer, bake, and flip your way to the perfect pineapple upside cake. Ready to turn dessert upside down? Let’s bake.

What Is Pineapple Upside Cake?

At its core, a pineapple upside cake is a classic American dessert made by layering fruit at the bottom of the pan and pouring a moist cake batter over it. Once baked, the entire cake is flipped—literally—so that the pineapple topping becomes the star of the show. This unique presentation gives the cake its name and its wow factor.

The cake’s history dates back to the early 20th century, when canned pineapple became widely available. Dole even hosted a recipe contest in the 1920s that helped skyrocket the pineapple upside cake into national fame. With its buttery brown sugar glaze, golden pineapple slices, and bright maraschino cherries, it quickly became a symbol of mid-century home baking.

While the technique may sound old-fashioned, this dessert continues to hold its place in modern kitchens. It’s versatile enough for holidays, birthdays, or even Sunday dinner—especially when you want something comforting yet impressive. And unlike layered or frosted cakes, pineapple upside cake is made in one pan, flipped, and served with minimal fuss.

Whether you enjoy it warm with a scoop of vanilla ice cream or cooled to let the caramel flavors settle in, this cake delivers on flavor, texture, and visual appeal every time.

Ingredients for the Perfect Pineapple Upside Cake

Creating a show-stopping pineapple upside cake starts with the right ingredients. This recipe sticks to the traditional lineup but with just enough upgrades to guarantee a soft crumb, rich flavor, and a topping that stays beautifully intact after the flip.

🍍 Topping Ingredients:

¼ cup (4 Tbsp) unsalted butter, melted: This forms the base of the caramelized topping.
½ cup packed light or dark brown sugar: Sweetens and creates that gooey golden layer.
8–10 canned pineapple slices (blotted dry): Use rings for the iconic look and structure.
15–20 maraschino cherries: For a pop of color and extra sweetness.

💡 Pro Tip: Always blot the pineapple and cherries to avoid a soggy topping and potential overflow during baking.

🎂 Cake Batter Ingredients:

1½ cups cake flour: Provides a delicate, tender crumb (not as heavy as all-purpose flour).
1 tsp baking powder + ¼ tsp baking soda: Helps the cake rise perfectly without being too dense.
½ tsp salt: Enhances the sweetness and balances flavors.
6 Tbsp unsalted butter (softened): Adds rich, buttery flavor.
¾ cup granulated sugar: Sweetens the base of the cake.
2 large egg whites: Contribute structure and lightness without making the cake overly rich.
⅓ cup sour cream: The secret to a moist, soft interior—full-fat recommended!
1 tsp pure vanilla extract: Adds warmth and depth of flavor.
¼ cup pineapple juice (from the can): Boosts pineapple flavor throughout the cake.
2 Tbsp whole milk: Helps achieve the perfect batter consistency.

🛠 Substitution Tips:

Fresh pineapple: Works great if sliced thinly—just be sure to blot well.
Yogurt instead of sour cream: Plain full-fat yogurt is a suitable swap, though the cake may be slightly less tender.
Plant-based milk & vegan butter: Can be used for a dairy-free variation (we’ll explore more in the Variations section).

Ingredients for pineapple upside cake laid out on a kitchen counter” — **Don’t miss out—share and pin this recipe on Pinterest today!**

How to Make Pineapple Upside Cake – Step-by-Step Instructions

Baking a perfect pineapple upside cake isn’t complicated—but a few smart techniques can make all the difference between a soggy flop and a golden, picture-perfect dessert. Follow these steps carefully, and you’ll be flipping with confidence in no time.

🔪 Step 1: Preheat and Prep Your Pan

Start by preheating your oven to 350°F (177°C). Grab a 9×2 inch round cake pan or pie dish—make sure it’s at least 2 inches deep to prevent overflow. No need to grease the pan; the melted butter in the next step will take care of that.

🍯 Step 2: Create the Caramel Topping

Pour ¼ cup melted butter into the bottom of your cake pan. Sprinkle evenly with ½ cup brown sugar, making sure it coats the base. Blot your pineapple rings and cherries with a paper towel to remove excess moisture—this is key for a clean flip and caramelized texture.

Arrange 6–7 pineapple rings in the pan, placing maraschino cherries in the centers and between the rings. You can even halve a few extra pineapple slices and line the sides for a dramatic edge.

📌 Tip: Once arranged, refrigerate the pan briefly to help the topping “set” before adding the batter.

🧁 Step 3: Make the Cake Batter

In one bowl, whisk together your dry ingredients: cake flour, baking powder, baking soda, and salt.

In a separate mixing bowl, beat softened butter until creamy. Add granulated sugar and beat until light and fluffy. Mix in the egg whites, then add sour cream and vanilla extract. Scrape the bowl as needed to ensure everything combines evenly.

Reduce the mixer speed and slowly pour in the dry ingredients, alternating with the pineapple juice and milk. Be careful not to overmix—stop once everything is just combined.

🥄 Step 4: Assemble and Bake

Pour the batter over the chilled topping and gently spread it into an even layer. Bake for 43–48 minutes, tenting the top with foil halfway through to prevent over-browning.

You’ll know it’s done when a toothpick inserted in the center comes out with a few moist crumbs (not wet batter). If your cake takes a bit longer, that’s okay—every oven is a little different.

🔄 Step 5: The Flip!

Let the cake cool on a wire rack for 20 minutes (not longer!). Then, run a knife around the edge and carefully invert it onto a serving plate or cake stand. If any fruit sticks to the pan, just reposition it back on top.

💬 Note: The juices may spill over slightly—embrace it! That’s part of what makes a pineapple upside cake so inviting.

🧊 Step 6: Cool, Slice & Serve

You can serve it warm for a gooey dessert, or let it cool completely for neater slices and a firmer texture. Avoid refrigerating to cool faster—it may cause the cake to become dense.

Cake batter being poured over pineapple and cherry topping in pan — **Don’t miss out—share and pin this recipe on Pinterest today!**

Tips for Pineapple Upside Cake Success

The beauty of a pineapple upside cake lies in its simplicity—but a few expert tricks can elevate yours from good to unforgettable. Here are some essential tips to help you avoid common pitfalls and bake like a pro:

🔸 1. Always Blot the Fruit

Whether you’re using canned or fresh pineapple and cherries, blot them well with paper towels before arranging them. This prevents excess moisture from making the topping runny or causing the cake to overflow during baking.

🔸 2. Chill the Topping Before Adding Batter

Once your fruit and sugar-butter base are arranged, pop the pan in the refrigerator for 10–15 minutes. This sets the topping, so it stays in place during baking and comes out beautifully after the flip.

🔸 3. Use Room Temperature Ingredients

Cold eggs, sour cream, and milk can cause the batter to curdle or mix unevenly. Bring all your refrigerated items to room temperature at least 30 minutes before baking for a smoother, fluffier cake.

🔸 4. Don’t Overmix the Batter

Once you combine the wet and dry ingredients, mix until just incorporated. Overmixing activates too much gluten in the flour, making your cake dense instead of tender.

🔸 5. Tent with Foil to Avoid Over-Browning

Check your cake halfway through baking. If the top is browning too quickly, gently cover it with aluminum foil. This helps the center bake through without burning the surface.

🔸 6. Time the Flip Carefully

Don’t flip too soon—or too late. Let the cake cool for exactly 20 minutes, which is long enough for it to set but still warm enough to release from the pan without sticking.

🔸 7. Embrace the Imperfections

If a cherry or pineapple ring sticks to the pan, just place it back on the cake. It’s rustic, charming, and no one will complain once they take a bite of that buttery, caramelized goodness.

🏆 Bonus Tip: Serve with Style

Top your pineapple upside cake with a dollop of whipped cream or a scoop of vanilla ice cream to take it over the top. The contrast between warm cake and cool cream is irresistible.

Pineapple Upside Down Cake Variations to Try

While the classic pineapple upside cake is a timeless treat, it’s also a great canvas for flavor experiments and dietary twists. Whether you’re baking for a special occasion or just craving something new, these creative variations offer something for everyone.

🌴 1. Tropical Coconut Pineapple Upside Cake

Add ½ cup of shredded coconut to the batter and replace the milk with coconut milk for a tropical upgrade. You can even sprinkle toasted coconut on top after flipping for added crunch and flair.

Pairs beautifully with a light lime glaze or a scoop of coconut sorbet.

🧁 2. Mini Upside Down Cupcakes

Turn your full-sized cake into adorable single-serve portions by using a muffin tin. Simply cut pineapple rings into smaller pieces and follow the same layering and baking steps. Bake for about 18–22 minutes.

Perfect for parties, bake sales, or grab-and-go desserts.

🌿 3. Vegan Pineapple Upside Cake

Ditch the eggs and dairy without sacrificing flavor:

Replace egg whites with ¼ cup aquafaba (chickpea brine) or 1 flax egg
Use plant-based butter and full-fat coconut yogurt in place of sour cream
Opt for almond or oat milk

This version is every bit as moist and sweet—just plant-powered!

🌾 4. Gluten-Free Version

Substitute the cake flour with a 1:1 gluten-free flour blend that contains xanthan gum. Make sure all other ingredients (like baking powder) are certified gluten-free.

Expect a slightly denser texture, but the flavor stays beautifully intact.

🍑 5. Peach or Mango Upside Cake

Swap out pineapple slices for canned or fresh peach or mango slices for a juicy twist. This variation keeps the upside-down concept alive while offering a completely new flavor profile.

A drizzle of honey or maple syrup after flipping brings out the natural sweetness of the fruit.

Whether you’re sticking to tradition or going bold with a vegan, gluten-free, or tropical remix, the pineapple upside cake is as flexible as it is flavorful.

Frequently Asked Questions About Pineapple Upside Cake

Got questions about making, storing, or tweaking your pineapple upside cake? You’re not alone! Here are the most common FAQs to help you bake with confidence:

❓ Can I use fresh pineapple instead of canned?

Absolutely! Just slice it into rings or thin rounds and be sure to blot it well to remove excess juice. Canned pineapple is more consistent in size and moisture, but fresh adds a slightly brighter flavor.

❓ What if I don’t have cake flour?

You can make a quick substitute: for every 1 cup of cake flour, measure 1 cup of all-purpose flour, remove 2 tablespoons, and replace them with 2 tablespoons of cornstarch. Sift well before using.

❓ How do I stop the cake from sticking to the pan?

Blotting the fruit, using the correct pan depth, and cooling the cake for exactly 20 minutes before flipping are key. Also, run a knife around the edges before inverting.

❓ Can I make pineapple upside cake ahead of time?

You can prep the topping and store it in the fridge for up to 24 hours, and prep the wet/dry batter components separately. However, the final baked cake is best enjoyed fresh—the topping may lose its shine if stored too long.

❓ Can I freeze pineapple upside cake?

Freezing whole is not recommended due to the topping texture, but individual slices freeze well. Wrap tightly in plastic and foil and freeze up to 3 months. Thaw at room temp.

Serving & Storing Your Pineapple Upside Cake

After you’ve flipped your beautifully baked pineapple upside cake, it’s time to enjoy it! But how you serve and store this dessert can make a big difference in taste, texture, and presentation.

🍽️ How to Serve Pineapple Upside Cake

Warm & Gooey: Let the cake cool for about 20 minutes after flipping, then serve warm with a dollop of whipped cream or a scoop of vanilla ice cream. The caramelized topping will be slightly melty and irresistible.
Room Temperature: If you prefer cleaner slices and a firmer texture, allow the cake to cool completely before cutting. This lets the flavors settle and makes for easier serving—especially at parties or potlucks.
Garnish Ideas: Fresh mint leaves, a drizzle of rum glaze, or toasted coconut flakes add flair to presentation and flavor.

🧊 How to Store Pineapple Upside Cake

Room Temperature: Cover with plastic wrap or place in an airtight container. Store at room temp for up to 2 days.
Refrigerator: For longer storage, refrigerate for up to 3 days. The cake will firm up, so let it sit at room temp for 15–20 minutes before serving to bring back the soft texture.
Freezer: Slice the cake and wrap each piece tightly in plastic wrap and foil. Freeze for up to 3 months. To serve, thaw at room temperature. Avoid freezing the entire cake—doing so may ruin the look of the topping after defrosting.

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Conclusion: Bake It, Flip It, Love It!

There’s a reason the pineapple upside cake has never gone out of style—it’s the ultimate blend of simplicity, nostalgia, and tropical flavor. This dessert checks every box: easy to make, stunning to serve, and absolutely delicious to eat. With that signature caramelized topping of golden pineapple rings and bright cherries, a pineapple upside cake is as much a feast for the eyes as it is for the taste buds.

Whether you’re baking it for a celebration or just because, this classic dessert always delivers. Plus, it’s versatile—perfect warm with ice cream, or cool and sliceable for entertaining. And once you master the flip, you’ll want to make this pineapple upside cake again and again.

If you enjoyed this guide, don’t forget to leave a rating, comment with your twist on the recipe, and share your own photos. We’d love to see how your pineapple upside cake turned out!

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