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Irresistibly Moist Pineapple Upside-Down Cake for Every Occasion

Published: Jul 15, 2025 by Aria West · This post may contain affiliate links · Leave a Comment

There's something magical about the aroma of baking cake wafting through your home, especially when that cake is an Ultimate Soft Pineapple Upside Down Cake. As the rich buttery cake rises in the oven, the sweetness of caramelized pineapple and vibrant cherries creates an irresistible topping. This updated twist on a classic dessert brings back fond memories while offering a delectable treat perfect for any gathering. Not only is this recipe wonderfully simple to whip up in under an hour, but it also guarantees that your loved ones will swoon with delight at the first bite. Whether you're hosting a festive celebration or just craving something special, this pineapple upside down cake is sure to impress. Are you ready to add a slice of nostalgia to your dessert table?

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Why is Pineapple Upside-Down Cake So Beloved?

Deliciously Inviting: The unique blend of caramelized pineapple and cherries creates a stunning visual that draws everyone in.
Easy to Make: With simple ingredients and straightforward steps, this cake is perfect for both novice bakers and seasoned pros.
Nostalgia Factor: Its retro charm evokes delightful memories at family gatherings and celebrations.
Versatile Flavor: Enjoy it warm, topped with ice cream, or as a delightful afternoon treat with coffee. For an extra twist, try my Pineapple Heaven Cake for another pineapple-inspired delight!
Crowd Favorite: This dessert is always a hit, ensuring happy faces and satisfied taste buds at any event.
Make-Ahead Magic: Prepare it in advance, allowing the flavors to meld beautifully, making hosting a breeze!

Pineapple Upside Down Cake Ingredients

• Here's what you'll need!

For the Topping

  • Butter (6 tablespoons) – Adds richness and flavor to the cake; opt for unsalted for better salt control.
  • Brown Sugar (¼ cup) – Provides sweetness and aids in caramelization; can replace with white sugar for a milder flavor.
  • Canned Pineapple Rings (10 rings) – Forms the signature topping; fresh pineapple can be used for a bolder taste.
  • Maraschino Cherries – Adds a pop of color and flavor; optional if you prefer less sweetness.

For the Cake Batter

  • Cake Flour (1 ¾ cups) – Offers a light, airy texture; substitute with all-purpose flour plus a little extra if needed.
  • Granulated Sugar (¾ cup) – Sweetens the cake; no substitutions required unless necessary for dietary needs.
  • Eggs (2 large, unbeaten) – Provide structure to your cake; substitute with flaxseed meal for a vegan option.
  • Milk (⅓ cup) – Adds moisture to the batter; alternatives like almond or oat milk work well.
  • Baking Powder (1 teaspoon) – Helps the cake rise; ensure it's fresh for the best results.
  • Salt (¼ teaspoon) – Balances the sweetness; can be omitted if using salted butter.

Now that you have your ingredients ready, let's dive into the delightful experience of making a Pineapple Upside Down Cake that will impress everyone!

Step‑by‑Step Instructions for Ultimate Soft Pineapple Upside Down Cake

Step 1: Prepare the Topping
Begin by preheating your oven to 350°F (175°C). In a medium skillet over low heat, melt 6 tablespoons of unsalted butter and add ¼ cup of brown sugar, stirring until smooth and bubbly. Pour this mixture into the bottom of a 9-inch round cake pan, ensuring an even layer. Next, arrange 10 canned pineapple rings on top, placing a maraschino cherry in the center of each ring for added charm.

Step 2: Mix Dry Ingredients
In a large mixing bowl, whisk together 1 ¾ cups of cake flour, 1 teaspoon of baking powder, and ¼ teaspoon of salt until well combined. This dry mixture is crucial for your pineapple upside down cake's soft texture, so make sure there are no lumps. Set this bowl aside while you prepare the wet ingredients, keeping everything organized for a smooth workflow.

Step 3: Cream Butter and Sugar
In a separate bowl, cream together 6 tablespoons of softened unsalted butter and ¾ cup of granulated sugar using an electric mixer. Beat the mixture on medium speed for about 3-5 minutes until it becomes pale and fluffy. Then, add 2 large unbeaten eggs, one at a time, ensuring each is fully incorporated before adding the next, which will help build a rich structure for the cake.

Step 4: Combine Batter
Slowly mix the dry ingredients into the creamed butter and sugar mixture. Alternate this process with ⅓ cup of milk, starting and ending with the dry mix. Mix gently until just combined, being cautious not to overmix; a few lumps are perfectly fine. This step is essential to retain the light and soft texture of your delicious pineapple upside down cake.

Step 5: Pour and Bake
Carefully pour the batter over the prepared pineapple topping in the cake pan, using a spatula to spread it evenly. Place the pan in your preheated oven and bake for 45 minutes. You'll know it's done when the edges start to pull away from the pan and a toothpick inserted into the center comes out clean.

Step 6: Cool and Invert
Once baked, remove the cake from the oven and let it cool in the pan for about 10 minutes. This allows the cake to set and makes it easier to invert. After cooling, run a knife around the edges to loosen it, then carefully flip the cake onto a serving plate. The beautiful caramelized pineapple topping should now be on display, showcasing your marvelous Ultimate Soft Pineapple Upside Down Cake!

Variations & Substitutions for Pineapple Upside-Down Cake

Feel free to let your creativity shine as you make this dish your own with delightful twists and swaps!

  • Fresh Pineapple: Swap canned pineapple for fresh pineapple rings for a juicier, tangier topping that enhances the cake's flavor. This will surely give your dessert a vibrant freshness!

  • Vegan Option: Replace eggs with flaxseed meal (1 tablespoon mixed with 2.5 tablespoons of water) for a 100% plant-based cake. Your loved ones won’t even notice this wholesome swap!

  • Gluten-Free Flour: Use a 1:1 gluten-free baking flour blend instead of cake flour for a gluten-free version. It’s a delicious way to keep everyone happy at your gatherings!

  • Tropical Coconut: Stir in ½ cup of shredded coconut into the batter for an exotic twist. Let the tropical flavors dance on your palate, transporting you to a beachside paradise.

  • Spicy Kick: Add ½ teaspoon of ground ginger or a pinch of cinnamon to the batter for a warm, cozy flavor. This subtle detail gives your cake an unexpected depth that’s truly enchanting!

  • Nutty Texture: Incorporate ½ cup of chopped pecans or walnuts into the batter for a delightful crunch that contrasts nicely with the cake's softness. This might just become your new favorite texture twist!

  • Caramel Drizzle: Drizzle caramel sauce over the inverted cake for an extra touch of sweetness and visual appeal. Every bite will have a heavenly, gooey experience that will leave everyone craving more!

  • Chocolate Delight: For a decadent variation, add cocoa powder (¼ cup) to the batter, creating a rich chocolate-pineapple cake that’s a guaranteed crowd-pleaser. This innovative combo will surprise and delight those who take a slice!

What to Serve with Ultimate Soft Pineapple Upside Down Cake

There's something truly special about elevating your dessert experience, especially when this luscious cake fills the air with its sweet aroma.

  • Vanilla Ice Cream: The creamy richness of vanilla ice cream perfectly balances the warm, caramelized topping, creating a delightful contrast with each spoonful.
  • Whipped Cream: Light and airy, a dollop of fresh whipped cream adds a luxurious touch, making every slice even more indulgent.
  • Coconut Macaroons: Pairing this cake with chewy coconut macaroons introduces a subtle tropical flavor that complements the pineapple beautifully.
  • Fresh Berries Salad: A refreshing mix of strawberries, blueberries, and raspberries offers a tart balance to the sweetness of the cake, awakening your palate for more.
  • Minty Green Tea: Brew a pot of fresh mint green tea to cleanse the palate and keep the conversation flowing around the dessert table.
  • Chocolate Drizzle: A light drizzle of chocolate sauce lends an unexpected richness and depth, creating an exciting flavor twist for adventurous eaters.
  • Light Sparkling Wine: The bubbles in a crisp sparkling wine can highlight the flavors of the cake and add a celebratory feel to your gathering.
  • Toasted Almonds: Sprinkle some toasted almonds on top for a delightful crunch and nutty flavor that pairs wonderfully with the soft cake.
  • Lemon Zest: A sprinkle of fresh lemon zest can brighten the flavors, cutting through the sweetness and making the dessert feel lighter and more refreshing.

Make Ahead Options

This Ultimate Soft Pineapple Upside Down Cake is perfect for meal prep, allowing you to save time on busy days! You can prepare the topping with melted butter and brown sugar up to 24 hours in advance—just store it in the refrigerator until you're ready to bake. Additionally, you can mix the dry ingredients and wet ingredients separately, keeping them in airtight containers for up to 3 days prior to use. When you're ready to finish the cake, simply combine the ingredients, pour over the topping, and bake as directed. This ensures your cake will be just as delicious, giving you the satisfaction of a homemade dessert with minimal effort!

Storage Tips for Pineapple Upside Down Cake

Room Temperature: Store leftover pineapple upside down cake in an airtight container at room temperature for up to 3 days to maintain its moist texture.

Fridge: If you want to keep it longer, refrigerate the cake for up to a week. Make sure it's covered to prevent it from drying out or absorbing other odors.

Freezer: For extended storage, freeze the cake for up to 3 months. Wrap it tightly in plastic wrap followed by aluminum foil to protect against freezer burn.

Reheating: To enjoy, gently reheat slices in the microwave for about 15-20 seconds or warm them up in an oven at 350°F (175°C) for 10 minutes to revive that freshly baked flavor in your pineapple upside down cake.

Expert Tips for Pineapple Upside Down Cake

  • Use Cake Flour: For a tender crumb, stick to cake flour. It helps achieve a softer texture compared to all-purpose flour.

  • Room Temperature Ingredients: Ensure your butter, eggs, and milk are at room temperature. This promotes even mixing and a perfectly risen cake.

  • Don’t Overmix: When combining the batter, mix until just combined. Overmixing can lead to a dense texture instead of the light, fluffy cake you want.

  • Check Freshness: Ensure your baking powder is fresh for the best rise. An expired baking powder can leave your cake flat and underwhelming.

  • Cool Before Inverting: Allow the cake to cool in the pan for 10 minutes before inverting it onto a plate. This step helps prevent tearing and keeps the topping intact.

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Pineapple Upside Down Cake Recipe FAQs

How far in advance should I make pineapple upside-down cake?
Absolutely! You can prepare your pineapple upside-down cake up to a day in advance. Just make sure to store it covered at room temperature for the best taste. If you want to make it even earlier, consider freezing it as mentioned later.

What cake mix do you use for pineapple upside-down cake?
Typically, a light and fluffy cake mix, like yellow cake or sponge cake, works well for a pineapple upside-down cake. However, for this recipe, I recommend using cake flour as it contributes to the beautifully soft texture of your cake.

Do you flip pineapple upside-down cake hot or cold?
Very important! It's best to flip your cake while it's still warm; about 10 minutes after removing it from the oven is ideal. This ensures the caramelized topping releases easily from the pan, giving you a stunning presentation.

Can I use pineapple juice instead of water in a cake mix?
Yes, you can replace water with pineapple juice! It adds an extra layer of flavor and sweetness, which complements the pineapple in your cake perfectly. Ensure that you adjust the sugar levels slightly if your cake mix requires it.

How do I store leftover pineapple upside-down cake?
To store your leftover cake, place it in an airtight container at room temperature for up to 3 days. If you prefer to refrigerate it, it can last up to a week. For longer storage, wrap it tightly in plastic wrap and aluminum foil, freezing for up to 3 months. When ready to enjoy, simply reheat slices in the microwave or oven for that freshly-baked taste!

What should I do if my cake is dense or undercooked?
If your cake turns out dense, it might be due to overmixing the batter. Aim to mix just until combined to maintain that light texture. To ensure doneness, always perform the toothpick test; if it comes out clean, the cake is ready. If it's undercooked, simply return it to the oven for an additional 5 to 10 minutes. Enjoy the journey to perfecting your pineapple upside-down cake!

Pineapple Upside‑Down Cake

Irresistibly Moist Pineapple Upside-Down Cake for Every Occasion

Delight in the classic Pineapple Upside-Down Cake, featuring caramelized pineapple and cherries for a irresistible dessert.
Print Recipe Pin Recipe
Prep Time 15 minutes mins
Cook Time 45 minutes mins
Total Time 1 hour hr
Servings: 8 slices
Course: Holiday Cakes
Cuisine: American
Calories: 300
Ingredients Equipment Method Nutrition Notes

Ingredients
  

Topping
  • 6 tablespoons unsalted butter Adds richness and flavor
  • ¼ cup brown sugar Provides sweetness and aids caramelization
  • 10 rings canned pineapple rings Forms the signature topping
  • maraschino cherries Adds color and flavor; optional
Cake Batter
  • 1 ¾ cups cake flour Offers a light, airy texture
  • ¾ cup granulated sugar Sweetens the cake
  • 2 large eggs Provides structure
  • ⅓ cup milk Adds moisture
  • 1 teaspoon baking powder Helps the cake rise
  • ¼ teaspoon salt Balances sweetness

Equipment

  • oven
  • 9-inch round cake pan
  • Medium skillet
  • Large mixing bowl
  • electric mixer

Method
 

Preparation
  1. Preheat oven to 350°F (175°C). In a medium skillet, melt 6 tablespoons of unsalted butter and add ¼ cup of brown sugar, stirring until smooth and bubbly. Pour this mixture into the bottom of a 9-inch round cake pan, ensuring an even layer. Arrange 10 canned pineapple rings on top, placing a maraschino cherry in the center of each ring.
  2. In a large mixing bowl, whisk together 1 ¾ cups cake flour, 1 teaspoon baking powder, and ¼ teaspoon salt until well combined. Set aside.
  3. In another bowl, cream 6 tablespoons of softened unsalted butter and ¾ cup granulated sugar together using an electric mixer until pale and fluffy. Add 2 eggs one at a time, ensuring each is fully incorporated.
  4. Slowly mix the dry ingredients into the creamed butter and sugar mixture, alternating with ⅓ cup of milk, mixing until just combined.
  5. Pour the batter over the pineapple topping in the cake pan, spreading it evenly. Bake for 45 minutes until edges pull away and a toothpick inserted comes out clean.
  6. Let the cake cool in the pan for about 10 minutes. Run a knife around the edges, then flip onto a serving plate.

Nutrition

Serving: 8slicesCalories: 300kcalCarbohydrates: 45gProtein: 3gFat: 12gSaturated Fat: 6gPolyunsaturated Fat: 0.5gMonounsaturated Fat: 5gCholesterol: 50mgSodium: 200mgPotassium: 150mgFiber: 1gSugar: 25gVitamin A: 300IUVitamin C: 5mgCalcium: 20mgIron: 1mg

Notes

Store leftover cake in an airtight container at room temperature for up to 3 days, or refrigerate for up to a week. For long-term storage, freeze for up to 3 months. Reheat gently before serving.

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Welcome to RecipeChristmas

Hi there! I'm Aria West, and I'm absolutely obsessed with making Christmas magical through food.

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