Pineapple Upside-Down Cake | Easy Party Dessert
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Pineapple Upside-Down Cake | Easy Party Dessert
Craving a Retro Dessert That Wows?
Did you know that Pineapple Upside-Down Cake is one of the most searched-for vintage dessert recipes online? This iconic cake consistently draws attention, proving its timeless appeal. And for good reason! It’s a glorious combination of moist, buttery cake layered with a vibrant, caramelized topping of pineapple and cherries. It’s not just a dessert; it’s a nostalgic journey in every bite. Whether you’re hosting a holiday gathering, bringing a dish to a potluck, or simply yearning for a sweet escape, this easy Pineapple Upside-Down Cake recipe delivers pure delight. Get ready to impress your guests with this classic, retro-inspired treat that’s surprisingly simple to make!
Ingredients to Create Sweet Perfection
Gather these essentials for your Pineapple Upside-Down Cake. We’ve included sensory notes to help you choose the best quality ingredients.
- 1/2 cup (113g) unsalted butter, softened to a creamy consistency
- 1 cup (200g) packed light brown sugar, with its molasses richness
- 1 (20-ounce) can pineapple rings in juice, drained (reserve juice for other uses if desired), look for firm, bright rings
- Maraschino cherries, stems removed, for a pop of vibrant color and sweet tang
- 2 cups (250g) all-purpose flour, sifted for a lighter texture
- 1 1/2 teaspoons baking powder, for that essential lift
- 1/2 teaspoon salt, to balance the sweetness
- 1/2 cup (113g) unsalted butter, softened to perfection for creaming
- 1 1/4 cups (250g) granulated sugar, for delicate sweetness
- 2 large eggs, at room temperature for better emulsification
- 1 teaspoon vanilla extract, pure and aromatic
- 3/4 cup (180ml) milk (whole milk recommended for richness), lightly warmed
Time Your Sweet Success
This recipe is designed for ease, ensuring you can whip up this classic dessert even on a weeknight. Compared to more complex layer cakes, Pineapple Upside-Down Cake is wonderfully straightforward.
Average recipes often take a similar amount of time, but our streamlined process makes it even quicker!

Step-by-Step Instructions
Step 1: Preheat and Prepare Your Pan
First things first, let’s get your oven ready to bake this beauty. Preheat your oven to 350°F (175°C). I like to grease and flour a 9-inch round cake pan. This ensures that your beautiful caramel topping won’t stick after baking, making the inversion process smooth sailing.
Step 2: Craft that Glorious Caramel Topping
This is where the magic begins! In the cake pan itself (yes, you can do this directly in the pan!), melt the 1/2 cup of softened unsalted butter over medium-low heat. Once melted, sprinkle the packed light brown sugar evenly over the butter. Stir it gently until it forms a smooth, rich caramel paste. This mixture will be the decadent base for our pineapple and cherries.
Step 3: Whip Up the Moist Cake Batter
Now, let’s make the cake itself. In a medium bowl, whisk together the sifted all-purpose flour, baking powder, and salt. Set this dry mixture aside. In a separate, larger bowl, cream together the softened 1/2 cup of butter and the granulated sugar until the mixture is light and fluffy. This is crucial for a tender cake crumb. Beat in the room-temperature eggs one at a time, ensuring each is fully incorporated before adding the next. Stir in the pure vanilla extract.
Gradually add the dry ingredients to the wet ingredients, alternating with the lightly warmed milk. Begin and end with the dry ingredients, mixing until just combined. Be careful not to overmix – a few lumps are perfectly fine and actually preferred!
Step 4: Assemble Your Masterpiece
It’s time to layer! Arrange the drained pineapple rings evenly over the caramel mixture in the prepared cake pan. I like to place one ring in the center and then arrange the others around it. Once the pineapple is in place, tuck a maraschino cherry into the center of each pineapple ring, and scatter a few more in the spaces between the rings. Don’t be shy; these add beautiful color and flavor!
Step 5: Bake Until Golden and Gorgeous
Carefully pour the cake batter evenly over the pineapple and cherry topping. Gently spread it with a spatula to cover the fruit, making sure to reach the edges of the pan. Place the cake pan on the center rack of your preheated oven. Bake for 35-45 minutes, or until a wooden skewer or toothpick inserted into the center of the cake comes out clean. The cake should be golden brown and spring back lightly when touched.
Step 6: The Moment of Truth – Cool and Invert!
This is the most exciting part! Let the cake cool in the pan on a wire rack for about 10-15 minutes. This allows the caramel to set slightly but ensures it’s still warm enough to release. Once slightly cooled, carefully place a serving plate or larger baking sheet over the top of the cake pan. With a confident, swift motion, invert the pan and plate together. The cake should slide out, revealing the beautifully caramelized pineapple rings and glistening cherries. If any pieces stick, gently place them back onto the cake.
Nutritional Nibbles
Please note that these are approximate values and can vary based on ingredients and portion sizes.
- Calories: Approximately 350-400 per slice
- Fat: 15-20g
- Carbohydrates: 50-60g
- Sugar: 35-45g
- Protein: 3-5g
Healthier Twists on a Classic
While this cake is a delightful indulgence, here are some ways to make it a bit lighter without sacrificing flavor:
- Sugar Reduction: Slightly decrease the sugar in both the topping and the batter. The pineapple provides natural sweetness.
- Whole Wheat Flour: Substitute half of the all-purpose flour with whole wheat pastry flour for added fiber.
- Reduced Fat Butter: Use a reduced-fat butter or a plant-based butter alternative.
- Unsweetened Pineapple: Opt for pineapple packed in its own juice and drain thoroughly.
- Natural Sweeteners: Experiment with a touch of maple syrup or agave in the caramel topping, though this will alter the classic flavor profile.
Serving Suggestions to Elevate Your Cake
This cake is a star on its own, but here are a few ideas to make it even more spectacular:
- A dollop of freshly whipped cream or a scoop of vanilla bean ice cream is a classic pairing.
- A drizzle of extra pineapple syrup or a light glaze can add an extra touch of moisture and sweetness.
- Serve warm for the most decadent experience, allowing the caramelized topping to truly shine.
Common Mistakes to Avoid
Even simple recipes can have their pitfalls. Here are common mistakes and how to steer clear:
- Overmixing the Batter: This can lead to a tough, dense cake. Mix until just combined.
- Inverting Too Soon or Too Late: Inverting too soon can cause the topping to run; too late, and it might stick. The 10-15 minute cooling window is key.
- Not Greasing/Flouring the Pan Properly: This is critical for a clean release.
- Using Cold Eggs or Butter: Room temperature ingredients emulsify better, resulting in a smoother batter and lighter cake.
Storing Your Delightful Creation
Once cooled, store any leftover Pineapple Upside-Down Cake at room temperature, covered tightly with plastic wrap or in an airtight container, for up to 2 days. For longer storage, you can refrigerate it for up to 4-5 days. Reheat gently in a low oven or microwave before serving to revive its moistness and delicious caramelized topping.

Taste the Tropics, Effortlessly!
This Pineapple Upside-Down Cake is more than just a dessert; it’s a celebration of simple ingredients coming together to create something truly magical. Its moist, tender crumb, combined with the irresistible sweet-and-tangy caramelized pineapple and cherries, makes it a crowd-pleaser every single time. Don’t let its classic status intimidate you – this recipe is wonderfully easy and forgiving. So, gather your ingredients, embrace the retro charm, and bake up a slice of sunshine today. Share it with loved ones, or savor it all yourself – you’ve earned it!
Frequently Asked Questions
***Why is it called “Upside-Down” cake?***
It’s named “Upside-Down” because the fruit and caramel topping are placed in the pan first, and then the cake batter is poured over it. When the cake is baked and then inverted onto a serving plate, the fruit and caramel end up on top.
***Can I use fresh pineapple instead of canned?***
Yes, you can! If using fresh pineapple, peel and core it, then slice it into rings. You’ll want to sauté the fresh pineapple rings in a little butter and brown sugar until they are slightly softened and caramelized before placing them in the cake pan. Canned pineapple is generally preferred for its convenience and consistent texture.
***What if my cake sticks to the pan?***
Ensure you’ve properly greased and floured the cake pan, especially the sides, or that you’ve created a good caramel base. Allowing the cake to cool for the recommended 10-15 minutes before inverting is also crucial. If a bit sticks, simply scrape it off the pan and place it back on the cake.
***Can I make this cake in a different pan size?***
A 9-inch round cake pan is standard. If you use a different size, you’ll need to adjust the baking time. A smaller pan might require longer baking, while a larger pan might cook faster. Always test for doneness with a toothpick.
***Can I make the caramel topping separately?***
While it’s convenient to make it directly in the pan, you could make a separate caramel sauce and pour it into the greased pan before adding the pineapple. However, the direct-in-pan method usually results in a more consistent and easier-to-manage topping.
Pineapple Upside-Down Cake | Easy Party Dessert
This classic Pineapple Upside-Down Cake is moist, buttery, and topped with caramelized pineapple rings and cherries. Perfect for holidays, potlucks, or anytime you want a sweet, retro-inspired dessert.
Ingredients
- 1/4 cupunsalted butter (for topping)
- 1/2 cuppacked light brown sugar
- 8–10pineapple rings (canned or fresh)
- Maraschino cherries (optional)
- 1 1/2 cupsall-purpose flour
- 2 teaspoonsbaking powder
- 1/4 teaspoonsalt
- 1/2 cupunsalted butter (softened)
- 3/4 cupgranulated sugar
- 2large eggs
- 1 teaspoonvanilla extract
- 1/2 cupmilk
Instructions
- Preheat oven to 350°F (175°C).
- Melt 1/4 cup butter in a 9-inch round or square baking pan directly over low heat or in the oven.
- Sprinkle brown sugar evenly over the melted butter.
- Arrange pineapple rings over the brown sugar. Add a maraschino cherry in the center of each ring if desired.
- In a bowl, whisk together flour, baking powder, and salt.
- In a separate large bowl, cream the softened butter and granulated sugar until light and fluffy.
- Beat in the eggs one at a time, then add the vanilla extract.
- Alternately add the dry ingredients and milk to the butter mixture, mixing just until combined.
- Gently pour and spread the batter over the pineapple slices in the pan.
- Bake for 40–45 minutes, or until a toothpick inserted in the center comes out clean.
- Let cool for 5 minutes, then invert onto a serving plate and let sit for another 5 minutes before lifting the pan.
- Serve warm or at room temperature.
Notes
Use fresh pineapple for extra flavor, or canned for convenience.
Let the cake sit after baking to allow the topping to set before flipping.
Wrap and store leftovers at room temperature for up to 2 days or refrigerate for up to 4 days.
Microwave slices for 20–30 seconds to enjoy warm.
Nutrition
- Calories: 370
- Sugar: 32g
- Fat: 18g
- Carbohydrates: 48g
- Protein: 4g
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