There’s something truly nostalgic about the sight of a Pineapple Upside-Down Cake gracing the dessert table. The golden-brown cake dotted with vibrant, caramelized pineapple rings and cheerful cherries has the power to whisk us back to family gatherings and sun-soaked afternoons. I recently found myself in the kitchen, yearning for a taste of those carefree days. With a few simple ingredients and an easy preparation process, I whipped up a cake that not only flooded my kitchen with an irresistible aroma but also put a smile on everyone’s face.
This retro classic offers a perfect blend of sweetness and tang, making it an incredible crowd-pleaser for summer picnics or special celebrations. Plus, the versatility of toppings means you can get creative—from swapping maraschino cherries for tart frozen berries to exploring unique flavor combinations. Join me as we dive into the delightful world of Pineapple Upside-Down Cake that’s sure to become your new favorite!
Why Choose Pineapple Upside-Down Cake?
Nostalgic Flavor: This classic dessert evokes warm memories with every bite, transporting you back to joyful family gatherings.
Effortless Preparation: Enjoy a hassle-free baking experience that anyone can master, even on a busy day.
Impressive Presentation: The vibrant colors of caramelized pineapple and cheerful cherries will wow your guests.
Customizable Toppings: Switch things up with various fruits—try tart berries for a delicious twist!
Moist and Tender Texture: Each slice melts in your mouth, ensuring that everyone craves seconds.
Elevate your dessert repertoire by trying this beloved recipe that blends tradition with a refreshing touch!
Pineapple Upside-Down Cake Ingredients
For the Topping
- Butter, melted – Provides richness and moisture. Use unsalted butter for better control over saltiness.
- Brown Sugar, packed – Adds sweetness and creates a caramelized topping. Substitute with coconut sugar for a richer taste.
- Pineapple rings (20-oz. can, in juice) – Essential for the topping, providing sweetness and flavor. Fresh pineapple can be used if preferred.
- Maraschino cherries (or tart frozen cherries) – Adds a pop of color and sweetness. Substitute fresh berries for a less sweet topping.
For the Cake Batter
- All-purpose flour – Forms the cake’s structure. Use a gluten-free blend for a gluten-free version.
- Baking powder – Acts as a leavening agent for rise. Ensure it’s fresh for best results.
- Kosher salt – Enhances sweetness; fine sea salt can be used as an alternative.
- Butter, softened – For creaming with sugar to create a tender cake crumb. Use vegan butter for a dairy-free option.
- Granulated sugar – Adds sweetness and creates a lighter cake texture.
- Egg – Provides structure and richness. For an egg-free version, use a flax egg (1 tbsp flaxseed meal + 3 tbsp water).
- Pure vanilla extract – Enhances overall flavor. Substitute with almond extract for a different taste profile.
- Sour cream – Ensures a moist, tender crumb. Greek yogurt can be used as a substitute for a lighter option.
- Pineapple juice – Enhances the pineapple flavor in the cake. Can be used from the canned pineapple rings.
Discover the delightful blend of flavors in the classic Pineapple Upside-Down Cake, perfect for creating nostalgic moments!
How to Make Pineapple Upside-Down Cake
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Preheat and Prepare: Preheat your oven to 350°F and grease a 9-inch round cake pan. This helps the cake come out easily without sticking to the sides.
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Make the Topping: In a bowl, mix melted butter and brown sugar until well combined. Spread this mixture evenly in the bottom of your prepared pan, then place the pineapple rings and cherries on top, making it look as beautiful as it tastes.
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Mix the Dry Ingredients: In another bowl, whisk together all-purpose flour, baking powder, and kosher salt. This will help the cake rise evenly and maintain a light texture.
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Blend the Wet Ingredients: In a mixing bowl, cream the softened butter and granulated sugar until light and fluffy. Add the egg, vanilla extract, sour cream, and pineapple juice, mixing until just combined.
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Combine Ingredients: Gradually add the dry ingredients to the wet mixture, stirring gently to avoid overmixing. The batter should be smooth, yet it’s okay to have a few small lumps.
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Pour and Bake: Carefully pour the batter over the pineapple topping in the pan, smoothing it out gently. Bake in the preheated oven for about 45-50 minutes or until golden brown and a toothpick inserted comes out clean.
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Cool and Flip: Allow the cake to cool in the pan for 5 minutes. Run a knife around the edges and carefully flip it onto a serving platter. Wait a little longer before slicing to keep the pieces intact.
Optional: For an extra treat, serve warm with a scoop of vanilla ice cream on the side.
Exact quantities are listed in the recipe card below.
Make Ahead Options
These Pineapple Upside-Down Cakes are perfect for meal prep enthusiasts! You can prepare the topping of melted butter and brown sugar and arrange the pineapple and cherries up to 24 hours in advance, covering it tightly in the refrigerator to prevent drying out. Additionally, you can mix the cake batter and store it separately in an airtight container for up to 3 days. When you’re ready to bake, just pour the batter over the topping and bake until golden brown (about 45-50 minutes). This way, you’ll have a deliciously moist cake waiting for you with minimal effort on the day of serving! Enjoy the convenience while still savoring that nostalgic flavor!
Helpful Tricks for Pineapple Upside-Down Cake
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Proper Greasing: Be thorough when greasing the pan to ensure the cake releases easily after baking. This prevents any sticky moments during flipping!
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Topping Arrangement: Arrange the pineapple and cherries artfully for a stunning presentation. A beautiful topping makes the final cake even more appetizing.
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Mixing Method: Avoid overmixing the batter; gently fold the dry ingredients into the wet for a light, airy Pineapple Upside-Down Cake that everyone will love.
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Testing for Doneness: Use a toothpick to check if the cake is done; it should come out clean. This step is crucial to avoid underbaked sections.
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Cooling Time: Allow the cake to cool briefly in the pan to help set the shape, but don’t let it cool too long before flipping. Timing is key for a clean presentation!
How to Store and Freeze Pineapple Upside-Down Cake
Room Temperature: Store your Pineapple Upside-Down Cake in an airtight container at room temperature for up to 2 days to maintain its moist texture.
Fridge: If you want to preserve it longer, refrigerate the cake in an airtight container for 3-4 days. This helps keep the cake fresh and delicious.
Freezer: For extended storage, wrap the cake tightly in plastic wrap or aluminum foil and freeze for up to 3 months. Thaw in the fridge overnight before serving.
Reheating: To enjoy leftover cake warm, gently reheat individual slices in the microwave for about 20-30 seconds, or until warmed through.
What to Serve with Pineapple Upside-Down Cake?
Indulging in this retro delight opens the door to a beautiful array of complementary flavors and textures, creating a memorable meal.
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Whipped Cream: A dollop of fluffy whipped cream adds a light, airy companion that balances the rich sweetness of the cake.
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Vanilla Ice Cream: Melting vanilla ice cream over a warm slice creates a dreamy, comforting mix of temperatures that elevates every bite.
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Fresh Berries: A side of mixed fresh berries brings a burst of tartness that enhances the cake’s sweetness and adds a pop of color to your plate.
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Coconut Flan: This smooth, luscious flan adds an exotic twist that mirrors the tropical essence of the cake, creating a delightful fusion of flavors.
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Chai Tea: Warm, spiced chai tea complements the cake’s fruity notes with its aromatic spices, making for a cozy pairing at a gathering.
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Light Fruit Salad: A refreshing salad with citrus and melons provides a crunchy contrast, cleansing the palate between bites of the indulgent cake.
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Pineapple Mojito: This refreshing cocktail not only echoes the pineapple flavor but also brings a fun, festive flair to your dessert experience.
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Chocolate Drizzle: A drizzle of warm chocolate sauce over the cake adds a luscious, decadent touch that contrasts beautifully with the fruity topping.
These accompaniments will make your dessert spread not only tempting but also an extraordinary feast for the senses!
Variations & Substitutions for Pineapple Upside-Down Cake
Feel free to explore these delightful twists to make this cake your own and ignite your culinary creativity!
- Berry Bliss: Swap maraschino cherries for fresh or frozen blueberries or raspberries for a vibrant color and tart flavor.
- Tropical Twist: Replace canned pineapple with fresh mango slices to give your cake an exotic flair. The sweetness of mango makes for a delicious alternative!
- Gluten-Free: Use a gluten-free all-purpose flour blend to cater to dietary preferences while maintaining that wonderful texture.
- Vegan-Friendly: Substitute eggs with a chia egg (1 tbsp chia seeds + 3 tbsp water) and use plant-based butter to create a vegan version everyone can enjoy.
- Coconut Add-In: Mix in shredded coconut into the batter for a chewy texture that pairs wonderfully with the pineapple. Your taste buds will thank you!
- Almond Extract: Swap pure vanilla extract with almond extract for a nutty flavor that beautifully complements the fruity topping.
- Spiced Up: Add a pinch of cinnamon or nutmeg to the batter for a warm spice that enhances the moisture and flavor even further.
- Chocolate Delight: Drizzle melted chocolate over the cooled cake for a richer dessert that adds a touch of decadence to every slice.
Each variation opens up a world of delicious possibilities, so don’t hesitate to get creative in the kitchen!
Pineapple Upside-Down Cake Recipe FAQs
How do I select ripe pineapples for my Pineapple Upside-Down Cake?
Absolutely! When choosing fresh pineapples, look for ones that are firm to the touch with a sweet aroma coming from the base. The color should be vibrant and golden, but avoid any that have dark spots, as this indicates overripeness. If you’re using canned pineapple, select a brand that uses pineapple in juice rather than syrup for a more natural flavor.
What’s the best way to store Pineapple Upside-Down Cake?
Very! To keep your cake fresh, store it in an airtight container at room temperature for up to 2 days. If you plan to enjoy it over several days, refrigerate it, where it will last for about 3-4 days. Be sure to cover it well to maintain its moist texture!
Can I freeze Pineapple Upside-Down Cake?
You sure can! To freeze your cake, first allow it to cool completely. Then, wrap it tightly in plastic wrap or aluminum foil to prevent freezer burn. It can be frozen for up to 3 months. When you’re ready to enjoy it again, just thaw it in the fridge overnight before serving.
What should I do if my cake is too dense?
The more the merrier when it comes to light, fluffy cakes! If your Pineapple Upside-Down Cake turns out dense, it may be due to overmixing the batter. Next time, gently fold the dry ingredients into the wet ingredients until just combined. Also, ensuring your baking powder is fresh is key to creating a proper rise.
Are there any dietary considerations for Pineapple Upside-Down Cake?
Sure thing! This recipe can be easily adapted for different dietary needs. Use gluten-free flour for a gluten-free version, vegan butter instead of regular butter, and for an egg-free option, try a flax egg (1 tbsp flaxseed meal mixed with 3 tbsp water). Additionally, for allergy concerns, always check that your ingredients are free from any specific allergens relevant to you or your guests.
How long should I wait to flip the cake after baking?
Great question! Allow your Pineapple Upside-Down Cake to cool in the pan for about 5 minutes after baking. This brief cooling helps the cake set and makes flipping easier. Use a knife to gently run around the edges before flipping it onto a serving platter for a clean release and beautiful presentation.

Pineapple Upside-Down Cake: Retro Delight for Every Occasion
Equipment
- 9-inch round cake pan
- Mixing bowls
- Whisk
- Rubber spatula
- - Toothpick
Ingredients
For the Topping
- 1/4 cup Butter, melted Unsalted for better control over saltiness.
- 3/4 cup Brown Sugar, packed Can substitute with coconut sugar.
- 1 can (20-oz) Pineapple rings, in juice Fresh pineapple can be used.
- 1/2 cup Maraschino cherries Or tart frozen cherries.
For the Cake Batter
- 1 1/2 cups All-purpose flour Can use gluten-free blend.
- 2 teaspoons Baking powder Should be fresh.
- 1/4 teaspoon Kosher salt Fine sea salt can be used.
- 1/2 cup Butter, softened Vegan butter for dairy-free option.
- 1 cup Granulated sugar
- 1 large Egg Use flax egg for egg-free version.
- 1 teaspoon Pure vanilla extract Substitute with almond extract if desired.
- 1/2 cup Sour cream Greek yogurt can be used.
- 1/4 cup Pineapple juice Use from canned pineapple rings.
Instructions
How to Make Pineapple Upside-Down Cake
- Preheat your oven to 350°F and grease a 9-inch round cake pan.
- In a bowl, mix melted butter and brown sugar until well combined. Spread this mixture evenly in the bottom of your prepared pan, then place the pineapple rings and cherries on top.
- In another bowl, whisk together all-purpose flour, baking powder, and kosher salt.
- In a mixing bowl, cream the softened butter and granulated sugar until light and fluffy. Add the egg, vanilla extract, sour cream, and pineapple juice, mixing until just combined.
- Gradually add the dry ingredients to the wet mixture, stirring gently to avoid overmixing.
- Pour the batter over the pineapple topping in the pan, smoothing it out gently. Bake for about 45-50 minutes or until golden brown and a toothpick inserted comes out clean.
- Allow the cake to cool in the pan for 5 minutes, then flip it onto a serving platter.


