If you’re searching for a dessert that radiates sunshine and nostalgia all at once, this Pineapple Upside-Down Cake Recipe is exactly what you need. Bursting with vibrant pineapple rings glazed in caramelized brown sugar and crowned with cherry jewels, this cake is a perfect harmony of sweet, buttery, and tangy flavors. It’s a classic dessert that never fails to bring smiles, whether it’s for a family gathering, a special occasion, or simply because you deserve a slice of joy today.

Ingredients You’ll Need
Getting the ingredients just right is the first step toward baking this delightful cake, and luckily, it’s a straightforward list of everyday pantry stars that each play a key role in flavor, texture, and that irresistible caramel glow.
- 1/4 cup unsalted butter (melted): Creates the luscious caramel base that holds the pineapple and sugar together beautifully.
- 1/2 cup packed light brown sugar: Adds deep molasses sweetness, essential for that classic caramelized topping.
- 7 pineapple rings (canned or fresh): The star fruit that gives this cake its tropical flair and juicy texture.
- 7 maraschino cherries: Bright, sweet, and decorative centers for the pineapple rings.
- 1 1/2 cups all-purpose flour: Forms the soft and tender crumb of the cake.
- 1 teaspoon baking powder: Helps the cake rise to fluffy perfection.
- 1/4 teaspoon salt: Balances sweetness and enhances flavor depth.
- 1/2 cup unsalted butter (softened): Creamed into the batter for moistness and richness.
- 3/4 cup granulated sugar: Sweetens the batter itself for a well-rounded taste.
- 2 large eggs: Bind ingredients and add tenderness.
- 1 teaspoon vanilla extract: Lends warmth and a lovely aromatic note.
- 1/2 cup whole milk: Keeps the cake moist and smooth.
- 1/4 cup pineapple juice (reserved from can or fresh): Intensifies the pineapple flavor in the cake batter.
How to Make Pineapple Upside-Down Cake Recipe
Step 1: Prepare the Caramelized Topping
Start by preheating your oven to 350°F (175°C). Pour the melted butter into your 9-inch round cake pan and evenly sprinkle the light brown sugar over it. This combination is the secret to the glossy, caramelized crust that’s so signature to this recipe. Next, arrange your pineapple rings neatly on top of the sugar, and nestle a maraschino cherry in the center of each ring. This setup will become the stunning top of your cake once flipped.
Step 2: Mix Dry Ingredients
In a medium bowl, whisk together the all-purpose flour, baking powder, and salt. Combining these first ensures the leavening agents are well-distributed throughout the batter, which helps the cake rise evenly.
Step 3: Cream Butter and Sugar
Using a stand mixer or hand mixer, beat the softened butter and granulated sugar together until the mixture is light, fluffy, and creamy. This aeration is crucial for creating a tender crumb in your cake.
Step 4: Add Eggs and Vanilla
Add eggs one at a time to the creamed butter and sugar, beating after each addition to fully incorporate them. Stir in the vanilla extract, which will add a warm, inviting aroma to your cake batter.
Step 5: Combine Batter and Liquids
Mix your pineapple juice with the whole milk. Then, add the dry flour mixture to the creamed wet ingredients in three parts, alternating with the milk and pineapple juice mixture. Begin and end with the flour. This careful mixing method keeps your batter smooth and perfectly combined without overworking it.
Step 6: Assemble and Bake
Pour the batter evenly over the pineapple and sugar base in your pan, smoothing the top gently to ensure an even bake. Slide it into your preheated oven and bake for 40 to 45 minutes. You’ll know it’s done when a toothpick inserted into the center comes out clean.
Step 7: Cool and Invert
Allow the cake to cool in the pan for about 10 minutes. This rest helps the caramel set so it won’t drip when you flip it. Then, carefully invert the cake onto a serving plate, revealing that gorgeous, caramelized pineapple top. Let it cool completely before slicing so the cake holds its shape beautifully.
How to Serve Pineapple Upside-Down Cake Recipe

Garnishes
While the cake itself is stunning, a few thoughtful garnishes can elevate it even further. Try dusting with a light sprinkle of powdered sugar or adding a dollop of whipped cream for creaminess. Fresh mint leaves add a refreshing color contrast and a hint of herbal brightness.
Side Dishes
Pineapple Upside-Down Cake tastes incredible alongside a scoop of vanilla bean ice cream or a simple bowl of fresh berries. The cold and creamy textures pair wonderfully with the warm, caramelized sweetness of the cake.
Creative Ways to Present
For a charming presentation, serve individual slices on vintage-style plates and top each with a maraschino cherry from the cake for easy elegance. You can also serve it in mini ramekins following the same layering method for personalized mini cakes that wow your guests.
Make Ahead and Storage
Storing Leftovers
Once cooled, cover your Pineapple Upside-Down Cake tightly with plastic wrap or move it to an airtight container and store at room temperature for up to two days. This keeps the cake moist and the caramel topping deliciously sticky.
Freezing
If you want to save some for later, this cake freezes beautifully. Wrap it well in plastic wrap and aluminum foil, or place it in a freezer-safe container. Freeze for up to two months. Thaw overnight in the fridge before enjoying.
Reheating
To bring back the warmth and gooey texture, gently reheat slices in a microwave for 15 to 20 seconds or in an oven at 300°F (150°C) for about 10 minutes. Avoid overcooking to keep the cake moist and tender.
FAQs
Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple rings add a vibrant, juicy freshness. Just be sure to reserve some juice from your fresh pineapple to use in the batter to keep that tropical flavor consistent.
Is it possible to make this cake gluten-free?
Yes, you can substitute the all-purpose flour with a gluten-free baking mix. Just make sure it contains xanthan gum or add some to help the cake hold together and rise properly.
How do I prevent the cake from sticking to the pan?
Using melted butter and brown sugar as the base helps create a natural non-stick surface. Additionally, filling your pan with a thin layer of parchment paper at the bottom before adding butter and sugar can also make inversion smoother.
Can I make this cake vegan?
To veganize this Pineapple Upside-Down Cake Recipe, swap out butter for plant-based margarine or coconut oil, use flax eggs instead of eggs, and substitute milk with any favorite plant-based milk. The flavor and texture will still be delightful.
What can I add to enhance the flavor?
Try stirring shredded coconut into the batter or adding a splash of rum to the pineapple juice mix for a subtle tropical twist that makes this cake even more irresistible.
Final Thoughts
Baking this Pineapple Upside-Down Cake Recipe is like wrapping yourself in a warm, fruity hug. With its caramelized crown and tender crumb, it’s a dessert that’s sure to become a beloved classic in your kitchen. Don’t wait for a special occasion — treat yourself and those you love to a slice of sunshine today.
Print
Pineapple Upside-Down Cake Recipe
- Prep Time: 20 minutes
- Cook Time: 45 minutes
- Total Time: 1 hour 5 minutes
- Yield: 8 servings
- Category: Dessert
- Method: Baking
- Cuisine: American
- Diet: Vegetarian
Description
This classic Pineapple Upside-Down Cake features a caramelized brown sugar and butter topping adorned with juicy pineapple rings and maraschino cherries, layered under a moist vanilla cake batter. Perfect for a nostalgic dessert, this cake delivers a tropical twist and beautiful presentation that’s ideal for any occasion.
Ingredients
Topping
- 1/4 cup unsalted butter (melted)
- 1/2 cup packed light brown sugar
- 7 pineapple rings (canned or fresh)
- 7 maraschino cherries
Cake Batter
- 1 1/2 cups all-purpose flour
- 1 teaspoon baking powder
- 1/4 teaspoon salt
- 1/2 cup unsalted butter (softened)
- 3/4 cup granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 1/2 cup whole milk
- 1/4 cup pineapple juice (reserved from can or fresh)
Instructions
- Prepare the Pan and Topping: Preheat your oven to 350°F (175°C). Pour the melted butter evenly into a 9-inch round cake pan, then sprinkle the packed brown sugar evenly over the butter. Arrange the pineapple rings neatly on top of the sugar layer, placing a maraschino cherry in the center of each pineapple ring for a classic look.
- Mix Dry Ingredients: In a medium bowl, whisk together the all-purpose flour, baking powder, and salt until combined. Set this mixture aside for later use.
- Cream Butter and Sugar: In a large bowl, use a mixer to cream the softened butter with the granulated sugar until the mixture becomes light in color and fluffy in texture. This step helps incorporate air into the batter for a tender crumb.
- Add Eggs and Vanilla: Beat in the eggs one at a time, ensuring each is fully incorporated before adding the next. Stir in the vanilla extract to enhance the cake’s flavor.
- Combine Liquids: In a small bowl, mix together the pineapple juice and whole milk. This mixture adds moisture and tropical flavor to the batter.
- Alternate Adding Flour and Milk Mixtures: Gradually add the dry flour mixture to the creamed butter mixture in three parts, alternating with the milk and pineapple juice mixture. Begin and end with the flour mixture, stirring gently after each addition until just combined. Avoid overmixing to keep the cake light and tender.
- Pour Batter and Bake: Carefully pour the batter over the arranged pineapple rings in the cake pan, smoothing the top evenly with a spatula. Bake in the preheated oven for 40–45 minutes, or until a toothpick inserted into the cake’s center comes out clean.
- Cool and Invert: Remove the cake from the oven and let it cool in the pan for 10 minutes. Then, gently run a knife along the sides to loosen it. Place a serving plate over the pan and carefully invert the cake onto it, revealing the beautifully caramelized pineapple topping. Allow the cake to cool completely before slicing and serving to ensure clean slices.
Notes
- For a tropical twist, try adding shredded coconut to the batter or a splash of rum to the pineapple juice mixture.
- Best served the same day for the freshest texture and optimal flavor.

