The Pineapple Upside-Down Cake is a delightful twist on a classic dessert, offering a deliciously moist cake crowned with caramelized pineapple rings and cherries. This nostalgic treat is ideal for family gatherings, holidays, or just when you crave a sweet indulgence. Moist and buttery, this cake combines the tropical flavor of pineapples with the rich sweetness of caramel for an irresistible combination. Not only does it taste divine, but it also provides a visually stunning presentation that is sure to impress your family and friends. The best part? It’s surprisingly simple to prepare, allowing even novice bakers to create a show-stopping dessert.
Why You’ll Love This Pineapple Upside-Down Cake
There are numerous reasons why this Pineapple Upside-Down Cake should be your go-to dessert:
- Easy to make with minimal ingredients, making it perfect for any cook.
- Visually appealing with its caramelized topping, making it a centerpiece dessert.
- Rich in flavor with a soft, buttery cake and sweet pineapple and cherry finish.
- Perfect for any occasion, from casual get-togethers to festive celebrations.
Preparation Phase & Tools to Use
Preparing your kitchen and workspace effectively will make your Pineapple Upside-Down Cake baking experience smooth and enjoyable. Begin by preheating your oven to 350°F (175°C) to ensure it’s ready for baking. Use a 9-inch round or square baking pan, where you will prepare the delicious caramel-like topping directly on the stovetop or in the oven. You’ll need a whisk for combining dry ingredients and a large mixing bowl for the batter. Ensure you have a spatula for gently crafting the batter and pouring it over the pineapple-topped base. Having these tools ready at your disposal will make your cooking process seamless.

Ingredients
- 1/4 cup unsalted butter (for topping)
- 1/2 cup packed light brown sugar
- 8–10 pineapple rings (canned or fresh)
- Maraschino cherries (optional)
- 1 1/2 cups all-purpose flour
- 2 teaspoons 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 milk
Instructions
Step 1: Create the Topping
Begin by melting 1/4 cup of unsalted butter in your baking pan directly over low heat or by placing it in the warm oven. Once melted, evenly sprinkle the packed light brown sugar over the butter. This forms the base of your caramelized topping that will infuse the cake with flavor.
Step 2: Arrange the Pineapples
Align pineapple rings across the sugar and butter mixture, ensuring full coverage. For added sweetness and a pop of color, feel free to add a maraschino cherry into the center of each pineapple ring. This step elevates the aesthetics and flavor of the cake.
Step 3: Whisk Dry Ingredients
In a separate bowl, whisk together the all-purpose flour, baking powder, and salt. These dry ingredients will provide the structure and rise needed for your cake.
Step 4: Prepare the Batter
Cream the remaining 1/2 cup of softened butter with granulated sugar in a large bowl. Beat until light and fluffy. Gradually incorporate the eggs, one at a time, followed by the vanilla extract for balance and aroma.
Step 5: Combine and Pour
Alternately fold in the flour mixture and milk into the creamed butter mixture, ensuring each addition is mixed just until it combines smoothly. Gently pour the batter over the arranged pineapples, spreading it evenly without disturbing the rings below.
Step 6: Bake and Serve
Bake in your preheated oven for approximately 40–45 minutes. Perform a toothpick test by inserting it into the center of the cake; it should come out clean when done. Allow the cake to cool for around 5 minutes before inverting onto a serving plate. Let it rest for another 5 minutes before removing the pan to reveal the beautifully caramelized top.

Variations
- Protein: Add a crumble of nuts like pecans or walnuts for a crunchy texture contrast.
- Vegetables: Swap pineapples with zucchini or pumpkin for an unconventional upside-down cake.
- Spices: Enhance warmth by incorporating ground cinnamon or allspice into the batter for extra flavor dimensions.
Cooking Notes
- Ensure the butter is adequately melted to properly mix with the brown sugar.
- Be patient when creating the caramel topping; it must have an even spread for the perfect finish.
Serving Suggestions
- Serve warm, possibly alongside a scoop of vanilla ice cream or whipped cream.
- Enjoy at room temperature with a hot cup of coffee or tea.
Tips
- Cream the butter and sugar well to incorporate air, ensuring a fluffy cake texture.
- Ensure you invert the cake soon after baking, as the topping may stick if allowed to cool too long.
Prep Time, Cook Time, Total Time
- Prep Time: 20 minutes
- Cook Time: 45 minutes
- Total Time: 1 hour 5 minutes
Nutritional Information
- Calories: Approximately 310 per serving
- Protein: 4g
- Sodium: 180mg
FAQs
Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple slices. Just ensure that they are of similar thickness for consistent baking and sweetness.
What can I substitute for maraschino cherries?
Raspberries or cherries preserved in syrup can be delightful substitutes for that pop of color and flavor.
How do I store leftovers?
Wrap the cake tightly with plastic wrap and keep it refrigerated. Enjoy within 3–4 days for the best quality.
Do I need to grease the pan before adding the butter?
No, melting butter directly in the pan acts as a non-stick base for your cake. The butter itself will prevent the cake from sticking when you invert it.
Conclusion
In conclusion, the Pineapple Upside-Down Cake is more than just a dessert; it’s a piece of culinary nostalgia that brings joy through its flavors and presentation. Whether you’re crafting this cake for a holiday gathering, a casual dinner, or to spice up your baking repertoire, it promises satisfaction with each bite. We encourage you to try this recipe, share your experiences, and explore the wonderful variations you might enjoy. Remember, baking is an art where each creation tells a story. Let this cake tell yours!
Print
Pineapple Upside-Down Cake
- Total Time: 1 hour 5 minutes
- Yield: 8 servings 1x
Description
A delightful twist on a classic dessert, offering a deliciously moist cake crowned with caramelized pineapple rings and cherries.
Ingredients
- 1/4 cup unsalted butter (for topping)
- 1/2 cup packed light brown sugar
- 8–10 pineapple rings (canned or fresh)
- Maraschino cherries (optional)
- 1 1/2 cups all-purpose flour
- 2 teaspoons 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 milk
Instructions
- Melt 1/4 cup of unsalted butter in your baking pan directly over low heat or by placing it in the warm oven. Once melted, sprinkle the packed light brown sugar over the butter.
- Align pineapple rings across the sugar and butter mixture and optionally add a maraschino cherry into the center of each pineapple ring.
- In a separate bowl, whisk together the all-purpose flour, baking powder, and salt.
- Cream the remaining 1/2 cup of softened butter with granulated sugar. Beat until light and fluffy. Gradually incorporate the eggs, one at a time, followed by the vanilla extract.
- Alternately fold in the flour mixture and milk into the creamed butter mixture.
- Pour the batter over the pineapples, spread evenly, and bake at 350°F (175°C) for 40–45 minutes.
Notes
Serve warm with vanilla ice cream or enjoy at room temperature.
- Prep Time: 20 minutes
- Cook Time: 45 minutes
- Category: Dessert
Nutrition
- Calories: 310 kcal
- Sodium: 180 mg
- Protein: 4 g