Introduction
Pineapple upside down cake is a timeless dessert that never fails to impress. With its vibrant caramelized pineapple topping and tender cake base, this dish combines the tropical sweetness of pineapple with a rich, buttery flavor that pleases the palate.
The origins of this cake date back to the 1920s when canned pineapple became widely available. Over the decades, this charming cake has remained a favorite for potlucks and celebrations alike, encapsulating a nostalgic charm that's hard to resist. Whether you’re baking for a special occasion or just because, pineapple upside down cake is sure to be a showstopper.
Preparing this delightful cake is straightforward and accessible, making it a great choice for home cooks of all levels. The process of inverting the cake not only provides an impressive presentation but also infuses the cake with the delectable juices from the pineapple, enhancing the flavor.
Ingredients
- 1 can (20 oz) sliced pineapple
The star of this dessert, pineapple adds a natural sweetness and moisture to the cake. Using canned slices allows for easy placement in the pan, creating that iconic upside-down look. - 1/4 cup unsalted butter
Butter adds richness and flavor to the cake. It also helps create a tender crumb as it combines with the sugar to form a delightful caramel when heated. - 1 cup brown sugar
Brown sugar provides a deep molasses flavor and aids in creating a nice caramelized layer over the pineapple. It enhances the cake's sweetness without being overpowering. - 1 cup all-purpose flour
This forms the structure of the cake. It helps to bind all the ingredients together while allowing for a tender texture that complements the juicy toppings. - 1/2 cup granulated sugar
Used to sweeten the cake batter, granulated sugar also contributes to browning during baking, ensuring a golden crust. - 1/2 cup milk
Milk adds moisture to the batter, enriching the flavor and helping to keep the cake tender. It also aids in activating the leavening agents. - 2 large eggs
Eggs provide structure and stability, helping the cake rise and hold its shape. They also contribute to the overall richness. - 1 1/2 teaspoons baking powder
This is the leavening agent that helps the cake rise, giving it a light and fluffy texture. It's essential for achieving the right consistency. - 1 teaspoon vanilla extract
Vanilla enhances the overall flavor profile of the cake, rounding out the sweetness and complementing the pineapple. - Maraschino cherries (optional)
Cherries can be placed in the center of each pineapple slice for added decoration and a burst of flavor. They offer a pop of color and sweetness.
Directions & Preparation
Step 1: Preheat your oven to 350°F (175°C).
Preheating the oven is crucial for achieving the right temperature when you put the cake in. This ensures even baking and helps the butter and sugar caramelize properly.
Step 2: In a 9-inch round cake pan, melt the butter in the oven, then sprinkle brown sugar over it.
Melt the butter in the pan for a rich, caramel base for the pineapple. Sprinkling the brown sugar on top will help create a caramel-like topping, which is key to the cake's flavor.
Step 3: Arrange the pineapple slices over the sugar mixture, and place the cherries in the centers of the pineapple slices.
This step is significant for visual appeal and flavor. The arrangement will be the top layer when the cake is inverted, so it's important to place the pineapple and cherries in an appealing pattern.
Step 4: In a mixing bowl, beat together granulated sugar and eggs until light and fluffy.
Creaming the sugar and eggs incorporates air into the batter, which is essential for a light texture. This step ensures that the sugar dissolves well, enhancing the overall sweetness.
Step 5: Add in the milk and vanilla extract, mixing until combined.
Incorporating wet ingredients into the batter adds moisture and enhances flavor. Ensure everything is well mixed for a uniform batter.
Step 6: In a separate bowl, whisk together flour and baking powder. Gradually add this to the sugar mixture, mixing until just combined.
Mixing dry ingredients separately helps distribute the baking powder evenly, which is key for a uniform rise. Avoid overmixing to keep the cake tender.
Step 7: Pour the batter over the pineapple and cherries in the cake pan.
Pouring the batter creates a barrier between the fruit and the cake crust. This prevents the fruit from sinking and ensures a beautifully topped cake when inverted.
Step 8: Bake for 35-40 minutes or until a toothpick inserted in the center comes out clean.
Baking until done is vital; underbaking can lead to a soggy texture, while overbaking can dry out the cake. Use the toothpick test at the center to gauge doneness.
Step 9: Remove from the oven and let cool for 10 minutes before inverting onto a serving plate.
Allowing it to cool slightly helps the cake to set and makes it easier to invert without breaking. This step is key to maintaining that beautiful topping.
Step 10: Serve warm or at room temperature.
Serving the cake warm allows the caramelized pineapple to shine. However, it also tastes great at room temperature, making it versatile for any occasion.

Choosing the Right Pineapple
For the best flavor and texture, opt for high-quality canned pineapple. Look for slices packed in juice rather than syrup to retain the natural sweetness without added sugars. Fresh pineapple can also be used, but will require proper slicing and preparation. The key is to ensure even cooking, allowing the pineapple to caramelize beautifully.
Creating the Perfect Caramel Base
The rich caramelized base is what makes this cake truly stand out. The combination of melted butter and brown sugar not only enhances flavor but also creates a sticky, sweet layer that complements the pineapple. Be careful not to let the sugar burn, as this can result in a bitter taste. Aim for a bubbly, golden-brown mixture before adding the fruit.
Serving Suggestions and Pairings
Pineapple upside down cake is a delightful treat on its own, but pairing it with whipped cream or vanilla ice cream elevates the experience. The cold creaminess contrasts beautifully with the warm, caramelized cake. For added flair, consider a sprinkle of toasted coconut on top for a tropical twist that echoes the cake's flavors.
FAQs
Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple. Just make sure to slice it evenly and ensure the slices are similar in size to canned slices for even cooking.
What if my cake batter is too thick?
If the batter is too thick, gradually add a tablespoon of milk until desired consistency is reached. A thicker batter can hinder the cake's rise and texture.
My cake turned out too dry, what could be the issue?
Overbaking is often the culprit for dry cake. Make sure to check for doneness a few minutes before the suggested baking time, as ovens can vary.
Can I substitute the eggs in this recipe?
Yes, you can replace each egg with 1/4 cup of unsweetened applesauce or a flax egg for a vegan option, though texture may vary slightly.
How do I prevent the cake from sticking to the pan?
Ensure to properly grease the pan with butter and consider lining the bottom with parchment paper to prevent sticking, especially with the caramel.
What can I do if the caramel is too hard when I invert the cake?
If the caramel hardens, reheat the pan over low heat to soften it before inverting the cake. This will help release the cake smoothly.
Conclusion
Pineapple upside down cake is a wonderful blend of flavors and textures, making it a beloved classic. Its striking appearance and irresistible taste are sure to leave a lasting impression on your guests.
Whether you’re serving it at a gathering or enjoying a slice at home, this cake brings a sense of nostalgia that transcends generations. Embrace the joy of baking, and savor the delicious results of your efforts.
Recipe Card
Classic Pineapple Upside Down Cake Recipe
Ingredients
- 1 can 20 oz sliced pineapple
- 1/4 cup unsalted butter
- 1 cup brown sugar
- 1 cup all-purpose flour
- 1/2 cup granulated sugar
- 1/2 cup milk
- 2 large eggs
- 1 1/2 teaspoons baking powder
- 1 teaspoon vanilla extract
- Maraschino cherries optional
Instructions
- Preheat your oven to 350°F (175°C).
- In a 9-inch round cake pan, melt the butter in the oven, then sprinkle brown sugar over it.
- Arrange the pineapple slices over the sugar mixture, and place the cherries in the centers of the pineapple slices.
- In a mixing bowl, beat together granulated sugar and eggs until light and fluffy.
- Add in the milk and vanilla extract, mixing until combined.
- In a separate bowl, whisk together flour and baking powder. Gradually add this to the sugar mixture, mixing until just combined.
- Pour the batter over the pineapple and cherries in the cake pan.
- Bake for 35-40 minutes or until a toothpick inserted in the center comes out clean.
- Remove from the oven and let cool for 10 minutes before inverting onto a serving plate.
- Serve warm or at room temperature.
Notes
Additional serving suggestions: pair with a crisp salad, garlic bread, or roasted seasonal vegetables for balance.
For make-ahead, prep components separately and assemble just before heating to preserve texture.
Taste and adjust with acid (lemon/vinegar) and salt right at the end to wake up flavors.
