If you are looking for a classic dessert that brings sunshine to your table with its bright flavors and nostalgic charm, this Pineapple Upside Down Cake Recipe is a must-try. With a caramelized brown sugar glaze, tender cake base, and the perfect balance of pineapple and cherry sweetness, this cake captures the essence of comfort and celebration in every bite. It’s simple enough for a weeknight treat but impressive enough to delight guests, making it one of those recipes you’ll want to keep close and share often.

Ingredients You’ll Need
Getting ready to bake this beautiful cake is a breeze because the ingredients are straightforward but deeply important, each adding a special touch to the final texture, flavor, and appearance. From the rich butter and brown sugar that create the glossy topping to the soft yet flavorful cake batter, every item has its role in making this dessert unforgettable.
- Butter: Both melted and softened butter add richness and moisture, helping the cake stay tender while giving the topping that luscious, caramelized finish.
- Brown sugar: Packed brown sugar melts into a sticky, golden layer that perfectly complements the tart pineapple slices.
- Pineapple slices in juice: These bring juicy sweetness and a vibrant tropical touch; saving the juice to mix in the batter enhances flavor.
- Maraschino cherries: Placed in the center of each pineapple ring, they add a pop of color and a sweet bite contrast.
- All-purpose flour: The backbone of any good cake, it provides structure and stability to the fluffy texture.
- Granulated sugar: Sweetens the cake itself while balancing the richness of the topping.
- Baking powder: Essential for a light rise, giving the cake a soft crumb and perfect height.
- Salt: A pinch balances sweetness and enhances all the other flavors.
- Milk: Adds moisture and helps dissolve the sugar and flour, contributing to a tender crumb.
- Reserved pineapple juice: Intensifies the pineapple flavor woven through the cake batter.
- Egg: Binds everything together while providing structure and richness.
- Vanilla extract: Gives a warm, fragrant backdrop that deepens the cake’s complexity.
How to Make Pineapple Upside Down Cake Recipe
Step 1: Prepare the Topping
Start by heating your oven to 350°F for that perfect baking temperature. Melt a quarter cup of butter and pour it into your 9-inch square pan, then sprinkle the brown sugar evenly over it. This combination creates a gooey, caramel-like base that will coat the pineapples beautifully. Arrange the pineapple slices on top and place a maraschino cherry in the center of each slice—this simple layering step is what makes the cake so visually stunning and flavorful.
Step 2: Make the Cake Batter
In a medium mixing bowl, combine the dry ingredients and then beat the softened butter, granulated sugar, baking powder, salt, milk, reserved pineapple juice, egg, and vanilla extract. Using an electric mixer, start on low speed for 40 seconds, then increase to high for 3 minutes until everything is smooth and well blended. The reserved pineapple juice in the batter ensures the cake will be moist and infused with that tropical hint in every forkful.
Step 3: Bake the Cake
Pour the batter evenly over your prepared pineapple and brown sugar topping in the pan. Slide the pan into the oven and bake for 45 to 50 minutes. You’ll know it’s done when a toothpick inserted in the center comes out clean. The timing here is everything because you want the cake to cook through without drying out. Once baked, immediately invert the cake onto a serving plate while still warm to let the caramelized fruit glaze drizzle deliciously over the cake’s surface.
Step 4: Finish and Serve
Allow the cake to sit for a few minutes after flipping so the sugar glaze can settle. Serve it warm for the best experience, perhaps with a scoop of vanilla ice cream or a dollop of whipped cream. It’s delightful on its own or dressed up for a special occasion.
How to Serve Pineapple Upside Down Cake Recipe

Garnishes
While the cake is beautiful on its own, you can dress it up by adding a sprinkle of freshly chopped toasted pecans or shredded coconut on top for added texture and a touch of nutty crunch. Fresh mint leaves provide a lovely aromatic contrast and pop of green that brightens the plate.
Side Dishes
This Pineapple Upside Down Cake pairs wonderfully with light sides like a simple salad of tropical fruits—think mango, kiwi, and papaya—or a refreshing scoop of coconut sorbet. These accompaniments emphasize the cake’s sweet, tropical vibe without overwhelming its delicate flavors.
Creative Ways to Present
If you want to impress your guests, try making individual mini versions of the pineapple upside down cake in ramekins for a personalized touch. Alternatively, serving warm slices with a drizzle of caramel sauce or a splash of rum-infused whipped cream adds a decadent flair that elevates this classic dessert to something truly special.
Make Ahead and Storage
Storing Leftovers
If you have leftovers, simply cover the cake tightly with plastic wrap or store it in an airtight container at room temperature for up to two days. If you prefer, keep it refrigerated for up to a week. The cake retains its moistness and flavor beautifully either way.
Freezing
You can freeze slices wrapped tightly in plastic wrap and stored in a freezer-safe container for up to three months. Thaw overnight in the refrigerator and warm gently in a microwave or oven to bring back the fresh-baked taste.
Reheating
To reheat, place slices in a low oven at 300°F for about 10 minutes or use the microwave in short bursts until warm. This refreshes the gooey topping and soft cake without drying it out.
FAQs
Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple will give a brighter, slightly less sugary flavor, but be sure to drain any excess juice and pat the slices dry to avoid making the topping too watery.
What if I don’t have maraschino cherries?
You can skip the cherries or substitute with other fruit such as halved strawberries or dried cranberries for a different but equally delightful look and taste.
Can this recipe be made gluten-free?
Yes, by replacing the all-purpose flour with a gluten-free flour blend suitable for baking, you can enjoy this cake without gluten. Just make sure to check your baking powder is gluten-free as well.
Is it possible to make this cake dairy-free?
For a dairy-free version, swap out butter for a plant-based margarine or coconut oil, and use almond milk or another plant milk instead of regular milk. The texture will still be deliciously moist.
How do I know when the cake is done baking?
The best way is to insert a toothpick into the center — if it comes out clean or with just a few crumbs attached, the cake is ready. The edges should also pull away slightly from the pan.
Final Thoughts
Now that you have this wonderful Pineapple Upside Down Cake Recipe in your baking toolkit, you’re all set to create a dessert that’s loaded with warmth, nostalgia, and vibrant tropical flavors. It’s one of those recipes that brings smiles to the table and fills your kitchen with irresistible aromas. Gather your ingredients, bake with love, and treat yourself and your loved ones to this timeless classic that never goes out of style.
