If you’ve ever craved a dessert that feels like a warm hug and a tropical escape all in one, this Pineapple Upside Down Cake Recipe will be your new go-to favorite. This classic cake boasts caramelized pineapple rings and cherries atop a moist, buttery crumb that bakes into a golden masterpiece every time. The marriage of sweet pineapple, rich brown sugar, and tender cake creates an irresistible blend of flavors and textures that’s both nostalgic and delightfully fresh. Once you try this Pineapple Upside Down Cake Recipe, it will undoubtedly become a cherished staple at your gatherings and an effortless way to brighten any day.

Pineapple Upside Down Cake Recipe - Recipe Image

Ingredients You’ll Need

The ingredients in this Pineapple Upside Down Cake Recipe are wonderfully straightforward yet essential, each one playing a vital role in delivering the perfect balance of flavor, texture, and visual appeal. From the soft butter that tenderizes the cake to the brown sugar that caramelizes into that signature glossy top, everything contributes to making this dessert unforgettable.

1/4 cup butter (melted): Forms the rich base that helps the brown sugar caramelize beautifully on the cake’s surface.
1/2 cup packed light brown sugar: Adds deep sweetness and moist caramel notes to complement the pineapple’s tang.
7–8 canned pineapple rings (drained): The star of the show, bringing juicy tropical flavor and a stunning pattern on top.
7–8 maraschino cherries (optional): Adds a pop of color and a burst of cherry sweetness nestled inside each pineapple ring.
1 1/2 cups all-purpose flour: The foundation that gives this cake its soft, tender crumb.
2 teaspoons baking powder: Ensures the cake rises just right to be fluffy but still sturdy enough to hold all that delicious pineapple.
1/4 teaspoon salt: Balances sweetness and enhances overall flavor depth.
1/2 cup butter (softened): Creamed with sugar to bring moisture, lightness, and richness to the batter.
3/4 cup granulated sugar: Sweetens the cake and creates a lovely tender texture when creamed with butter.
2 large eggs: Adds moisture, structure, and helps bind all the ingredients together perfectly.
1 tablespoon pure vanilla extract: Brings warmth and aromatic complexity that elevates the pineapple’s brightness.
1/2 cup milk (dairy or plant-based): Moistens the batter for a soft, melt-in-your-mouth crumb.

How to Make Pineapple Upside Down Cake Recipe

Step 1: Prepare the Pan Base

Start by preheating your oven to 350°F (175°C) and greasing a 9-inch round cake pan to prevent sticking. Pour the melted butter into the bottom of the pan, then sprinkle the packed brown sugar evenly over it. This layer will melt and caramelize during baking, forming the trademark glossy top of the cake that will wow your guests.

Step 2: Arrange the Pineapple and Cherries

Next, carefully place the pineapple rings on top of the brown sugar mixture, arranging them evenly. If you love the classic look, place a maraschino cherry in the center of each ring for that perfect vintage flair and extra burst of sweetness. This not only adds color but also boosts the cake’s visual appeal when flipped.

Step 3: Mix the Dry Ingredients

In a medium bowl, whisk together the all-purpose flour, baking powder, and salt. This step ensures your raising agent is evenly distributed, which leads to a perfectly light and tender cake texture in this Pineapple Upside Down Cake Recipe.

Step 4: Cream Butter and Sugar

In a large mixing bowl, beat the softened butter and granulated sugar until the mixture is light, fluffy, and pale in color. This aeration process is key to giving the cake its soft crumb and subtle sweetness.

Step 5: Incorporate Eggs and Vanilla

Add the eggs one at a time into the creamed butter and sugar, beating well after each addition. Then stir in the pure vanilla extract for that luscious aroma and flavor that complements the pineapple beautifully.

Step 6: Combine Wet and Dry Ingredients

Alternately add the dry flour mixture and the milk to the wet ingredients, beginning and ending with the flour. Mix gently until just combined to avoid overworking the batter, which keeps the cake tender and light.

Step 7: Assemble and Bake

Pour the combined batter evenly over the arranged pineapple and brown sugar layer in your pan, smoothing the top with a spatula. Bake for 35 to 40 minutes until a toothpick inserted into the center comes out clean. Let the cake cool in the pan for 10 minutes before carefully inverting it onto a serving plate and allowing it to cool completely.

How to Serve Pineapple Upside Down Cake Recipe

Garnishes

For a simple yet elegant touch, dust your Pineapple Upside Down Cake Recipe with a light sprinkle of powdered sugar just before serving. A dollop of freshly whipped cream or a scoop of vanilla ice cream can also elevate the warm, caramelized flavors even further. Fresh mint leaves add a refreshing burst of color and aroma, making the dessert look as delightful as it tastes.

Side Dishes

This cake pairs wonderfully with light and fruity accompaniments like a mixed berry salad or a citrusy sorbet. These sides complement the tropical pineapple notes without overpowering them. For an indulgent twist, serving alongside a scoop of coconut ice cream creates an island-inspired dessert platter that your guests will adore.

Creative Ways to Present

Why not turn your Pineapple Upside Down Cake Recipe into a showstopper for special occasions? Serve individual slices on colorful plates with a drizzle of caramel sauce around the edges for a professional touch. Alternatively, presenting mini versions of this cake in ramekins or muffin tins offers a fun, portable dessert for parties. Adding edible flowers on top can add a whimsical vibe and make the presentation truly unique.

Make Ahead and Storage

Storing Leftovers

If you have any leftovers, store them in an airtight container at room temperature for up to two days. To keep the cake moist, avoid refrigerating it unless your environment is especially warm or humid. Room temperature storage preserves the tender crumb and the caramel topping’s shine.

Freezing

You can freeze slices of this Pineapple Upside Down Cake Recipe wrapped tightly in plastic wrap and then placed in a freezer-safe container for up to two months. When you’re ready to enjoy, thaw overnight in the refrigerator to maintain texture without sogginess. This way, the delicious flavor is ready anytime you crave a tropical treat without baking from scratch.

Reheating

To refresh leftovers, warm slices gently in a microwave for 15-20 seconds or heat in a preheated oven at 300°F (150°C) for about 10 minutes. Warming revives the cake’s moist, buttery texture and slightly melts the caramel on top, giving you a dessert experience close to freshly baked perfection.

FAQs

Can I use fresh pineapple instead of canned?

Absolutely! Fresh pineapple can be a wonderful, juicy alternative. Just be sure to drain any excess juice and slice the pineapple rings evenly to maintain the cake’s structure. Keep in mind that fresh pineapple might yield a slightly less sweet and less caramelized topping but will add a fresh brightness.

Is it possible to make this cake gluten-free?

Yes! Substitute the all-purpose flour with a gluten-free flour blend that measures 1:1 for regular flour. Make sure your baking powder is gluten-free as well. This swap will allow those with gluten sensitivities to enjoy this Pineapple Upside Down Cake Recipe without missing out on any of the flavor or texture.

What if I don’t have maraschino cherries? Can I skip them?

Definitely. The cherries are optional and mainly add visual appeal and a sweet pop in the center of each pineapple ring. If you prefer, you can leave them out or replace them with halved fresh cherries or even small pieces of dried cranberries for a different twist.

Can I make this cake vegan?

With some adjustments, yes. Use plant-based milk and vegan butter substitutes, and replace eggs with flax eggs or commercial egg replacers. Keep in mind the texture might differ slightly, but the tropical flavors will still shine wonderfully in your Pineapple Upside Down Cake Recipe.

How do I prevent the pineapple from sticking to the pan after baking?

Greasing the pan thoroughly and using melted butter before layering with brown sugar helps create a natural release. Allowing the cake to cool for about 10 minutes before flipping ensures the caramel sets enough for a clean release without sticking or breaking the fruit layer.

Final Thoughts

This Pineapple Upside Down Cake Recipe truly captures the magic of simple ingredients coming together to create something spectacular. It’s an easy-to-make, crowd-pleasing dessert that never fails to bring smiles and compliments. Whether it’s a cozy family dinner or a festive celebration, I encourage you to give this timeless cake a try—you might just find it becomes your signature dessert. Happy baking and even happier eating!