Pineapple Upside Down Cake Recipe

Name: Pineapple Upside Down Cake
Prep time: 20 min
Cook time: 50 min
Total time: 1 h 10 min
Cuisine: American
Ingredients: 1/4 cup unsalted butter, melted; 1/2 cup light brown sugar; 1 20-ounce can pineapple slices, drained; Maraschino cherries (as many as you like); 1 1/2 cups all-purpose flour; 1 1/2 tsp baking powder; 1 tsp vanilla extract; 1/2 tsp salt; 8 tbsp unsalted butter, softened; 1 cup granulated sugar; 2 eggs (room temperature); 1/3 cup milk; 1/4 cup reserved pineapple juice

By:

Maya Thompson

February 28, 2026

Pineapple Upside Down Cake with caramelized pineapples and cherries

Jump to Recipe·Print Recipe

Pineapple Upside Down Cake Recipe

There’s something inherently nostalgic and joyous about a slice of pineapple upside down cake. Reminiscent of family gatherings and sunny afternoons, this delightful dessert always brings a smile. The succulent pineapple, golden buttery cake, and caramelized topping combine to create a treat that’s as beautiful to behold as it is delicious. Whether it’s a weekend treat, a special birthday cake, or simply a sweet finish to a weeknight dinner, this recipe is bound to brighten anyone’s day.

Why you’ll love this dish

You might be wondering why you should make this classic dessert. Well, pineapple upside down cake isn’t just a visual delight; it’s incredibly simple to prepare and usually a hit with everyone—kids and adults alike! Perfect for potlucks or gatherings, it offers a delightful balance of sweetness and fruitiness that’s hard to resist.

"This cake is a showstopper! It’s always the first thing to disappear at gatherings. Plus, it’s so fun to flip it over and reveal the beautiful pineapple topping!" – Jane T.

Step-by-step overview

Creating a pineapple upside down cake is straightforward and requires minimal prep. Here’s what you can expect as you embark on your baking adventure:

Prepare your baking pan with butter and sugar.
Arrange the pineapple slices and cherries.
Mix your dry ingredients.
Cream the butter and sugar, then add eggs and vanilla.
Combine everything and pour over the pineapples.
Bake until golden, cool, and flip!

Ingredients

Gather these items

To whip up this delicious dessert, you’ll need the following:

1/4 cup unsalted butter, melted
1/2 cup light brown sugar
1 20-ounce can pineapple slices, drained
Maraschino cherries (as many as you like)
1 1/2 cups all-purpose flour
1 1/2 tsp baking powder
1 tsp vanilla extract
1/2 tsp salt
8 tbsp unsalted butter, softened
1 cup granulated sugar
2 eggs (room temperature)
1/3 cup milk
1/4 cup reserved pineapple juice

Feel free to substitute fresh pineapple if you prefer, or even experiment with other fruits like peaches or cherries.

Directions to follow

Preheat your oven to 350°F (175°C).
Pour the melted butter into a 9-inch square baking pan, ensuring it coats the bottom evenly. Sprinkle the brown sugar over the melted butter.
Arrange the pineapple slices on top of the brown sugar and place a maraschino cherry in the center of each pineapple slice.
In a medium bowl, whisk together the flour, baking powder, and salt until well mixed.
In a large mixing bowl, or the bowl of a stand mixer, beat the softened butter until creamy. Gradually add the granulated sugar and beat until the mixture is light and fluffy.
Incorporate the eggs one at a time, mixing until fully combined, then add the vanilla extract.
Gradually add the flour mixture, alternating with the milk and reserved pineapple juice, mixing until just combined.
Pour the cake batter over the arranged pineapples in the pan.
Bake for 45 to 50 minutes, or until a toothpick inserted into the center comes out clean.
Allow the cake to cool for 5 to 10 minutes. Place a plate over the top of the cake, then carefully flip it over to reveal the pineapple topping. Serve warm and enjoy!

Best ways to enjoy it

This cake is delightful on its own but can be served with a scoop of vanilla ice cream or a dollop of whipped cream. Fresh mint leaves can brighten up the plate and add a pop of color. Consider pairing it with a hot cup of coffee or tea to balance the sweetness.

How to store & freeze

If you have leftovers (which is rare!), you can keep the cake in an airtight container at room temperature for up to 2 days. For longer storage, wrap it tightly in plastic wrap and refrigerate for up to 5 days or freeze for up to 2 months. Make sure to let it cool completely first before freezing.

Helpful cooking tips

Ensure room temperature eggs: This helps to create a smooth batter and improves the texture of the cake.
Don’t rush the cooling process: Allow the cake to cool slightly before flipping; this makes it easier to remove from the pan without breaking.
Check for doneness: Ovens can vary, so start checking for doneness a few minutes before the recommended baking time.

Creative twists

Feel free to experiment with this classic recipe! Consider adding nuts like pecans or walnuts for an extra crunch, or infuse the cake with coconut milk for a tropical twist. You could also replace the pineapple with seasonal fruits such as peaches or strawberries to celebrate different occasions.

FAQs

How long does it take to prepare this cake?

The preparation time is around 15-20 minutes, with baking requiring an additional 45-50 minutes.

Can I substitute the butter for something else?

Yes, you can use margarine or a dairy-free butter substitute if needed.

Is it safe to freeze?

Absolutely! Just ensure it’s wrapped properly to avoid freezer burn, and enjoy it within two months for the best flavor.

Pineapple upside down cake is more than just a dessert; it’s a cherished memory in every bite. Get your ingredients ready and treat yourself or your loved ones to a slice of this delightful cake today!