Try this Classic Pineapple Upside-Down Cake with caramelized pineapple, cherries, and a moist, buttery cake. A timeless dessert that’s easy to make

There’s something magical about a pineapple upside-down cake
There’s something magical about a pineapple upside-down cake. Its golden caramelized pineapple topping and fluffy, buttery cake make it a timeless dessert that’s perfect for any occasion. Whether you’re hosting a gathering or simply craving a sweet treat, this recipe is easy to follow and delivers a dessert that’s as beautiful as it is delicious.

Why This Cake is a Classic
Pineapple upside-down cake is more than just a dessert—it’s a nostalgic experience. The combination of tangy pineapple, sweet cherries, and a moist, tender cake creates a flavor and texture contrast that’s hard to resist. Plus, its stunning presentation makes it a showstopper at any table.

Key Ingredients for Success
The secret to this cake lies in its simple yet high-quality ingredients:
- Fresh pineapple or canned slices for a juicy, tropical flavor.
- Maraschino cherries for a pop of color and sweetness.
- Brown sugar and butter for a rich, caramelized topping.
- A light, fluffy cake batter made with flour, sugar, eggs, and a touch of vanilla.

Ingredients
For the Topping:
- ¼ cup unsalted butter, melted
- ½ cup packed brown sugar
- 1 can (20 oz) sliced pineapple, drained (reserve juice)
- Maraschino cherries, for garnish
For the Cake Batter:
- 1 ½ cups all-purpose flour
- 1 cup granulated sugar
- ½ cup milk (or reserved pineapple juice)
- 2 large eggs
- ½ cup unsalted butter, softened
- 2 teaspoons baking powder
- 1 teaspoon vanilla extract
- ¼ teaspoon salt
Step-by-Step Instructions
1. Preheat the Oven
Set your oven to 350°F (175°C) to ensure it’s ready when you are.
2. Prepare the Topping
- Melt ¼ cup of unsalted butter and pour it into a round cake pan.
- Sprinkle ½ cup of brown sugar evenly over the butter.
- Arrange pineapple slices on top, placing a maraschino cherry in the center of each slice.
3. Make the Cake Batter
- In a bowl, whisk together 1 ½ cups of flour, 1 cup of granulated sugar, 2 teaspoons of baking powder, and ¼ teaspoon of salt.
- In another bowl, mix ½ cup of milk (or reserved pineapple juice), 2 eggs, ½ cup of softened butter, and 1 teaspoon of vanilla extract.
- Combine the wet and dry ingredients, mixing until just smooth.
4. Assemble and Bake
- Pour the batter over the pineapple slices in the pan, spreading it evenly.
- Bake for 30-35 minutes, or until a toothpick inserted into the center comes out clean.
5. Cool and Flip
- Let the cake cool in the pan for 10 minutes.
- Carefully invert it onto a serving plate, revealing the glossy pineapple topping.
Serving and Storing Tips
- Serve the cake warm or at room temperature. For an extra treat, pair it with whipped cream or vanilla ice cream.
- Store leftovers in an airtight container at room temperature for up to 2 days, or refrigerate for longer freshness.
Why You’ll Love This Cake
This pineapple upside-down cake is a perfect blend of sweet and tangy, with a moist, tender crumb and a caramelized topping that’s simply irresistible. It’s a dessert that’s as fun to make as it is to eat, and it’s sure to become a favorite in your recipe collection.
Quick Facts
- Prep Time: 15 minutes
- Cook Time: 35 minutes
- Total Time: 50 minutes
- Servings: 8 slices

Classic Pineapple Upside-Down Cake Recipe
- Total Time: 50 minutes
- Yield: 8 servings 1x
Ingredients
Ingredients
For the Topping:
-
- ¼ cup unsalted butter, melted
-
- ½ cup packed brown sugar
-
- 1 can (20 oz) sliced pineapple, drained (reserve juice)
-
- Maraschino cherries, for garnish
For the Cake Batter:
-
- 1 ½ cups all-purpose flour
-
- 1 cup granulated sugar
-
- ½ cup milk (or reserved pineapple juice)
-
- 2 large eggs
-
- ½ cup unsalted butter, softened
-
- 2 teaspoons baking powder
-
- 1 teaspoon vanilla extract
-
- ¼ teaspoon salt
Instructions
Step-by-Step Instructions
1. Preheat the Oven
Set your oven to 350°F (175°C) to ensure it’s ready when you are.
2. Prepare the Topping
-
- Melt ¼ cup of unsalted butter and pour it into a round cake pan.
-
- Sprinkle ½ cup of brown sugar evenly over the butter.
-
- Arrange pineapple slices on top, placing a maraschino cherry in the center of each slice.
3. Make the Cake Batter
-
- In a bowl, whisk together 1 ½ cups of flour, 1 cup of granulated sugar, 2 teaspoons of baking powder, and ¼ teaspoon of salt.
-
- In another bowl, mix ½ cup of milk (or reserved pineapple juice), 2 eggs, ½ cup of softened butter, and 1 teaspoon of vanilla extract.
-
- Combine the wet and dry ingredients, mixing until just smooth.
4. Assemble and Bake
-
- Pour the batter over the pineapple slices in the pan, spreading it evenly.
-
- Bake for 30-35 minutes, or until a toothpick inserted into the center comes out clean.
5. Cool and Flip
-
- Let the cake cool in the pan for 10 minutes.
-
- Carefully invert it onto a serving plate, revealing the glossy pineapple topping.
- Prep Time: 15 minutes
- Cook Time: 35 minutes

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