Pineapple Upside Down Cake

Dive into nostalgic sweetness with this classic Pineapple Upside Down Cake—a dessert that’s as beautiful as it is delicious. Featuring caramelized pineapple rings and bright maraschino cherries layered atop a tender, buttery cake batter, this recipe creates a show-stopping treat with a retro vibe. The golden brown sugar topping pairs perfectly with the tropical tang of pineapple juice and the richness of vanilla-infused cake. Made in just under an hour, this easy yet elegant dessert combines old-fashioned charm with modern simplicity, making it perfect for special occasions or a sweet family indulgence. Whether served warm straight from the pan or at room temperature, this crowd-pleaser brings a burst of sunshine to every bite. Perfect for fans of vintage recipes, tropical flavors, and impressive yet simple bakes!

Nutriscore Rating: 57/100

Prep Time:20 mins

Cook Time:45 mins

Total Time:65 mins

Servings: 8

Ingredients

• 115 grams unsalted butter
• 150 grams light brown sugar
• 10 slices pineapple rings
• 10 units maraschino cherries
• 190 grams all-purpose flour
• 2 teaspoons baking powder
• 0.5 teaspoon salt
• 200 grams granulated sugar
• 2 large eggs
• 1 teaspoon vanilla extract
• 120 milliliters whole milk
• 60 milliliters pineapple juice

Directions

Step 1

Preheat your oven to 350°F (175°C).

Step 2

Melt 55 grams of unsalted butter in a 9-inch round cake pan or cast-iron skillet over low heat.

Step 3

Sprinkle 150 grams of light brown sugar evenly over the melted butter in the pan, tilting the pan to coat the bottom.

Step 4

Arrange the pineapple rings flat in the pan, and place a maraschino cherry in the center of each ring.

Step 5

In a medium bowl, whisk together 190 grams of all-purpose flour, 2 teaspoons of baking powder, and 0.5 teaspoon of salt.

Step 6

In a large bowl, beat the remaining 60 grams of unsalted butter and 200 grams of granulated sugar together until light and fluffy.

Step 7

Beat in 2 large eggs, one at a time, then add 1 teaspoon of vanilla extract.

Step 8

Mix in the flour mixture alternately with 120 milliliters of whole milk and 60 milliliters of pineapple juice, starting and ending with the flour mixture.

Step 9

Pour the batter over the pineapple rings in the prepared pan, smoothing the top with a spatula.

Step 10

Bake in the preheated oven for 40 to 45 minutes, or until a toothpick inserted into the center of the cake comes out clean.

Step 11

Let the cake cool in the pan on a wire rack for 10 minutes.

Step 12

Carefully run a knife around the edges of the pan, invert the cake onto a serving plate, and serve warm or at room temperature.

Nutrition Facts

Serving size	(1960.2g)

Amount per serving	% Daily Value*
Calories	3637.6

Total Fat 114.9g	0%
Saturated Fat 63.2g	0%
Polyunsaturated Fat 0.1g
Cholesterol 641.5mg	0%
Sodium 2334.3mg	0%
Total Carbohydrate 646.6g	0%
Dietary Fiber 19.2g	0%
Total Sugars 466.7g
Protein 42.1g	0%

Vitamin D 136.5IU	0%
Calcium 489.7mg	0%
Iron 14.0mg	0%
Potassium 1894.9mg	0%

*The % Daily Value tells you how much a nutrient in a serving of food contributes to a daily diet. 2,000 calories a day is used for general nutrition advice.

Source of Calories

Fat: 27.3%

Protein: 4.4%

Carbs: 68.3%