Introduction & Inspiration
Pineapple Upside-Down Cake is a classic dessert that always brings a smile to my face. The combination of caramelized pineapple, a buttery cake, and that signature upside-down presentation is both visually appealing and incredibly delicious. This recipe, with its detailed instructions and promise of a perfectly moist and flavorful cake, immediately caught my attention.
My inspiration came from a love of this retro dessert and a desire to create a version that was both impressive and relatively easy to make. I envisioned a cake that would be perfect for a special occasion, a potluck, or simply a satisfying treat to enjoy with family and friends.
My goal was to find a recipe that captured the essence of Pineapple Upside-Down Cake – the caramelized pineapple topping, the moist and tender cake, and the beautiful presentation – while providing clear instructions and readily available ingredients. This recipe seemed to fit the bill perfectly.
This recipe seems to be perfect for sharing.
Nostalgic Appeal
Pineapple Upside-Down Cake has a strong nostalgic appeal for many. It’s a classic dessert that often evokes memories of mid-century American cooking, family gatherings, and retro dinner parties. The distinctive look of the cake, with its caramelized pineapple rings and cherry accents, is instantly recognizable.
The use of canned pineapple rings, a common ingredient in mid-century recipes, adds to the nostalgic charm of this cake.
The buttery, vanilla-scented cake base is reminiscent of classic yellow cakes, offering a familiar and comforting flavor.
And the overall presentation of the cake, with its upside-down reveal, is a fun and slightly retro touch that adds to its nostalgic appeal. It’s a dessert that feels both classic and timeless.
Homemade Focus
This Pineapple Upside-Down Cake is a wonderful example of the satisfaction of homemade baking. You’re taking basic ingredients – flour, butter, sugar, eggs, pineapple, and cherries – and transforming them into a beautiful and delicious cake that’s far superior to anything store-bought.
I appreciate recipes that prioritize homemade elements and allow for hands-on involvement, and this one certainly does. You’re making the caramel topping, whisking together a cake batter, and carefully assembling the cake in the pan before baking.
The use of both butter and oil in the cake batter contributes to its moist and tender texture, while the buttermilk adds a subtle tanginess that balances the sweetness.
And the act of inverting the cake after baking, revealing the beautiful caramelized pineapple topping, is a rewarding moment that showcases the magic of homemade baking.
Flavor Goal
The primary flavor goal of this Pineapple Upside-Down Cake is a delightful combination of sweet, buttery, and slightly tangy flavors, with a moist and tender cake, caramelized pineapple rings, and a hint of vanilla. It’s a dessert that’s designed to be both comforting and impressive.
The cake itself, made with flour, baking powder, baking soda, salt, butter, oil, sugar, eggs, vanilla, and buttermilk, provides a moist, tender, and subtly sweet base with a hint of vanilla.
The caramelized pineapple topping, created by melting butter and brown sugar in the pan and then arranging pineapple rings on top, is the star of the show. The pineapple becomes tender and caramelized during baking, adding a sweet and slightly tangy flavor.
The maraschino cherries, placed in the center of the pineapple rings, add a pop of color and a touch of sweetness.
The overall effect is a balanced and flavorful cake that’s both comforting and elegant, showcasing the delicious combination of caramelized pineapple and a moist, tender cake.
Ingredient Insights
Let’s examine the ingredients.
For the Cake:
Baking spray with flour: This ensures the cake releases cleanly from the pan.
Pineapple slices in juice (one 15-oz. can and one 8-oz. can): Canned pineapple is classic for this cake. Drain the juice, but reserve some for the caramel.
Granulated sugar, divided:
Cornstarch:
Maraschino cherries:
Unsalted butter, softened and divided:
Packed light brown sugar:
Kosher salt, divided:
Vanilla extract:
Large eggs:
All-purpose flour:
Baking powder and baking soda:
Sour cream: This adds moisture and a slight tang to the cake batter.
This is a classic and simple list.
Essential Equipment
You won’t need a lot of specialized equipment, but a 9×13-inch baking pan is essential. Here’s what you’ll need:
A 9×13-inch baking pan: This is the specified size for this recipe, ensuring the cake bakes evenly and the pineapple topping has enough space.
Parchment paper:
Large bowls (at least two): One for whisking together the dry ingredients for the cake, and one for the wet ingredients.
A medium stainless-steel skillet: For making the caramel topping.
A whisk:
A stand mixer (optional, but helpful): For creaming the butter and sugar and mixing the batter. You can also use a hand mixer.
A rubber spatula:
Measuring cups and spoons.
It’s a simple list.
List of Ingredients with Measurements
Here’s the complete list of ingredients, with precise measurements:
- Baking spray with flour, for the pan
- 1 (15-ounce) can pineapple slices in juice
- 1 (8-ounce) can pineapple slices in juice
- 2 cups plus 2 tablespoons granulated sugar, divided
- 1 Tbsp. cornstarch
- 12 maraschino cherries
- 1 3/4 cups unsalted butter, softened and divided
- 3/4 cup packed light brown sugar
- 1 1/2 tsp. kosher salt, divided
- 1 1/2 tsp. vanilla extract
- 3 large eggs, room temperature
- 3 cups all-purpose flour
- 2 tsp. baking powder
- 1 tsp. baking soda
- 1 cup sour cream, room temperature
These ingredients will create a perfect dessert.
Gather all ingredients.

Step-by-Step Instructions
Let’s break down the process into easy-to-follow steps.
Make the Cake:
- Preheat and Prepare Pan: Preheat the oven to 350°F (175°C). Spray a 9×13-inch baking pan with baking spray with flour. Line the bottom with parchment paper; do not spray again.
- Prepare Pineapple: Drain the pineapple slices and reserve the liquid. Pat the slices dry with paper towels. Place the pineapple in a large bowl and sprinkle with 2 tablespoons of sugar and the cornstarch, tossing to coat. Place the pineapple in the prepared pan. Add the cherries to the pineapple centers.
- Make Caramel: In a medium stainless-steel skillet, melt ¾ cup of the butter over medium heat; stir in the brown sugar and ½ teaspoon of salt. Bring the mixture to a simmer; cook until the sugar is melted and fragrant, about 3 minutes. Slowly pour in 3 tablespoons of the reserved pineapple juice, whisk until combined and smooth.
- Pour Caramel: Pour the caramel over the pineapple in the pan.
- Whisk Dry Ingredients: In a medium bowl, whisk together the flour, baking powder, baking soda, and the remaining 1 teaspoon of salt.
- Cream Butter and Sugar: In the bowl of a stand mixer, beat the remaining 1 cup of butter, the remaining 2 cups of granulated sugar, and vanilla with a mixer at medium speed until creamy, 2 to 3 minutes, stopping occasionally to scrape sides of bowl.
- Add Eggs: Add the eggs, one at a time, beating well after each addition.
- Combine Gradually add the flour mixture to the butter mixture alternately with the sour cream, beginning and ending with the flour mixture, beating just until combined after each addition.
- Add Batter to Pan Carefully dollop and spread the batter onto the pineapple in the pan.
- Bake. Bake for 50 minutes. Place a piece of foil on top of the cake to prevent excess browning and bake until a wooden pick comes out clean, 15 to 20 minutes more.
- Cool and Invert. Remove the foil and let the cake cool in the pan on a wire rack for 10 minutes. Run a knife around the sides of the cake to loosen; carefully invert the cake onto a serving plate, removing the parchment.
- Serve. Let cool for at least 10 minutes before slicing. Serve warm, room temperature, or cold with ice cream or whipped cream.
These instructions are clear and easy to follow.

Troubleshooting
Let’s address some potential issues, and how to solve them:
Problem: My caramel is too thick.Solution: Add a little more pineapple juice, a teaspoon at a time, until it reaches the desired consistency.
Problem: My cake is dry.Solution: You may have overbaked it, or used too much flour. Be careful not to overmeasure the flour (use the “spoon and level” method or, ideally, weigh your flour), and check for doneness a few minutes before the recommended baking time.
Problem: My cake sunk in the middle.Solution: This can happen if the oven temperature is too low, if you open the oven door too often during baking, or if you use old baking powder or baking soda.
Problem: My cake is sticking to the pan.Solution: Make sure you greased and floured the pan thoroughly, or used baking spray with flour. Also, make sure you lined the bottom with parchment paper.
These tips will help you to achieve perfect results.
Tips and Variations
This recipe offers also variations.
Tip: For the best flavor, use high-quality vanilla extract.
Variation: Add a teaspoon of rum extract or coconut extract to the cake batter for a tropical twist.
Tip: If you don’t have a 9×13-inch pan, you can use two 8-inch round cake pans, but you’ll need to adjust the baking time.
Variation: Instead of pineapple rings, you can use crushed pineapple or pineapple chunks.
Tip: Make sure to let the cake cool in the pan for 10 minutes before inverting it, to prevent it from sticking or breaking.
Variation: Add a sprinkle of toasted coconut flakes to the top of the cake before serving.
It is an easy recipe to personalize.
Serving and Pairing Suggestions
This Pineapple Upside-Down Cake is a classic and delicious dessert.
Serving: Serve the cake warm, at room temperature, or even chilled.
Pairing: * It’s perfect for potlucks, parties, or any occasion that calls for a crowd-pleasing dessert.
- Serve it with a scoop of vanilla ice cream or a dollop of whipped cream.
- Pair it with a cup of coffee, tea, or a glass of milk.
This cake is perfect to please everyone.
Nutritional Information
Nutritional information is approximate due to variations in specific ingredients and serving sizes. A serving (assuming the cake is cut into 12-16 pieces) may contain:
- Calories: 400-500
- Fat: 20-25 grams
- Saturated Fat: 12-15 grams
- Cholesterol: 80-100 mg
- Sodium: 200-300 mg
- Total Carbs: 50-60 grams
- Dietary Fiber: 1-2 grams
- Sugars: 35-45 grams
- Protein: 4-6 grams
This Pineapple Upside-Down Cake is a rich and decadent dessert and should be enjoyed in moderation.
PrintPineapple Upside-Down Cake
I hope this comprehensive guide has inspired you to bake your own Pineapple Upside-Down Cake! It’s a classic, delicious, and visually stunning dessert that’s sure to impress.
Ingredients
Here’s the complete list of ingredients, with precise measurements:
- Baking spray with flour, for the pan
- 1 (15-ounce) can pineapple slices in juice
- 1 (8-ounce) can pineapple slices in juice
- 2 cups plus 2 tablespoons granulated sugar, divided
- 1 Tbsp. cornstarch
- 12 maraschino cherries
- 1 3/4 cups unsalted butter, softened and divided
- 3/4 cup packed light brown sugar
- 1 1/2 tsp. kosher salt, divided
- 1 1/2 tsp. vanilla extract
- 3 large eggs, room temperature
- 3 cups all-purpose flour
- 2 tsp. baking powder
- 1 tsp. baking soda
- 1 cup sour cream, room temperature
These ingredients will create a perfect dessert.
Gather all ingredients.
Instructions
Let’s break down the process into easy-to-follow steps.
Make the Cake:
-
Preheat and Prepare Pan: Preheat the oven to 350°F (175°C). Spray a 9×13-inch baking pan with baking spray with flour. Line the bottom with parchment paper; do not spray again.
-
Prepare Pineapple: Drain the pineapple slices and reserve the liquid. Pat the slices dry with paper towels. Place the pineapple in a large bowl and sprinkle with 2 tablespoons of sugar and the cornstarch, tossing to coat. Place the pineapple in the prepared pan. Add the cherries to the pineapple centers.
-
Make Caramel: In a medium stainless-steel skillet, melt ¾ cup of the butter over medium heat; stir in the brown sugar and ½ teaspoon of salt. Bring the mixture to a simmer; cook until the sugar is melted and fragrant, about 3 minutes. Slowly pour in 3 tablespoons of the reserved pineapple juice, whisk until combined and smooth.
-
Pour Caramel: Pour the caramel over the pineapple in the pan.
-
Whisk Dry Ingredients: In a medium bowl, whisk together the flour, baking powder, baking soda, and the remaining 1 teaspoon of salt.
-
Cream Butter and Sugar: In the bowl of a stand mixer, beat the remaining 1 cup of butter, the remaining 2 cups of granulated sugar, and vanilla with a mixer at medium speed until creamy, 2 to 3 minutes, stopping occasionally to scrape sides of bowl.
-
Add Eggs: Add the eggs, one at a time, beating well after each addition.
-
Combine Gradually add the flour mixture to the butter mixture alternately with the sour cream, beginning and ending with the flour mixture, beating just until combined after each addition.
-
Add Batter to Pan Carefully dollop and spread the batter onto the pineapple in the pan.
-
Bake. Bake for 50 minutes. Place a piece of foil on top of the cake to prevent excess browning and bake until a wooden pick comes out clean, 15 to 20 minutes more.
-
Cool and Invert. Remove the foil and let the cake cool in the pan on a wire rack for 10 minutes. Run a knife around the sides of the cake to loosen; carefully invert the cake onto a serving plate, removing the parchment.
-
Serve. Let cool for at least 10 minutes before slicing. Serve warm, room temperature, or cold with ice cream or whipped cream.
These instructions are clear and easy to follow.
Recipe Summary and Q&A
Let’s conclude with a summary of the recipe and answers to some frequently asked questions:
Recipe Summary:
Pineapple Upside-Down Cake features a layer of caramelized pineapple rings and maraschino cherries baked on the bottom of a 9×13-inch pan, topped with a moist and tender vanilla cake batter made with butter, oil, sugar, eggs, buttermilk, and vanilla extract. The cake is baked until golden brown and then inverted onto a serving plate to reveal the beautiful pineapple topping.
Q&A:
Q: Can I make this cake ahead of time?A: Yes! You can bake the cake a day or two in advance and store it, tightly wrapped, at room temperature or in the refrigerator.
Q: How long will the cake keep?A: It will keep for up to 3-4 days, tightly wrapped, at room temperature or in the refrigerator.
Q: Can I freeze this cake?A: Yes, you can freeze the cake. Wrap it tightly in plastic wrap and then foil, and freeze for up to 2-3 months. Thaw in the refrigerator overnight before serving.
Q: I don’t have buttermilk. What can I use instead?A: You can make a buttermilk substitute by adding 1 tablespoon of lemon juice or white vinegar to 1 cup of milk. Let it sit for 5-10 minutes before using.
Q: Can I use fresh pineapple instead of canned?A: Yes
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