There is something undeniably joyful about making a Pineapple Upside-Down Cake Recipe that brings a sunny burst of flavor and nostalgia right into your kitchen. This classic dessert blends the caramelized sweetness of brown sugar and butter with the vibrant tang of pineapple and the playful pop of maraschino cherries, all nestled in a soft, tender cake. It’s a timeless treat that’s both simple to prepare and irresistibly delicious, perfect for family gatherings or when you want to impress without stress. Once you try this version, it might just become your favorite go-to recipe for celebrations or a cozy night in.

Pineapple Upside-Down Cake Recipe - Recipe Image

Ingredients You’ll Need

Getting your ingredients ready for this Pineapple Upside-Down Cake Recipe is a breeze because they are straightforward pantry staples, yet each brings something crucial to the final masterpiece. From the buttery richness to the bright fruit notes and fluffy cake texture, every element plays a key role.

  • 1 can (20 oz) pineapple rings: The star of the show, providing juicy sweetness and that lovely pineapple shape on top.
  • 6–8 maraschino cherries: These add a burst of color and a hint of cherry flavor, making each slice visually stunning.
  • 1/2 cup brown sugar: For the caramelized layer that gives the cake its signature glossy, sweet crust.
  • 1/2 cup unsalted butter, divided: Butter is essential for a rich flavor and moist texture; divided use ensures a perfectly layered cake.
  • 3/4 cup granulated sugar: Balances sweetness and helps achieve a light, fluffy cake crumb.
  • 2 large eggs: Eggs provide structure and stability to the cake, making it tender yet sturdy.
  • 1 1/2 cups all-purpose flour: The base of your cake batter, ensuring a soft and buttery cake.
  • 2 teaspoons baking powder: Acts as a leavening agent to help the cake rise beautifully.
  • 1/4 teaspoon salt: Enhances the flavors and balances the sweetness.
  • 1/2 cup whole milk: Adds moisture and richness to the batter.
  • 1 teaspoon vanilla extract: Brings warmth and depth to the flavor profile of the cake.

How to Make Pineapple Upside-Down Cake Recipe

Step 1: Prepare Your Oven and Pan

Start by preheating your oven to 350°F and greasing a 9-inch round cake pan. This ensures your cake doesn’t stick, making the flipping part a breeze later on.

Step 2: Create the Caramelized Base

Melt 1/4 cup of the unsalted butter and pour it evenly into the bottom of your prepared pan. Then sprinkle the brown sugar over the butter. As this bakes, it will melt and form that gorgeous, sticky caramel that’s signature to the Pineapple Upside-Down Cake Recipe.

Step 3: Arrange the Pineapple and Cherries

Gently place the pineapple rings side-by-side over the brown sugar layer, covering as much of the base as you can. Nestle a maraschino cherry into the center of each pineapple ring for that burst of cheerful color and flavor.

Step 4: Combine Dry Ingredients

In a medium bowl, whisk together the all-purpose flour, baking powder, and salt. This will help ensure your cake rises evenly and has a tender crumb.

Step 5: Cream Butter and Sugar

In a separate large bowl, cream the remaining 1/4 cup butter with granulated sugar until the mixture turns fluffy and light in texture. This creates the base for your batter’s moisture and sweetness.

Step 6: Add Eggs and Vanilla

One by one, beat in the eggs, making sure each is fully incorporated before adding the next. Then stir in the vanilla extract to infuse the cake with warm, inviting flavor.

Step 7: Incorporate Dry Ingredients and Milk

Alternate adding the dry ingredient mixture and the whole milk to the creamed butter mixture. Start and end with the dry ingredients, mixing just until combined to avoid overworking the batter, which keeps the cake tender.

Step 8: Pour Batter Over Fruit

Carefully spoon or pour your smooth batter on top of the arranged fruit in the pan, then spread it evenly with a spatula. This layering is key to the Pineapple Upside-Down Cake Recipe’s stunning finish.

Step 9: Bake to Golden Perfection

Place the pan in the oven and bake for 40 to 45 minutes. Your cake is done when a toothpick inserted in the center comes out clean. The aroma will fill your kitchen, signaling that sweet success is just moments away.

Step 10: Cool and Invert

Let the cake cool for 10 minutes in the pan so it firms up slightly. Then run a knife around the edges and confidently flip it onto a serving plate to reveal your beautiful caramelized pineapple and cherry crown.

Step 11: Serve and Enjoy

Your Pineapple Upside-Down Cake Recipe is now ready to be enjoyed, warm or at room temperature. Every bite offers moist cake paired with the sticky, fruity topping that makes this dessert a true showstopper.

How to Serve Pineapple Upside-Down Cake Recipe

Garnishes

A simple dollop of whipped cream or a scoop of vanilla ice cream is all you need to elevate your Pineapple Upside-Down Cake Recipe. The cold creaminess contrasts perfectly with the warm, caramelized fruit, adding another layer of lusciousness.

Side Dishes

This cake pairs wonderfully with a freshly brewed cup of coffee or tea, making it an excellent choice for brunch or dessert after dinner. For something extra special, try serving it alongside a tropical fruit salad to complement the pineapple flavors.

Creative Ways to Present

If you’re feeling festive, try slicing the cake into individual portions and serving them in small ramekins topped with toasted coconut flakes. This little extra touch adds texture and an exotic twist that your friends and family will adore.

Make Ahead and Storage

Storing Leftovers

Store any leftover Pineapple Upside-Down Cake Recipe in an airtight container at room temperature for up to two days, or in the refrigerator for up to five days. Keeping it covered ensures the cake stays moist and the topping remains sticky and flavorful.

Freezing

This cake freezes beautifully! Wrap individual slices tightly in plastic wrap and place them in a freezer-safe container. Freeze for up to 2 months. When ready to enjoy, thaw overnight in the fridge to maintain its delicate texture and rich flavor.

Reheating

Warm slices gently in the microwave for about 20 seconds or pop them in a preheated oven at 300°F for 10 minutes. This revives the fresh-baked warmth and keeps the pineapple topping gooey and delicious.

FAQs

Can I use fresh pineapple instead of canned?

Absolutely! Fresh pineapple can add a wonderful brightness, but be sure to slice it into rings and cook it slightly to soften before arranging it in the pan, so it caramelizes nicely with the sugar and butter.

Is it necessary to use maraschino cherries?

Not at all. Maraschino cherries add charm and a pop of color, but if you prefer, you can omit them or substitute with fresh cherries or even pieces of dried fruit for a different twist.

Can I make this cake gluten-free?

Yes! Swap the all-purpose flour for a gluten-free flour blend that includes xanthan gum for best results. The texture might be slightly different, but the cake will still be delicious and moist.

What if I don’t have a 9-inch round cake pan?

You can use a similar sized oven-safe skillet or cake pan. Just be mindful of the pan’s depth to ensure the cake cooks evenly and the topping doesn’t spill over during baking.

Can I prepare the topping ahead of time?

You can prepare the butter and brown sugar mixture and arrange the fruit in the pan the day before, then cover and refrigerate. When ready, let it come to room temperature before adding the batter and baking.

Final Thoughts

Making this Pineapple Upside-Down Cake Recipe is truly a rewarding experience that brings both comfort and elegance to your dessert table. Its bright, caramelized fruit topping coupled with moist, flavorful cake creates a taste everyone will ask for again and again. So why not give it a try and share a slice of sunshine with those you love? It just might become one of your favorite homemade treats, guaranteed to make any day feel a little sweeter.

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Pineapple Upside-Down Cake Recipe

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 4.4 from 58 reviews
  • Author: admin
  • Prep Time: 15 minutes
  • Cook Time: 45 minutes
  • Total Time: 1 hour
  • Yield: 8 servings
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

A classic Pineapple Upside-Down Cake featuring caramelized pineapple rings and maraschino cherries atop a moist, buttery cake. This delightful dessert combines the sweetness of brown sugar and pineapple with a soft vanilla-flavored cake base, perfect for any occasion.


Ingredients

Scale

Fruit Topping

  • 1 can (20 oz) pineapple rings, drained
  • 6–8 maraschino cherries
  • 1/2 cup brown sugar
  • 1/4 cup unsalted butter, melted

Cake Batter

  • 1/4 cup unsalted butter, softened
  • 3/4 cup granulated sugar
  • 2 large eggs
  • 1 1/2 cups all-purpose flour
  • 2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1/2 cup whole milk
  • 1 teaspoon vanilla extract


Instructions

  1. Preheat and Prepare Pan: Preheat your oven to 350°F (175°C). Grease a 9-inch round cake pan thoroughly to ensure the cake releases easily after baking.
  2. Create the Caramel Base: Melt 1/4 cup of butter and pour it evenly into the prepared cake pan. Sprinkle 1/2 cup of brown sugar over the melted butter to form the caramelized topping during baking.
  3. Arrange Pineapple and Cherries: Carefully place the drained pineapple rings over the brown sugar in the pan. Place one maraschino cherry in the center of each pineapple ring for color and flavor.
  4. Mix Dry Ingredients: In a medium bowl, whisk together 1 1/2 cups all-purpose flour, 2 teaspoons baking powder, and 1/4 teaspoon salt to combine and aerate the dry components.
  5. Cream Butter and Sugar: In a large mixing bowl, cream together the remaining 1/4 cup softened butter and 3/4 cup granulated sugar until the mixture is light and fluffy, which helps to incorporate air for a tender cake.
  6. Add Eggs and Vanilla: Beat in the 2 large eggs one at a time, ensuring each is fully incorporated before adding the next. Stir in 1 teaspoon vanilla extract for extra flavor.
  7. Combine Wet and Dry Ingredients: Alternately add the dry ingredients and 1/2 cup whole milk to the creamed mixture, beginning and ending with the dry ingredients. Mix until just combined to avoid overmixing, which can lead to a dense cake.
  8. Pour and Smooth Batter: Pour the batter evenly over the arranged pineapple and cherries in the cake pan. Smooth the top gently with a spatula to ensure even baking.
  9. Bake the Cake: Place the pan in the preheated oven and bake for 40–45 minutes, or until a toothpick inserted into the center comes out clean, indicating doneness.
  10. Cool and Invert: Allow the cake to cool in the pan for 10 minutes. Run a knife around the edges to loosen it, then carefully invert the cake onto a serving plate so the pineapple topping is on top.
  11. Serve: Serve the pineapple upside-down cake warm or at room temperature for the best flavor and texture.

Notes

  • Ensure the butter is fully melted to evenly coat the pan for caramelization.
  • Use fresh or canned pineapple with juice drained well to prevent a soggy cake.
  • Do not overmix the batter after adding dry ingredients to keep the cake tender.
  • The cake can be stored covered at room temperature for up to 2 days or refrigerated for up to 4 days.
  • For extra flavor, consider adding a tablespoon of dark rum or pineapple juice to the batter.

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