Pineapple upside-down cake with box cake is the kind of dessert that makes your taste buds do the cha-cha. Imagine a luscious, golden cake topped with caramelized pineapple rings and maraschino cherries, creating a heavenly blend of sweet and tangy flavors. The aroma wafts through your kitchen, promising an irresistible treat that could make even the grumpiest cat smile.

This delightful dessert has a special place in my heart. I remember the first time my grandma served it at a family gathering; it was a masterpiece of simplicity and joy. The laughter, the stories we shared, and that first bite filled with nostalgia all came rushing back to me as I pulled out my box cake mix to recreate this classic favorite.
Why You'll Love This Recipe
- This pineapple upside-down cake with box cake is incredibly easy to prepare and perfect for any occasion
- It boasts a delightful flavor profile that balances sweetness with a hint of tartness
- Visually appealing, this dessert is sure to impress anyone at your table
- Versatile enough for birthdays or casual get-togethers, it’s always a crowd-pleaser!
I once brought this cake to a potluck, and you would have thought I had discovered the secret to eternal youth based on the compliments I received!
Essential Ingredients
Here’s what you’ll need to make this delicious dish:
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Box Cake Mix: Choose any flavor you love; vanilla works wonders for this classic treat.
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Canned Pineapple Rings: Opt for quality pineapple in juice or syrup; drain well before using.
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Brown Sugar: Use light brown sugar for a mellow caramel flavor that marries well with pineapple.
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Butter: Unsalted butter is recommended; it allows you to control salt levels effectively.
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Maraschino Cherries: These little gems add color and sweetness; don’t skip them!
The full ingredients list, including measurements, is provided in the recipe card directly below.
Let’s Make it together
Preheat and Prepare: Begin by preheating your oven to 350°F (175°C). Grease a 9-inch round cake pan generously with nonstick spray or butter.
Arrange the Toppings: In your prepared pan, sprinkle an even layer of brown sugar over the bottom. Arrange pineapple rings artfully on top, placing cherries in the center of each ring for added flair.
Mix the Batter: In a mixing bowl, combine the box cake mix according to package instructions. This usually involves adding eggs, water, and oil. Stir until just combined—no one wants overworked cake batter!
Pour Over Pineapples: Gently pour your batter over the arranged pineapples. Ensure an even distribution but don’t worry about perfection—this cake will be flipped!
Bake to Perfection: Place your pan in the oven and bake for about 30-35 minutes. You’ll know it’s done when a toothpick inserted comes out clean and the edges pull away slightly from the pan.
Cool and Flip: Once baked, let your cake cool for about 10 minutes in the pan. Then carefully invert it onto a serving plate—this is where magic happens as you reveal those gorgeous pineapples!
Now you have created an impressive dessert that not only looks stunning but also tastes like pure bliss! Enjoy each slice while reminiscing about family gatherings or planning your next get-together around this delightful treat!
This amazing pineapple upside down cake with box cake is not just a dessert; it’s a nostalgic trip down memory lane. The vibrant colors and mouthwatering aroma of caramelized pineapples bring back sweet memories of family gatherings and sunny afternoons.
You Must Know
- For the perfect texture, use room temperature eggs and butter
- This ensures a fluffier cake that rises beautifully
- Avoid overmixing to keep it light and airy, enhancing that delightful melt-in-your-mouth experience
Perfecting the Cooking Process
Start by preheating your oven while you prepare the pineapple topping. This way, everything cooks evenly, ensuring your cake is perfectly fluffy and moist.
Add Your Touch
Feel free to experiment with different fruits like cherries or even berries for a unique twist. You can also add a splash of rum for an adult version that will wow your guests!
Storing & Reheating
Store leftovers in an airtight container at room temperature for up to three days. Reheat slices in the microwave for about 15-20 seconds for that fresh-out-of-the-oven taste.
Chef's Helpful Tips
- For a successful pineapple upside down cake with box cake, always grease your pan generously to prevent sticking
- Use fresh pineapples or high-quality canned ones for optimal flavor
- Let the cake cool briefly before flipping for the best presentation and taste!
There’s something heartwarming about baking this cake; I remember my grandmother pulling one out of the oven every Sunday afternoon, filling our home with sweet aromas that made all our worries disappear.
FAQ
Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple adds a delightful texture and flavor to your pineapple upside down cake with box cake.
How do I avoid a soggy bottom?
Ensure you drain the pineapple well before adding it to prevent excess moisture ruining your cake’s base.
Can I make this ahead of time?
Yes! You can bake this delicious treat a day in advance. Just store it covered at room temperature.

Pineapple Upside-Down Cake
- Total Time: 50 minutes
- Yield: Serves 8
Description
Pineapple upside-down cake made with box cake mix is a nostalgic dessert that combines sweet caramelized pineapple and cherries atop a fluffy cake. This easy-to-make treat is perfect for any occasion, from birthday parties to casual gatherings. The delightful aroma fills your kitchen, inviting friends and family to indulge in a slice of this deliciously retro dessert. With just a few simple ingredients, you can create a stunning centerpiece that will transport you back to cherished memories.
Ingredients
- 1 box vanilla cake mix (15.25 oz)
- 1 can of pineapple rings (20 oz), drained
- 1 cup light brown sugar
- 1/2 cup unsalted butter (1 stick)
- 12 maraschino cherries
Instructions
- Preheat your oven to 350°F (175°C) and grease a 9-inch round cake pan.
- Sprinkle brown sugar evenly across the bottom of the prepared pan. Arrange pineapple rings on top, placing cherries in the center of each ring.
- Prepare the cake mix according to package instructions, then pour over the arranged pineapples.
- Bake for 30-35 minutes until a toothpick inserted comes out clean.
- Cool for 10 minutes before flipping onto a serving plate.
- Prep Time: 15 minutes
- Cook Time: 35 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 slice (80g)
- Calories: 290
- Sugar: 24g
- Sodium: 180mg
- Fat: 12g
- Saturated Fat: 7g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 43g
- Fiber: <1g
- Protein: 2g
- Cholesterol: 30mg