Pineapple upside down cake with box cake is a delightful twist on a classic dessert that will transport you straight to tropical paradise. Imagine the sweet aroma of caramelized pineapple wafting through your kitchen as it bakes, the golden cake rising to fluffy perfection beneath a glossy layer of brown sugar and butter. It’s an irresistible treat that combines moisture and sweetness in every bite, making it perfect for any celebration or simply to brighten your day.

This recipe isn’t just about flavor; it’s about memories too. I still remember the first time I made pineapple upside down cake with box cake for my family’s annual summer barbecue. The look of surprise on their faces as they dug into that luscious, fruity goodness was priceless. It’s perfect for birthdays, potlucks, or even just a Tuesday afternoon when you need a little sunshine on your plate.
Why You'll Love This Recipe
- This pineapple upside down cake is incredibly easy to make using a boxed cake mix
- The flavor is a delightful mix of sweet caramelized fruit and fluffy cake
- Visually stunning with its vibrant colors, this dessert looks fancy without the fuss
- It’s versatile enough to serve at any occasion or enjoy as a sweet treat at home
I can still hear my brother exclaiming “Best cake ever!” after his first bite of this wonderful dessert.
Essential Ingredients
Here’s what you’ll need to make this delicious dish:
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Boxed Yellow Cake Mix: Choose your favorite brand; they all work well and save so much time!
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Canned Pineapple Rings: Opt for those packed in juice for added sweetness and moisture.
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Brown Sugar: This brings out that deep caramel flavor essential for our topping.
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Unsalted Butter: Melted butter helps in creating that luscious base for the pineapples.
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Maraschino Cherries: These add a pop of color and nostalgic charm on top of each slice.
The full ingredients list, including measurements, is provided in the recipe card directly below.
Let’s Make it together
Gather Your Ingredients: Start by assembling all your ingredients on the counter so you can easily grab them while baking. This makes the process smoother and more enjoyable.
Prepare the Pan: Preheat your oven to 350°F (175°C). Grease a 9×13 inch baking dish with nonstick spray or butter to prevent sticking.
Create the Topping: In a bowl, mix melted butter and brown sugar until well combined. Pour this mixture into the bottom of your prepared pan, ensuring even coverage across the surface.
Arrange Pineapples and Cherries: Lay pineapple rings over the brown sugar mixture. Place maraschino cherries in the center of each ring for that classic touch and pop of color.
Mix Cake Batter: In another bowl, prepare the boxed yellow cake mix according to package instructions. Pour it over the arranged pineapples carefully, trying not to disturb your masterpiece below.
Bake to Perfection: Place the pan in the preheated oven and bake for 35-40 minutes until golden brown. You’ll know it’s done when a toothpick inserted into the center comes out clean.
Once baked, let it cool slightly before flipping it onto a serving platter. The anticipation will build as you reveal that gorgeous layer of caramelized fruit!
Now you’re ready to slice into this scrumptious pineapple upside down cake with box cake! Enjoy every flavorful bite with friends or family—and don’t forget to take photos because this beauty deserves its moment on social media!
You Must Know
- This delightful pineapple upside down cake with box cake is a nostalgic treat that everyone loves
- The sweet aroma of caramelized pineapples wafting through your kitchen will have everyone asking for seconds
- It’s simple to prepare and perfect for any occasion, from family gatherings to surprise parties
Perfecting the Cooking Process
To achieve the perfect pineapple upside down cake with box cake, start by preheating your oven while preparing the topping. Bake the cake according to the box instructions, but keep an eye on it for that golden perfection.
Add Your Touch
Feel free to swap fresh pineapple for canned or add maraschino cherries for a pop of color. Experiment with different flavors of box cake mix, like coconut or vanilla, to elevate this classic dessert.
Storing & Reheating
Store leftovers in an airtight container at room temperature for up to three days. Reheat individual slices in the microwave for about 15-20 seconds for that fresh-out-of-the-oven experience.
Chef's Helpful Tips
- To make your pineapple upside down cake extra moist, try adding a splash of pineapple juice into the batter
- Always let the cake cool slightly before flipping it over so that everything stays intact
- Keep an eye on baking times as ovens vary; check with a toothpick for doneness
The first time I made this pineapple upside down cake with box cake was for my grandma’s birthday. The joy on her face was priceless as she took her first bite.
FAQ
Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple adds a vibrant taste and great texture to your cake.
How do I prevent sticking when flipping the cake?
Ensure you coat your pan generously with butter and brown sugar before adding the fruit.
What if I want a gluten-free version?
You can easily substitute a gluten-free box cake mix to make it suitable for everyone.

Pineapple Upside Down Cake with Box Cake
- Total Time: 55 minutes
- Yield: Makes approximately 12 servings 1x
Description
Pineapple upside down cake made with boxed cake mix is a tropical delight that’s both easy to prepare and visually stunning. This nostalgic dessert features a luscious layer of caramelized pineapples and cherries atop a fluffy cake, perfect for any occasion from family gatherings to weekday treats. The sweet aroma fills your kitchen, promising a slice of sunshine in every bite.
Ingredients
- 1 box yellow cake mix (15.25 oz)
- 1 can pineapple rings in juice (20 oz)
- 1 cup brown sugar
- 1/2 cup unsalted butter (melted)
- 10 maraschino cherries
Instructions
- Preheat the oven to 350°F (175°C) and grease a 9×13 inch baking dish.
- In a bowl, mix melted butter and brown sugar; pour into the baking dish.
- Arrange pineapple rings over the mixture and place cherries in the center.
- Prepare the yellow cake mix according to package instructions; pour over the fruit.
- Bake for 35-40 minutes until golden brown; let cool slightly before flipping onto a platter.
- Prep Time: 15 minutes
- Cook Time: 40 minutes
- Category: Dessert
- Method: Baking
- Cuisine: Tropical
Nutrition
- Serving Size: 1 slice (100g)
- Calories: 290
- Sugar: 30g
- Sodium: 220mg
- Fat: 14g
- Saturated Fat: 8g
- Unsaturated Fat: 6g
- Trans Fat: 0g
- Carbohydrates: 38g
- Fiber: 0g
- Protein: 2g
- Cholesterol: 35mg