Pineapple Upside Down Cake with Box Cake: Easy, Delicious, and Foolproof
When it comes to classic desserts, few treats are as nostalgic and crowd-pleasing as the pineapple upside down cake. Sweet caramelized pineapple rings, buttery brown sugar glaze, and a moist, fluffy cake create the perfect balance of flavors and textures.
The best part? You don’t need to be a professional baker to pull it off. With the help of a box cake mix, you can make this timeless dessert quickly and effortlessly, while still getting that homemade taste and charm.
In this guide, we’ll cover everything you need to know about making the perfect pineapple upside down cake with box cake—from the ingredients you’ll need and step-by-step instructions to expert tips, variations, and serving ideas.

Why Make Pineapple Upside Down Cake with Box Cake?

Traditional pineapple upside down cake recipes often require measuring out flour, sugar, baking powder, and other dry ingredients. While that’s certainly delicious, it can also be time-consuming. Using a box cake mix saves you time and energy, while still giving you a moist, fluffy, and reliable cake every time.
Here’s why this shortcut is worth it:
- Convenience: No need to measure multiple dry ingredients. Just grab a cake mix.
- Consistency: Box cake mixes are formulated to give you predictable results.
- Flavor Flexibility: You can easily adjust the flavor by choosing different cake mix bases (yellow, white, or even pineapple).
- Beginner-Friendly: Even if you’ve never baked before, you can nail this recipe.
Ingredients for Pineapple Upside Down Cake with Box Cake
You’ll only need a handful of simple ingredients, many of which you may already have in your pantry.
For the Topping:
- 1/2 cup (1 stick) unsalted butter, melted
- 1 cup packed brown sugar
- 1 can (20 oz) pineapple slices in juice (reserve juice)
- 10–12 maraschino cherries
For the Cake Batter:
- 1 box yellow cake mix (white or pineapple cake mix also works)
- 3 large eggs
- 1/2 cup vegetable oil
- 1 cup pineapple juice (from the can, plus extra water if needed to equal 1 cup)
Step-by-Step Instructions
Step 1: Preheat the Oven
Set your oven to 350°F (175°C). Grease a 13×9-inch baking dish or two 9-inch round pans.
Step 2: Make the Caramel Topping
- Pour the melted butter evenly into the bottom of your baking pan.
- Sprinkle the brown sugar on top of the butter, covering the surface evenly.
- Lay pineapple slices over the sugar mixture. Place maraschino cherries in the center of each pineapple ring and between them for extra color and flavor.
Step 3: Prepare the Cake Batter
- In a mixing bowl, combine the box cake mix, eggs, vegetable oil, and pineapple juice.
- Mix according to the directions on the cake box, usually for 2 minutes on medium speed until smooth.
- Pour the batter gently over the pineapple and cherries, spreading it evenly.
Step 4: Bake the Cake
- Place the pan in the preheated oven and bake for 40–45 minutes (for a 13×9 pan) or until a toothpick inserted in the center comes out clean.
- If using round pans, the bake time will be around 30–35 minutes.
Step 5: Flip the Cake
- Allow the cake to cool for 5–10 minutes (not longer, or the caramel topping may stick).
- Place a heatproof serving platter over the pan and carefully flip it upside down in one swift motion.
- Gently lift off the pan to reveal the golden pineapple topping.
Tips for the Best Pineapple Upside Down Cake with Box Cake
- Use Pineapple Juice Instead of Water – This intensifies the tropical flavor in the cake.
- Don’t Overbake – Keep a close eye on the cake; overbaking can make it dry.
- Cool Slightly Before Flipping – Waiting too little or too long can cause topping issues. Aim for 5–10 minutes.
- Add a Splash of Vanilla or Rum Extract – For a deeper, more decadent flavor.
- Use Dark Brown Sugar for Richer Caramel – It creates a deeper, molasses-like taste.
Variations to Try
One of the best things about pineapple upside down cake is how versatile it can be. Here are some fun twists:
- Mini Pineapple Upside Down Cakes – Make individual cakes using a muffin tin.
- Coconut Pineapple Cake – Sprinkle shredded coconut over the topping before adding the batter.
- Pineapple Upside Down Bundt Cake – Use a Bundt pan for a stunning presentation.
- Spiced Pineapple Cake – Add a teaspoon of cinnamon or ginger to the batter for warmth.
- Pineapple Upside Down Cupcakes – Perfect for parties or portion control.
Serving Suggestions
This cake is so good it doesn’t need much, but here are a few ideas to elevate your presentation:
- Serve warm with a scoop of vanilla ice cream.
- Add a dollop of fresh whipped cream.
- Drizzle with extra caramel sauce for indulgence.
- Pair with tropical fruit salad for a refreshing balance.
How to Store Pineapple Upside Down Cake
- Room Temperature: Cover tightly and store for up to 2 days.
- Refrigerator: Keeps well for 4–5 days when stored in an airtight container.
- Freezer: Wrap tightly in plastic wrap and aluminum foil, then freeze for up to 3 months. Thaw overnight in the refrigerator before serving.
Frequently Asked Questions
1. Can I use white cake mix instead of yellow?
Yes! White cake mix gives a lighter flavor, while yellow adds a rich, buttery taste. Both work well.
2. What if I don’t have pineapple rings?
You can use pineapple chunks or tidbits. Just spread them evenly in the sugar mixture before adding the batter.
3. Can I make this ahead of time?
Yes, but it’s best served fresh. If making ahead, store in the fridge and reheat slices slightly before serving.
4. Do I need to use maraschino cherries?
They’re optional, but they add a pop of color and flavor. You can substitute fresh cherries or leave them out.
Why This Recipe Works Every Time
The beauty of this pineapple upside down cake with box cake mix is that it combines simplicity with delicious results. The box mix ensures your cake is fluffy and consistent, while the homemade pineapple topping brings that irresistible caramelized sweetness. It’s a foolproof dessert that looks impressive, tastes amazing, and comes together with minimal effort.
Final Thoughts
If you’re looking for a dessert that’s both easy and elegant, this pineapple upside down cake with box cake is your answer. It’s perfect for family gatherings, holiday dinners, or even just a sweet treat at home. The caramelized pineapple topping paired with moist cake will leave everyone asking for seconds.
So the next time you’re craving something sweet and tropical, grab that box cake mix and a can of pineapple—you’ll have a showstopping dessert in no time.