This Duncan Hines Pineapple Upside Down Cake is rich, buttery, and beautifully classic. With caramelized brown sugar, juicy pineapple rings, and bright maraschino cherries, every slice delivers that nostalgic sweet-tart flavor everyone loves. Best of all? It’s incredibly easy to make thanks to a trusted cake mix—no baking expertise required.
If you’ve ever wanted to bake a show-stopping dessert that looks homemade and impressive but comes together with minimal effort, this recipe is for you. It’s perfect for family gatherings, potlucks, holidays, or whenever you’re craving an old-fashioned favorite.
Why You’ll Love This Recipe
- Beginner-friendly – Simple steps and pantry staples
- Moist and buttery – Thanks to oil, eggs, and caramelized topping
- Classic presentation – Beautiful pineapple and cherry design
- Crowd-pleasing dessert – Always a hit with kids and adults
This cake uses Duncan Hines Pineapple Supreme Cake Mix, making it practically foolproof while still tasting bakery-worthy.
Ingredients You’ll Need
You don’t need anything fancy to make this stunning cake—just a few affordable basics:
- Cooking spray – Essential for easy release
- Butter (1 stick) – Melted for the caramelized topping
- Brown sugar (1 cup, packed) – Creates that glossy caramel glaze
- Pineapple slices (20 oz can) – Drained well
- Maraschino cherries (12) – Adds color and sweetness
- Duncan Hines Pineapple Supreme Cake Mix (15.25 oz)
- Water (1 cup) – Or substitute pineapple juice or milk
- Vegetable oil (⅓ cup) – Keeps the cake moist
- Eggs (3 large) – For structure and lift
- Whipped topping – Optional but highly recommended
How to Make Duncan Hines Pineapple Upside Down Cake
Step 1: Prep the Pan
Preheat your oven to 350°F (175°C). Generously grease a 12-inch round pan or 9×13-inch baking dish with cooking spray.
Step 2: Make the Topping
Pour the melted butter into the bottom of the pan and sprinkle the brown sugar evenly over the top. Arrange the pineapple slices over the sugar, then place a cherry in the center of each ring.
Step 3: Prepare the Batter
In a large bowl, combine the cake mix, water, oil, and eggs. Beat with an electric mixer on medium speed for 2 minutes, until smooth.
Step 4: Assemble
Carefully pour the batter over the pineapple and cherries, spreading it evenly.
Step 5: Bake
Bake for 40 minutes, or until a toothpick inserted in the center comes out clean.
Step 6: Flip and Serve
Let the cake cool for 5–10 minutes. Run a knife around the edges, place a serving platter over the pan, and carefully flip. Spoon any remaining caramel sauce over the top. Finish with whipped topping if desired.
Tips for Perfect Results
- Let it cool slightly before flipping – Too hot and it may fall apart
- Drain fruit thoroughly – Excess liquid can make the cake soggy
- Boost flavor – Replace water with pineapple juice or whole milk
- Flip with confidence – Use oven mitts and flip in one smooth motion
Storage & Serving
- Store leftovers covered at room temperature for 1 day
- Refrigerate for up to 3 days
- Serve warm or chilled with whipped cream or vanilla ice cream
Duncan Hines Pineapple Upside Down Cake
Yield: 12 servings
Prep Time: 10 minutes
Bake Time: 40 minutes
Total Time: 50 minutes
A moist, buttery cake topped with caramelized pineapple and cherries—this classic dessert is as easy as it is impressive.