I remember the first time I baked a pineapple upside down cake it was a rainy Sunday afternoon and I had a sudden craving for something sweet yet nostalgic so I rummaged through my pantry and found a can of pineapples and some maraschino cherries therefore I decided to try the classic pineapple upside down cake recipe. The kitchen quickly filled with the rich aroma of caramelized sugar and buttery cake however the moment I flipped the cake onto the plate and saw those glossy golden rings topped with vibrant cherries I knew this was going to be something special.

Over the years I’ve returned to this pineapple upside down cake recipe again and again because it’s a surefire crowd-pleaser and it’s the perfect dessert for gatherings family dinners or even just when you’re craving something cozy. The balance between the juicy pineapples the sweet cherries and the soft tender cake underneath makes it impossible to resist plus it looks as stunning as it tastes!
Ingredients
- Here’s what I use for this recipe. You can always make substitutions if you prefer!
- Pineapple rings – The juicy and sweet fruit that forms the stunning top of the cake once flipped.
- Maraschino cherries – These add a pop of color and extra sweetness.
- Brown sugar – Helps create that sticky, caramel-like topping.
- Butter – Provides richness to the topping and the cake.
- All-purpose flour – Forms the base of the cake structure.
- Baking powder – Gives the cake its lift and fluffiness.
- Granulated sugar – Adds sweetness to the cake batter.
- Eggs – Help bind everything together and give the cake structure.
- Vanilla extract – Enhances the overall flavor of the cake.
- Whole milk – Adds moisture and helps blend the batter smoothly.
- Salt – Balances the sweetness and enhances flavor.
Tools You’ll Need
- 9-inch round cake pan – Perfect for creating that classic cake shape and holding the juicy topping.
- Mixing bowls – For preparing both the topping and cake batter separately.
- Electric mixer or whisk – Helps combine the ingredients evenly and adds air to the batter.
- Spatula – Great for folding and spreading the batter gently into the pan.
- Cooling rack – Allows the cake to cool before flipping and serving.

Instructions
Step 1: Preheat the Oven
I start by preheating my oven to 350°F (175°C). This ensures the cake bakes evenly from the moment it goes in.
Step 2: Prepare the Topping
I melt the butter right in the cake pan, then sprinkle brown sugar over the butter to create the gooey layer. Next, I arrange the pineapple slices on top and place a cherry in the center of each ring.
Step 3: Make the Cake Batter
In a bowl, I whisk together the flour, baking powder, and salt. In another bowl, I beat the butter and granulated sugar until fluffy, then add in the eggs one at a time followed by the vanilla extract.
Step 4: Combine Wet and Dry
I alternate adding the dry ingredients and milk to the butter mixture, mixing gently just until combined. It’s important not to overmix so the cake stays tender.
Step 5: Add Batter Over Fruit
Using a spatula, I carefully spread the batter over the pineapple and cherries in the pan, making sure it’s evenly distributed.
Step 6: Bake the Cake
I bake it for 40 to 45 minutes until the top is golden and a toothpick inserted comes out clean. The aroma is usually my first sign that it’s done!
Step 7: Flip and Cool
I let the cake rest for 5 minutes, then run a knife around the edge and invert it onto a plate. The reveal is always magical when that glossy fruit topping slides into place!
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If you want to make it extra moist I recommend brushing a little pineapple juice over the cake just before serving. I’ve also tried adding a touch of cinnamon to the batter which gives it a warm spicy kick. If you’re feeling adventurous you could use fresh pineapple slices though I usually go with canned for convenience.
Ways to Serve
I love serving this cake slightly warm with a scoop of vanilla ice cream on the side. It’s also lovely with a dollop of whipped cream or a drizzle of caramel sauce. For brunch I’ve even sliced it into smaller squares to pair with coffee or tea.
Frequently Asked Questions
Can I make pineapple upside down cake in advance?
Yes you can make this pineapple upside down cake a day ahead and store it covered at room temperature or in the fridge.
Can I use fresh pineapple instead of canned?
Absolutely! Just be sure the slices are thin and evenly cut for the best texture and presentation.
How do I store leftover pineapple upside down cake?
Store leftovers tightly covered in the refrigerator for up to 3 days. I like to warm individual slices slightly before serving.
See You in the Kitchen
I hope you give this pineapple upside down cake a try! It’s one of those classic desserts that never fails to bring a little joy to the table. Let me know how yours turns out and feel free to share your own twist on it!
Happy Cooking!
Print
Easy Pineapple Upside Down Cake
- Total Time: 1 hour
- Yield: 8 servings
- Diet: Vegetarian
Description
Looking for the best pineapple upside down cake recipe? This one is quick, easy, and delicious! Whether you need a simple party dessert or a healthy-ish fruity treat idea, this easy bake is the perfect answer. Great for holidays, birthdays, or anytime you want the best dessert with a retro flair!
Ingredients
- 7 pineapple rings
- 7 maraschino cherries
- 1/2 cup brown sugar
- 1/4 cup butter (for topping)
- 1 1/2 cups all-purpose flour
- 1 1/2 tsp baking powder
- 1/4 tsp salt
- 1/2 cup butter (softened)
- 3/4 cup granulated sugar
- 2 eggs
- 1 tsp vanilla extract
- 1/2 cup whole milk
Instructions
- Preheat oven to 350°F (175°C).
- Melt 1/4 cup butter in a 9-inch round cake pan. Sprinkle brown sugar evenly over the butter.
- Arrange pineapple rings on top of the sugar. Place a maraschino cherry in the center of each ring.
- In a bowl, whisk together flour, baking powder, and salt.
- In another bowl, beat 1/2 cup butter and granulated sugar until light and fluffy. Add eggs one at a time, then vanilla.
- Alternate adding dry ingredients and milk to the butter mixture. Mix just until combined.
- Spread the batter over the pineapples in the pan.
- Bake for 40-45 minutes or until a toothpick inserted in the center comes out clean.
- Let the cake cool for 5 minutes. Run a knife around the edges and invert onto a serving plate.
Notes
- Use fresh pineapple for a more natural flavor if desired.
- Add a splash of pineapple juice to enhance moisture.
- Warm individual slices before serving for best taste.
- Prep Time: 15 minutes
- Cook Time: 45 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 slice
- Calories: 320
- Sugar: 28g
- Sodium: 180mg
- Fat: 15g
- Saturated Fat: 9g
- Unsaturated Fat: 5g
- Trans Fat: 0g
- Carbohydrates: 45g
- Fiber: 1g
- Protein: 3g
- Cholesterol: 65mg