Pineapple Upside Down Cake

Featured in Irresistible Desserts.

Learn to make a perfect pineapple upside down cake with an updated recipe featuring caramelized fruit topping and soft, tender cake base. Great for special occasions.

Ranah
Updated on Tue, 21 Jan 2025 16:56:17 GMT
A close-up of a pineapples upside-down cake topped with maraschino cherries and a glossy glaze. Pin it
A close-up of a pineapples upside-down cake topped with maraschino cherries and a glossy glaze. | lifesugar.co

Let me share my grandmother's beloved pineapple upside down cake recipe that's been bringing smiles to our family gatherings for generations! This isn't just any cake it's a buttery, caramel-kissed masterpiece that fills your kitchen with the most incredible aroma. Every time I make it, the moment of flipping the cake onto the plate brings back memories of standing on a stool in my grandmother's kitchen, waiting for that magical reveal. The way those pineapple rings and cherries glisten like jewels it's simply irresistible!

A Recipe Made Better With Time

Over the years, I've tweaked Grandma's recipe just a bit (don't tell her!). My secret? Switching to cake flour for that cloud-like texture, and creaming the butter until it's extra fluffy. The best part? I've figured out the perfect amount of batter so you'll never have to worry about overflow again. Trust me, after countless Sunday baking sessions, these little changes make all the difference!

A close-up of a dessert topped with pineapple slices and maraschino cherries. Pin it
A close-up of a dessert topped with pineapple slices and maraschino cherries. | lifesugar.co

Let's Talk Ingredients

  • Cake Flour: I swear by this swap! It makes the cake so tender, my kids call it 'cloud cake'.
  • Baking Powder & Soda: These are your best friends for achieving that perfect rise even under all that fruity goodness.
  • Sugar Magic: Regular sugar in the cake, but brown sugar for that gorgeous caramel topping it's non-negotiable!
  • My Secret Weapon: Sour cream! It makes the cake incredibly moist and tender. I discovered this by accident one day when I was out of milk.
  • Pineapple Juice: Save every drop from your can of pineapples it adds the most amazing flavor to the cake!

Let's Bake Together!

The Topping First
Start by melting that butter until it's all bubbly and gorgeous. Pour it into your pan, sprinkle with brown sugar (be generous!), and arrange your pineapple rings like you're creating art. Pop those cherries in the centers they're like little jewels!
Making the Magic
This is where we get serious about creaming that butter and sugar. I usually set a timer because the fluffier it gets, the better your cake will be. Then in go those egg whites and vanilla pure heaven!
Bringing It Together
When you pour that batter over your arranged fruit, take a moment to smooth it out carefully. We want every bit of fruit covered in cakey goodness.
The Big Bake
Don't forget to put a baking sheet under your pan I learned this lesson the hard way! Twenty minutes of amazing aromas, then the hardest part waiting to flip it!

My Top Topping Tricks

Here's something I learned after many (many!) attempts always pat those pineapple rings dry with paper towels. It seems fussy, but it makes such a difference! And take your time arranging the fruit it's like creating a delicious piece of art. My daughter loves helping with this part, especially placing those bright red cherries just so.

The Secrets to Success

Listen up, because these tips come from years of trial and error! Always (always!) put a baking sheet under your cake pan those buttery juices love to bubble over. And resist the urge to flip too soon. I set a timer for 20 minutes of cooling even though my family hovers around the kitchen begging to dig in!

About That Amazing Texture

You might notice this cake is a bit denser than your typical birthday cake and that's exactly what we want! All those delicious fruit juices seep down into the cake while it bakes, creating this incredible moist texture that just melts in your mouth. My husband says it's like having dessert and fruit in one perfect bite!

A close-up of a glazed pineapple upside-down cake topped with red cherries on a white plate. Pin it
A close-up of a glazed pineapple upside-down cake topped with red cherries on a white plate. | lifesugar.co

Fresh vs Canned Pineapple

While I adore fresh pineapple for snacking, I've found that canned pineapple rings actually work better in this recipe! They're perfectly sized and consistent in thickness, which helps everything bake evenly. Plus, you get that precious juice for the batter. Just make sure to get the rings, not chunks I learned that lesson the hard way during one memorable birthday disaster!

Perfect Any Time of Year

This cake has become my go-to dessert for every season! In winter, we love it slightly warm with a cup of coffee. Summer? Add a scoop of vanilla ice cream and watch it melt into all those caramel-y crevices. It's pure bliss! Last Christmas, I made mini versions as gifts they were such a hit, I'm still getting requests for the recipe.

Perfect for Small Gatherings

The size of this cake is just right for intimate celebrations. It's become our family's favorite for Sunday dinners when the kids bring friends over. Everyone gets a perfect slice, and there's usually just enough left for someone's lucky lunch box the next day. My friend Sarah says it's the only cake her picky eater will finish!

Keeping It Fresh

If you manage to have leftovers (which rarely happens in my house!), here's how to keep them perfect: store in an airtight container in the fridge for up to 3 days. A quick 15 seconds in the microwave brings back that just-baked magic. Want to really plan ahead? This cake freezes beautifully I always make an extra for surprise guests!

A slice of pineapple upside-down cake topped with a cherry is served on an ornate white plate. Pin it
A slice of pineapple upside-down cake topped with a cherry is served on an ornate white plate. | lifesugar.co

Why We Love This Classic

There's something so special about a recipe that's been bringing joy for generations. Every time I make this cake, I think about all the birthdays, holidays, and simple Sunday afternoons it's been part of. My kids now help arrange the pineapples just like I did with my grandmother all those years ago it's like a delicious piece of family history!

The Big Reveal

The moment of flipping this cake is pure kitchen theater! I always gather everyone around for the big reveal it never gets old watching those faces light up when that gorgeous topping comes into view. Even after making it hundreds of times, I still get excited every single time I lift the pan!

Mix It Up!

While the classic version holds a special place in my heart, sometimes I love getting creative! Last summer, I tried it with fresh peach slices absolute heaven! And during mango season? Oh my goodness, you have to try it! My latest experiment was adding a sprinkle of toasted coconut around the edges total tropical vibes!

Serving in Style

Want to make this cake extra special? I love serving it while it's still slightly warm with a dollop of freshly whipped cream that slowly melts into all those caramel-y crevices. For summer parties, a scoop of vanilla bean ice cream takes it over the top. My mother-in-law's secret? A splash of dark rum in the caramel topping pure genius!

A round pineapple upside-down cake topped with pineapple rings and maraschino cherries, displayed on a white plate. Pin it
A round pineapple upside-down cake topped with pineapple rings and maraschino cherries, displayed on a white plate. | lifesugar.co

Plan Ahead Like a Pro

Here's a trick for busy days: prep your topping the night before and keep it in the fridge. Mix your dry ingredients too. The next day, you just need to make the batter and assemble! I do this for holiday dinners when I want that fresh-baked magic but don't want to spend all day in the kitchen. Works like a charm every time!

Frequently Asked Questions

→ Can I use fresh pineapple instead of canned?

Yes, you can use fresh pineapple rings and cherries. Make sure to blot excess liquid from fresh fruit to prevent overflow. Avoid using chunks or crushed pineapple as they can create a messy topping.

→ Why do ingredients need to be at room temperature?

Room temperature ingredients mix together easily and evenly, creating a smooth batter. Cold ingredients can lead to uneven mixing and affect the cake's texture.

→ Can this cake be made ahead?

This cake is best served fresh. The topping can be prepared one day ahead, but for the best presentation, bake and serve the same day.

→ How should I store leftovers?

Keep leftover slices in the fridge for up to 3 days. You can freeze slices for 3 months, but avoid freezing the whole cake as the topping won't thaw nicely.

→ Why did my cake brown too quickly?

Tent the cake with foil halfway through baking to prevent over-browning before the center is fully cooked. The center should test clean with just a few moist crumbs.

Conclusion

Learn to make a perfect pineapple upside down cake with an updated recipe featuring caramelized fruit topping and soft, tender cake base. Great for special occasions.

Pineapple Upside Down Cake

Classic cake with caramelized pineapple rings and cherries on top of a tender butter cake. Perfect blend of sweet fruit and moist vanilla cake.

Prep Time
25 Minutes
Cook Time
45 Minutes
Total Time
70 Minutes


Difficulty: Intermediate

Cuisine: American

Yield: 10 Servings (1 9-inch cake)

Dietary: Vegetarian

Ingredients

01 4 tbsp melted butter (56g).
02 1/2 cup brown sugar (100g).
03 8-10 pineapple rings.
04 15-20 maraschino cherries.
05 1 1/2 cups cake flour (177g).
06 1 tsp baking powder.
07 1/4 tsp baking soda.
08 1/2 tsp salt.
09 6 tbsp soft butter (85g).
10 3/4 cup sugar (150g).
11 2 egg whites, room temp.
12 1/3 cup sour cream (80g).
13 1 tsp vanilla.
14 1/4 cup pineapple juice.
15 2 tbsp milk.

Instructions

Step 01

Pour melted butter in 9-inch pan, top with brown sugar. Arrange pineapple and cherries, chill.

Step 02

Whisk cake flour, baking powder, baking soda and salt.

Step 03

Beat butter and sugar until fluffy. Mix in egg whites, sour cream and vanilla.

Step 04

Add dry mix, pineapple juice and milk. Mix just until smooth.

Step 05

Pour batter over chilled topping.

Step 06

At 350°F for 43-48 minutes, tenting with foil halfway. Cool 20 minutes before flipping.

Notes

  1. Blot excess liquid from fruit.
  2. Use room temperature ingredients.
  3. Cool completely before slicing.

Tools You'll Need

  • 9-inch cake pan.
  • Stand or hand mixer.
  • Cooling rack.

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Dairy.
  • Eggs.
  • Wheat.

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 310
  • Total Fat: 12 g
  • Total Carbohydrate: 48 g
  • Protein: 3 g