With 5-Star Pineapple Upside-Down Cakes, There’s Just No Downside

In a topsy-turvy world, pineapple upside-down cakes are the perfect treat. Here are 5 ways to enjoy the upside of of this crazy cake.

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This day needs cake.

1. Classic

Old Fashioned Pineapple Upside-Down Cake

This is the traditional version everyone pictures when they crave pineapple-upside down cake with canned pineapple rings and maraschino cherries. 200+ reviewers awarded it 5 stars, so there you go.

 Pineapple Upside-Down Cakes | Old Fashioned Pineapple Upside-Down Cake

Old Fashioned Pineapple Upside-Down Cake | Photo by ladyinthewoods

2. All-Natural

Fresh Pineapple Upside-Down Cake

This top-rated version is made with fresh, juicy pineapple cut into rings. As for the jarred maraschino cherries, they’re strictly optional.

 Pineapple Upside-Down Cakes | Fresh Pineapple Upside Down Cake

Fresh Pineapple Upside Down Cake| Photo by MommyFromSeattle

Related: How to Cut a Pineapple

3. Boozy

Chef John’s Pineapple Upside-Down Cake

This one is completely from scratch. It looks dark, and that’s on account of the (bonus!) dark rum. The keys? A cast-iron skillet and, uh, that dark rum we mentioned.

4. Cupcakes

Pineapple Upside-Down Cupcakes

Looking for an itty bitty cake you don’t have to share? This cupcake version is for you, cupcake.

 Pineapple Upside-Down Cakes | Pineapple Upside Down Cupcakes

Pineapple Upside Down Cupcakes | Photo by Kim’s Cooking Now!

5. Drinkable

Pineapple Upside-Down Cake in a Glass

Okay, our attorneys tell us this is not technically cake. But with this cocktail, you can have your cake and drink it, too.

 Pineapple Upside-Down Cakes | Pineapple Upside-Down Cake in a Glass

Pineapple Upside-Down Cake in a Glass | Photo by CookinBug

In Other Cake News

• Check out even more recipes for pineapple upside-down cake.
• Here are 12 simple tips to take your cakes from good to great.

Follow me to more recipe inspiration and how-to tips on Allrecipes Dish.