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If you could taste a hug from Mom, it might taste like this warm, buttery rum pineapple upside down cake — rich, caramelized, and just a little bit indulgent.
This version takes the classic pineapple upside down cake you grew up loving and gives it a deeper, more decadent twist with brown sugar and a splash of rum. The result is a richer caramel flavor, a softer crumb, and a slightly more grown-up take on a nostalgic favorite.
If you’re looking for the traditional version, be sure to try my Pineapple Upside Down Cake. But if you want something a little more elevated and special, this rum version is absolutely irresistible.
What I Love About This Recipe
- Brown sugar and rum
- Rich and delicious
How To Make Rum Pineapple Upside Down Cake Recipe
Serving up this rich flavor-intense upside down cake is easier than you think.
First, you’ll soak your pineapple rings in rum and melt your brown sugar in a cast-iron skillet. Arrange your pineapples and pecans in the brown sugar skillet before pouring your batter in.
Bake it up in the oven and flip it onto a serving plate while still warm. Voila!
⭐ Pro Tips
⭐ Don’t overmix the batter
Overmixing strengthens gluten and can make your cake tough. Mix just until combined for a soft, tender crumb.
⭐ Spoon the batter into the pan
The batter will be thick, so spooning it in helps keep your pineapple and pecans in place for a prettier finished cake.
⭐ Use dark brown sugar
Dark brown sugar gives this version its deeper caramel flavor and rich color.
⭐ Choose a smooth dark rum
A smooth, mellow rum adds warmth without overpowering the cake.
Storing + Freezing + Make-Ahead
How Long Can You Keep This In The Fridge?
Your pineapple upside down cake will stay fresh and yummy in the fridge for 3 days if stored correctly. I’ve never had one last that long, though. Once the FAM descends on it – it’s gone! It’s also probably best to reserve the FDA-recommended 2-hour serving rule.
Can This Be Froze?
Absolutely! This pineapple upside down cake freezes really well but I like to serve it warm, so I typically don’t freeze mine.
- Just slow-thaw it in the fridge overnight. You can even pop it into a warm oven to heat it up a bit.
Upside-Down Cake Make-Ahead Tips:
Like I said, I think this cake is best fresh out of the oven, but it’ll stay good for a couple of days. Just make sure to protect it from the air so it doesn’t dry out. It should go into the fridge since it has fruit on it and it’s traditionally served cold anyway.
Tools to Make
- An 11×14 baking dish to marinade pineapple rings
- A 9 ½ inch cast iron skillet to build the cake in.
- It helps to have an electric mixer for the cake batter
More Fruity Cake Recipes
Here are some other fruity cake recipes you may enjoy.
- Hummingbird Cake – sweet bananas, tart pineapple, and a bright cream cheese frosting!
- Apple Dump Cake Recipe – Tender fruit and a rich, buttery cake covered with crunchy crumbs
- Bisquick Strawberry Short Cake -The easiest way to make homemade sweet shortcakes to cradle fresh, juicy strawberries and whipped cream.
- Caramel Apple Sheet Cake – super moist, deliciously spiced cake
- Banana Pound Cake – forget all about regular ‘ole banana bread
- Harvey Wallbanger Cake – the 70’s cake!
Tried This Recipe?
If you make this rum pineapple upside down cake, I’d love to hear what you think! 💛
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Thanks for stopping by my kitchen today — happy cooking, friends! 💗 Kathleen
Pineapple Upside Down Cake
Ingredients
- 5 rings fresh pineapple Cut Into 1/2 Rings
- 1/2 cup dark rum
- 6 tablespoons plus 1/2 cup unsalted butter
- 1 2/3 cups dark brown sugar packed, divided
- 1/3 cup pecan halves
- 1 2/3 cups all-purpose flour
- 1 teaspoon dried ground ginger
- 1 teaspoon baking powder
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- 3 eggs large
- 1 tablespoon vanilla extract
- 1 teaspoon mild flavored molasses
- 2/3 cup buttermilk well shaken
Instructions
- Preheat oven to 350°F (177°C).
- Pour rum (1/2 cup) into a 10x14 Pyrex baking dish. Place pineapple rings (5) in rum and flip them to coat. Let stand for about 30 minutes at room temperature.
- Melt 6 tablespoons of butter in a 9 ½-inch cast iron skillet over medium heat. Add 1 cup of the brown sugar and whisk until sugar dissolves and syrup boils about 2 minutes. Drain the pineapple and arrange it in a skillet in a nice pattern. Tuck pecan pieces (1/3 cup) into spaces.
- Whisk flour (1 2/3 cups), ginger (1 teaspoon), baking powder (1 teaspoon), baking soda (1 teaspoon), and salt (1/2 teaspoon) in a medium bowl.
- Beat 1/2 cup butter and 2/3 cup brown sugar in a large bowl. Beat in eggs (3), vanilla extract (1 tablespoon), and molasses (1 teaspoon). Beat in flour mixture in 3 additions alternating with 2 additions of buttermilk (2/3 cup). Spoon batter over pineapple.
- Bake in preheated oven for about 35-40 minutes or until a toothpick inserted in the center of the cake comes out clean.
- Allow the cake to cool for about 5 minutes. Place a large plate over the cast iron pan and flip it over. The cake should pop right out. Be careful! I don't think anything is hotter than cast iron!
What is whisk flour?
Step #4. Whisk the flour, ginger, baking powder, baking soda, and salt
How do you prepare the cast iron pan for baking cake in? Won’t it stick to the sides? Crisco perhaps?
Hi, Terry. I season my cast iron well, that’ll be a big help. I’m not sure, but little Crisco might help?
For this recipe, I melted the butter first and add the sugar.
Made this recipe, so quick and easy. I tweaked it a little and used the pineapple juice and made a simple syrup to brush on top and used for to poke holes for the syrup to add extra moistened and sweetness. Turned out great 👍👍👍👍 thank you, will be making this again!
Wow, Debra. That’s amazing! I gotta try that too. Thank you for sharing and feedback 🙂
This looks amazing but what if you don’t have a cast iron pan…. can you use a deep cake pan instead?
Hi Cyndi! I haven’t done this before so I can’t advise! If you give this a try, let us know how it turns out. Happy baking!
I’ll try this on my birthday
This look’s and sounds sooo delicious and can’t wait to make it for my mother!! Is there a sauce that would go over the top of the cake after it is flipped over and is it okay to use canned pineapples or does it have to be a fresh pineapple??
Hi Sabrina! I don’t add any sauce after flipping it over. And also, you can use canned pineapples. Hope this helps! 😀
Kathleen, my dad would LOVE this. His favorite is pineapple upside down cake. This is gorgeous.
Looks beautiful and delish! Have not eaten a pineapple upside down cake in a while.
I'm giving this recipe to my mom, pineapple upside down cake was her go-to recipe when I was growing up!
Mmmm…look wonderful, my husbands favorite cake from his childhood 🙂
Glad to see someone bringing back a classic. It's so delicious looking that I'm surprised that pineapple upside down cake went out of fashion.
that looks amazing! and I bet it taste even better!