The Best Pineapple Upside-Down Cake — 🍍🧡😋 So soft, moist, and really is the best! A cheery, happy cake that’s sure to put a smile on anyone’s face! This 100% from-scratch cake is an EASY reader favorite you’re going to love!
Table of Contents
I love this easy scratch cake because it’s fast and easy to make, and it always turn out supremely moist, springy, and fluffy thanks to the buttermilk, sour cream, and oil. That trifecta of moisturizing and tenderizing ingredients makes it impossible to have a dry cake.
Not to mention, the buttery, brown sugary pineapple juice that seeps down into the cake from the slices on top make the cake so soft, moist, and buttery that it just melts in your mouth.
The cake is soft, sweet, with an almost imperceptible tang from the buttermilk that adds another layer of flavor. The pineapple slices add chewiness and texture to the otherwise falling-apart-soft crumb.
There’s no better way to get your Vitamin C than via pineapple baked in it’s own brown sugar-browned butter sauce!
Pineapple Upside Down Cake Ingredients
To make this easy pineapple upside down cake, you’ll need the following ingredients:
- Unsalted butter
- Light brown sugar
- Canned pineapple slices
- Maraschino cherries
- All-purpose flour
- Granulated sugar
- Baking powder
- Egg
- Buttermilk
- Sour cream
- Canola oil
- Vanilla extract
Note: Scroll down to the recipe card section of the post for the ingredients with amounts included and for more complete directions.
Ingredient Swaps
You must use each of these ingredients as they’re listed. Substitutions like whole wheat flour or an alternative sweetener may result in a less than stellar upside down cake.
How to Make Pineapple Upside Down Cake
Making pineapple upside down cake from scratch is so easy! First you’ll arrange the pineapple-cherry topping, then you’ll prepare the cake batter.
- Arrange the pineapple-cherry topping: I used one 20-ounce can pineapple slices. I kept one slice whole for the center of the cake, and then fanned 12 halves around it. I used the remaining 3 slices (6 halves) to line the sides of the pan. Nobody likes bald sides.
- Make the cake batter: After getting the pineapple and cherries in the pan, whisk together the cake batter and turn it out into the pan. I filled my 9-inch round cake pan about 3/4-inch full with batter.
- Let the cake cool before flipping: I made the cake before bed and let it cool overnight in the pan with a sheet of foil over it. There’s no big rush to get it out of the pan. Because of how buttery the topping is, the pan is so well-greased that the cake just plopped right out.
Baking Tip
Although the cake doesn’t rise a ton, it’s still a cake and rises some, so don’t exceed about 3/4-full, the same idea as when filling a muffin tin. Discard the last bit of batter if need be. I mention this because all cake pans, the exact amount of pineapple, cherries, etc will vary slightly.
Baking FAQs
No, regular round cake pans aren’t deep enough. You also can’t use a 9-inch square baking pan for this. You have to use a 9-inch round springform pan, otherwise this homemade pineapple upside down cake recipe won’t turn out right.
I recommend making this easy pineapple upside down cake in this 9-inch springform pan. This is the exact pan I use at home and it works every time! However, readers have told me it’s often out of stock. In that case, I suggest this comparable 9-inch springform pan.
I haven’t tried that before because I just don’t have the patience for it! So unfortunately I can’t tell you if this recipe can be made as cupcakes.
Yes, you just have to be precise with your arrangement of the pineapple upside down cake topping in the bundt pan before you add the cake batter. The bake time may need to be altered slightly, so watch the oven and not the clock.
I’ve only ever used canned pineapple rings so I can’t say for sure whether fresh pineapple would work in place of canned. Most likely yes, but please let me know if you try this and it works out!
If possible, get your hands on real buttermilk. If that’s not possible, you can try making a buttermilk substitute (for every 1 cup of milk, mix in 1 tablespoon lemon juice or white vinegar). If you have to make a buttermilk substitute, you should use 2% or whole milk for the best results.
Time! The cake needs time to cool in the pan (at LEAST 30 minutes, but preferably overnight) before it’s safe to invert it onto a plate. As the cake cools, the pineapple on the bottom (soon to be the top!) firms up, the sugars set to create a caramel-y sauce, and the cake itself sets.
If your cake turned out mushy, you likely didn’t drain the pineapple and cherries well enough.
Absolutely! In fact, making it a day in advance means the cake will pop out of the cake pan so much easier when you’re ready to invert it.
Melted butter! The butter gets added to the bottom of the pan before all of the toppings are arranged. The sugar and butter caramelize in the oven, but there’s enough butter that the cake should pop right out of the pan once cool.
Storage Instructions
Room temp: You can store the cake at room temperature for up to five days. Cover the pan with foil. The cake will stay super moist thanks to the juicy topping.
In the freezer: Since this is such a moist cake that’s loaded with fruit, I do not recommend freezing it.
Thank you for this recipe! I’ve made it about 5 times and follow the recipe exactly and every time it turns out perfectly. Everyone enjoys it and now requests it. Excellent cake!
Jamie
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The Best Pineapple Upside Down Cake
Equipment
Ingredients
- ½ cup unsalted butter
- ¾ cup light brown sugar, packed
- one 20-ounce can pineapple slices
- about 12 maraschino cherries
- 1 cup all-purpose flour
- ¾ cup granulated sugar
- 2 teaspoons baking powder
- pinch salt, optional and to taste
- 1 large egg
- ½ cup buttermilk, or Powdered Buttermilk, use 2 tablespoons with the dry ingredients + 1/2 cup water added with the wet
- ⅓ cup sour cream, lite is okay (plain Greek yogurt may be substituted)
- 3 tablespoons canola or vegetable oil
- 2 teaspoons vanilla extract
Instructions
- Preheat oven to 350F.
- In a small, microwave-safe bowl, melt the butter, about 1 minute on high power.
- Pour the butter into a 9-inch springform cake pan. Use your finger to run a bit of butter around the side of the pan so it’s well-greased.
- Evenly sprinkle the brown sugar over the butter.
- Add 1 whole pineapple slice to the center of the pan.
- Halve the remaining slices vertically. Stagger them in a fan-like fashion going around the cake. I used 12 slices.
- Place the remaining slices around the sides of the cake pan with the curved side pointing down toward the bottom of the pan (see photos for reference). There will likely be bare side patches with no pineapple coverage, that’s okay.
- Place 1 cherry in the center of the whole pineapple slice in the middle of the pan.
- Place 1 cherry in the center cutout of all the fanned pineapple slices; set pan aside.
- In a large bowl, whisk together flour, granulated sugar, baking powder, optional salt; set aside.
- In a separate small bowl, whisk together the next 5 wet ingredients (through vanilla).
- Add the wet mixture to the dry, mixing lightly with a spoon or folding with a spatula until just combined. Small lumps will be present, don’t overmix or try to stir them smooth.
- Gently turn batter out into prepared pan, being careful to not disturb the pineapple slices on the sides or bottom. Fill pan only to about 3/4-full. If you have a little extra batter, discard it rather than overfilling your pan.
- Place pan on a cookie sheet (to catch anything that does overflow) and bake for about 40 minutes, or until center is set and not jiggly, and a toothpick inserted in the center comes out clean or with a few moist crumbs, but no batter. Only go down about 1-inch with the toothpick, not all the way to the bottom where you’ll hit gooey pineapple juice.
- Place pan on a wire rack and allow cake to cool for at least 30 minutes before inverting, slicing, and serving. I allowed cake to cool overnight, covered with a sheet of foil, before inverting.
Video
Notes
- Cake will keep airtight at room temperature for up to 5 days.
- Cake base adapted from Blueberry Muffin and Buttermilk Pancakes Cake.
Nutrition
Nutrition information is automatically calculated, so should only be used as an approximation.
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More Easy Pineapple Desserts:
Layered Carrot Cake with Cream Cheese Frosting – A tender and moist classic two-layer carrot cake with tangy-sweet cream cheese frosting!
Pineapple Coconut Oil Banana Bread — Banana bread spiked with pineapple and coconut oil that’s so good!
Hummingbird Cake — A super SOFT and moist cake with bananas, pineapple, coconut, cream cheese frosting, and pecans!! Makes a huge cake that’ll feed a crowd!
Pineapple Poke Cake With Pineapple Glaze — A pineapple version of a poke cake with a pineapple glaze that you’ll adore!
Tropical Escape Pineapple Crumble Bars — Soft, tender bars that have a great crumble topping that will remind you of the tropics!
Angel Pineapple Lush Parfaits — This is a 4-ingredient, no-bake dessert that’s ridiculously easy, you don’t need a mixer, and you don’t have to turn your oven on.
Pineapple Coconut Bars — Eat your piña colada rather than drinking one with these fast, EASY, no-mixer bars that taste TROPICAL!! Pineapple, coconut, white chocolate, and cherries!!
Recipe originally from March 2014 and reprinted in May 2018
I loved this recipe! I’m am just like your daughter. I love pineapple but have never had this cake before. I was moist and full of flavor. My husband, who usually doesn’t like cakes because they are too dry, liked this cake too. Thank you for another wonderful recipe Averie!
Thanks for trying this cake (and your first ever pineapple upside down cake!) and so glad your husband even liked it! Glad you’re happy & thanks for the feedback!
I made this last night for a dinner party. It was very good!!! Thank you so much!!
Glad you enjoyed it and thanks for trying it!
Hi Averie, I made another upside down pineapple cake for easter and was not pleased with the results. I saw your receipe and tried it today. You are right…it is the best ever. The only thing I did different was add a little almond extract. Thank you so much for your great recipes. I have never been disappointed with any of your creations.
Oh I love almond extract & I can see it being great in here! Thanks for saying it’s ‘the best’. After not having luck with another recipe which is so frustrating – I am glad you’re happy with my recipe! And with my other recipes, too!
It looks totally yummy!
But, isn’t the amount of fats in the batter too small? Other recipes call forse something like 1/2 cup of butter in the batter, this one only needs 3 tbsp of oil… I’m confused… Anyway I’m gonna tra this recipe tomorrow! What if I add the juice from canned pineapple to the batter? Would it be too liquid?
Thank you!
Follow the recipe as I wrote it; I promise it works like a charm. Don’t make alterations since I have no idea if what you want to do will work or not – what I wrote, works. Enjoy the cake!
I’ve made my very first pineapple upside-down cake following your recipe. This came out just amazingly beautiful (almost the same as in your pics) and sooo delicious!!! Thank you, Averie for great recipes that actually deliver! Your blog is officially my favorite!
Thanks for saying my site is your favorite and glad your cake came out just amazingly beautiful! Isn’t it just such a PRETTY cake! I love this one!
I haven’t made one of these cakes in ages! …but I will be making this one of
yours! Beautiful post…thanks for sharing! Love all the pics!
Great & LMK how it goes!
I’m in the same boat as your daughter…never had one! But these pictures are so mouthwateringly gorgeous I’m half tempted to just go make it right now!! Definitely pinning for a spring occasion. The occasion just might be that I need to try a pineapple upside-down cake :) Pinned!
Okay, seriously, how freaking gorgeous is this cake? You did this cake some MAJOR justice in these photos. Well done, friend!
I loved how bright and sunny these images turned out. The cake was a joy to photograph. Unlike most cakes which are huge, awkward and annoying! Lol
OMG Averie, this is beautiful, sunny, lovely, delicious perfection! I feel like it’s summertime just by looking at your gorgeous photos. You’re absolutely brilliant for the fanning technique AND for putting pineapple slices on the side of the pan. Talk about getting pineapple in every singe luscious bite.
Hey – a weird but REALLLY tasty tip for you – try this one time and you won’t regret it. We got the idea from a garlic cookbook. In place of several of the cherries, put a small garlic clove. (You can remove it when the cake is done – the flavor is all you wanted, not the clove itself).
The garlic imparts a wonderful deep savory counterpoint to the sweetness of the cake and nobody who tastes it will have the slightest clue that it was garlic, they’ll just say it really is good. :-)
I really loathe garlic. Like, I hate it :) I mean HATE IT. I also am allergic to it, so this one won’t work for me but thanks anyway!
This is quite possibly the most beautiful pineapple upside down cake I’ve ever seen. Plus, it looks so much better than the cakes I’ve tried to make in the past. I’m definitely going to try your recipe the next time I have a pineapple upside down cake craving. Thanks!
Thanks, Danielle, I appreciate it! I hope you can try the recipe one day!
This may be your most visually stunning post to date Averie. I love the pop of the cherries, so vibrant! This cake looks so incredibly moist and the cake itself is just beautiful! Pinned girl!
Thanks, Trish, for the high compliment about this post! I really loved the images and it’s not as popular as a drippy chocolate recipe post, but I personally love the pics. So thank you for saying that :) And thanks for pinning!
Wow. I didn’t think I’d ever want Pineapple Upside-Down Cake so bad in my entire life. Looks amazing!
Thank you!
Wow, Averie! This looks so yummy. I can tell how moist the crumb is just by looking at the pictures. Your presentation is so beautiful, too. Can’t wait to try this!
Thanks, Lisa!
This is such a pretty cake! We don’t particularly love maraschino cherries. Any idea what subs well? I’ve never had pineapple upside down cake. I get the heeby-jeebies at the prospect of flipping the cake over. Jitters!
You could just omit if you really don’t like them but the cake won’t have quite the same visual appeal.
Wow! Only you could make a pineapple upside down cake look so immaculate. This really brightened up an otherwise gloomy day. Well done!