Let me just say this upfront: I once stayed in a relationship way past its expiration date… because of this cake. Well, a version of it, made by my college boyfriend’s mother. It was sticky, sweet, and served at every family gathering—way more consistent than the boyfriend himself, to be honest!

But the good news? I’ve since ditched the drama and figured out how to make this fabulous pineapple upside down dump cake with just 5 ingredients, 5 minutes of prep, and absolutely zero emotional baggage. You’re welcome.
This easy, retro dessert tastes just like the classic pineapple upside down cake your mom (or your mom’s mom) used to make—but with no mixing, no flipping, and no tears in the bathroom afterward. Just dump, bake, and dig in.
What You’ll Need:
- 9x13 inch baking dish
- Measuring cup
- A deep appreciation for buttery golden cake goodness
Ingredients:
- 2 (20 oz) cans pineapple tidbits, drained
- 1 (16 oz) jar maraschino cherries, drained
- ½ cup brown sugar
- 1 (15.25 oz) box pineapple cake mix
- ¾ cup butter, melted

Instructions:
Preheat that oven to 350°F and grease your 9x13-inch baking dish like it’s 1984 and Pam spray is the hottest kitchen item on the block.
Pour the drained pineapple tidbits right into the dish and spread 'em out evenly.

Dot those bright red cherries all over the top like edible confetti. (Pro tip: sneak a few—chef’s treat.)

Sprinkle the brown sugar over the fruit like it’s sweet gossip.

Evenly dump the dry cake mix over everything—don’t stir! Trust the process.

Drizzle the melted butter over the top like you're painting happiness.

Bake for 55 minutes, or until the top is golden and your kitchen smells like the best parts of your childhood.

Let it cool for 15 minutes if you can wait (good luck), then scoop and enjoy!
Tips & Twists:
- Want a little extra flair? Add a splash of rum to the pineapple for a boozy tropical twist. (Very adult. Very fun.)
- No pineapple cake mix? Yellow cake works beautifully too.
- You can totally serve this warm with a scoop of vanilla ice cream. It’s not mandatory… but it should be.
This beauty is pure throwback heaven, without the hassle of layering, flipping, or dating anyone’s son. It’s perfect for potlucks, summer barbecues, or just treating yourself after a long Tuesday.
Here are some more great recipes you might love:
- Old Fashioned Cherry Pie Bites, But Make Them Easy With An Air Fryer!
- Mini No Bake Raspberry Cheesecakes – Party Perfect Treat!
- White Chocolate Blueberry Fudge, But Make It Fast and Easy!





