Pineapple Upside Down Cheesecake 🍍

This pineapple upside down cheesecake is the perfect spring dessert — it’s light, fruity, and has that sweet caramelized pineapple flavor on top with a rich, creamy cheesecake underneath. It’s the best mix of a classic cake and a smooth cheesecake, all in one bite. The pineapple and cherries give it that fresh, bright look that makes it perfect for spring gatherings or just treating yourself.

Ingredients:

Topping:

• Pineapple rings

• Maraschino cherries

• 1/2 cup brown sugar

• 1/4 cup butter (melted)

Crust:

• 1 1/2 cups graham cracker crumbs

• 1/3 cup melted butter

• 1/4 cup sugar

Cheesecake Filling:

• 2 (8 oz) cream cheese (softened)

• 1/2 cup sugar

• 2 eggs

• 1 tsp vanilla

• 1/2 cup sour cream

Instructions:

1. Preheat oven to 325°F.

2. Pour melted butter and brown sugar into the bottom of your pan, then arrange pineapple rings and cherries.

3. Mix graham cracker crumbs, sugar, and melted butter, then press into pan to form crust.

4. Beat cream cheese and sugar until smooth, then add eggs, vanilla, and sour cream.

5. Pour cheesecake mixture over crust.

6. Bake for 45–55 minutes until set.

7. Let cool completely, then chill in the fridge for a few hours.

8. Flip upside down before serving for that classic pineapple top.

This came out so creamy with that sweet caramelized pineapple flavor on top — definitely a spring favorite 🍍✨

Would you try this or stick to classic cheesecake? 👀

#springrecipe #lemon8challenge #cheesecake #dessertideas #bakingathome #sweettooth

3/29 Edited to

... Read moreMaking a pineapple upside down cheesecake is a fantastic way to blend the tropical tang of pineapple with the creamy richness of cheesecake. From my experience, the key to a perfect cheesecake is ensuring the cream cheese is fully softened before mixing; this helps avoid lumps and creates that smooth, velvety texture everyone loves. I also like to use freshly squeezed pineapple juice in the batter to amplify the pineapple flavor subtly throughout the cheesecake, rather than it being just on top. When preparing the topping, it’s essential to melt the butter and brown sugar together just long enough for them to meld; this creates that signature caramelized base which beautifully enhances the pineapples and cherries. If you want to experiment, substituting maraschino cherries with fresh ones or even adding a touch of cinnamon to the brown sugar mixture gives a lovely twist. While the recipe calls for baking at 325°F for 45-55 minutes, I find using a water bath during baking can also help prevent cracks and maintain a moist, creamy texture inside. After baking, chilling the cheesecake overnight ideally helps the flavors meld, making each bite more flavorful and the texture firmer. One important tip I’ve learned is to be gentle when flipping the cheesecake out of the pan to keep the pineapple and cherry topping perfectly intact. Prior to flipping, running a knife gently around the edges helps release the cake smoothly. This dessert works wonderfully for spring celebrations or as a delightful end to any meal, offering a balance of sweet caramelized pineapple with the lush creaminess of cheesecake that keeps everyone coming back for more.

15 comments

See more comments

Related posts

Mini Pineapple Upside Down Cheesecakes
These bite-sized desserts are perfect for any occasion! With a creamy cheesecake filling, buttery graham cracker crust, and topped with sweet pineapple and a drizzle of caramel, they’re sure to satisfy your sweet tooth! Ingredients: Pineapple Chunks: 1 can (20 oz), drained Caramel Sauce:
Blessedgigiof3

Blessedgigiof3

20 likes

Pineapple Upside Down Cupcakes 🍍🧁
Ingredients: For the Topping: 1/4 cup unsalted butter 1/4 cup packed brown sugar 6-8 pineapple rings (canned or fresh) Maraschino cherries (optional) For the Cupcake Batter: 1 1/2 cups all-purpose flour 1 1/2 tsp baking powder 1/4 tsp salt 1/2 cup unsalted butter, softened 1 cup gr
Tabitha

Tabitha

445 likes

Mini Pineapple Upside-Down Cheesecakes 🍍
8 ingredientes Ingredientes • 1 1/2 cups graham cracker crumbs: Graham cracker crumbs provide a slightly sweet, crunchy base that complements the creamy cheesecake. You can use store-bought crumbs or crush whole graham crackers yourself for a fresher taste. • 1/4 cup melted butter: Butter bind
rosario vnz 🇸🇻

rosario vnz 🇸🇻

20 likes

Pineapple Upside-Down CupCakes 🍍🧁
I made these for our snack last night && they didn’t even make it 24 hours…. They were too good, especially while they’re still warm 🤤 This recipe made 12 cupcakes && a small loaf cake! Ingredients: ✨ Melted Butter ✨ Brown Sugar ✨ Pineapple Chunks ✨ Maraschino Cherries ✨ Va
Taty Mone’t 🌼

Taty Mone’t 🌼

1523 likes

Pineapple Upside Down Cake
Recipe: - Box of yellow cake mix (follow the directions on the back of the box. Replace water with 1 Cup of Pineapple Juice. Add 1 additional egg) - 1 Cup of Pineapple Juice - 3-4 Eggs - 1/3 Cup of Oil - 1/3 Cup of Crushed Pineapple - 2 Can of Pineapples - 1/3 Cup of melted Butter - Brow
Ashia

Ashia

1798 likes

Mini Pineapple Upside Down Cheesecakes 🍍
Mini Pineapple Upside Down Cheesecakes 🍍 Ingredients 1 1/2 cups graham cracker crumbs 1/4 cup melted butter 2 (8-ounce) packages cream cheese, softened 1/2 cup granulated sugar 2 large eggs 1 teaspoon vanilla extract 1 can (20-ounce) pineapple chunks, drained 1/4 cup caramel sauce 💥Di
🩷Mihav ميهاف

🩷Mihav ميهاف

47 likes

Pineapple upside down cake
PINEAPPLE UPSIDE DOWN CAKE 👩🏻 Home Recipe 🍳 Prep time 1 hour Ingredients: •1/4 cup butter •1 cup packed brown sugar •1 can (20 oz) pineapple slices in juice, drained, juice reserved •1 jar (6 oz) maraschino cherries without stems, drained (about 18 cherries) •1 box Betty Crocker™
Audrey Asbill

Audrey Asbill

578 likes

Pineapple Upside Down Pound Cake
🍍 Buttermilk Pineapple Upside Down Pound Cake 🍍 Golden, buttery, and ridiculously moist! Ingredients Topping: • 4 Tbsp butter • ½ cup brown sugar • Pineapple rings + maraschino cherries Pound Cake: • 1 cup butter (softened) • 2 cups sugar &
Akeya Simeon

Akeya Simeon

1067 likes

Pineapple upside down cake 🤤🤤
Pineapple upside down cake Ingredients 1 stick of butter 1 C Brown sugar Cake mix 3 eggs 1/3 C vegetable oil 1 C water Pineapple rings 🍍 1C Pineapple juice Cherries 🍒 #lemon8partner #pineapplecake #Recipe #lemon8food @Lemon8 Food
Pao

Pao

1528 likes

Pineapple Upside Down Cheesecake Cake /Cupcakes
#cakesbycheryl #homemadewithlove #flavor #lemon8cakes #original Baltimore
Cakes By Cheryl

Cakes By Cheryl

1 like

🍍Easy Pineapple Upside-Down Cake Loaf🍒
Happy St Paddy’s Day 🍀 along with eating corned beef and cabbage, we’re eating homemade pineapple upside-down cake.Seriously so easy and bringing vintage vibes. My dad loves this cake and I let him do the honors of cutting it. He said it’s a 10/10. Enjoy 🇮🇪🌈💚 Pineapple Upside-Down Loaf Recipe I
Alaina

Alaina

62 likes

Pineapple Upside Down 🍍🍰🍒
Every day I have to talk myself OUT of this tea it’s just so damn good! 😋🥳 This tea has me in a chokehold and I’m not upset about it! Pineapple 🍍 Lemon 🍋 Mandarin 🍊 Cherry Topper 🍒 It covers all the flavor & benefit bases, and to me is the perfect daily drink!! 🥤 Comment “Kit” s
Qteas Loaded Teas

Qteas Loaded Teas

522 likes

Buttery Pineapple Upside Down Cinnamon Rolls
I make recipes like this at home because I love combining nostalgic desserts into something new. These pineapple upside down cinnamon rolls bake over a buttery caramel layer with pineapple rings and cherries, and the caramel soaks into the rolls while they bake. My personal twist: I pat the pine
Dessert Fix

Dessert Fix

48 likes

Pineapple Upside Down Cake Alani
Pineapple Upside Down Cake Alani -1 Orange Kiss Alani -2 tbsp Strawberry Skinny Syrup -then froth together 2oz Almond milk with 1 tbsp of Vanilla SS and 1-1/2 tbsp Pineapple Upside Down Cake SS and add on top Enjoy!! #alaninu #drinkrecipies #pineappleupsidedowncake #summerdrink #yu
Melissa_drinks&books❤️📚

Melissa_drinks&books❤️📚

467 likes

Pineapple Upside Down Cake 🍍🍒🍰
Yeah it’s that good!! 🤤🤩 160 mg of caffeine, 0 sugars, and 4 carbs total! This pineapple cherry punch is INSANELY good! 🍍🍒🍰 Are you ready to get loaded?? 🙂‍↔️
Qteas Loaded Teas

Qteas Loaded Teas

345 likes

Pineapple Upside Down Cupcakes
Pineapple Upside Down Cupcakes You’ll Need: 1/2C unsalted butter, melted 24 stemless maraschino cherries 1 can pineapple rings 1 1/2C brown sugar 1 box vanilla cake mix 1 1/4C pineapple juice 1/3C vegetable oil 3 large eggs Directions: 1. Preheat oven to 350*F and spread 24 muffin
Girlgetthecoffee

Girlgetthecoffee

435 likes

Pineapple Upside Down Cupcakes
These were a special request from a coworker for her birthday, yum! I ended up using my residual batter by chopping up maraschino cherries in it and making bonus cupcakes with cherry whipped cream. #pineapple #cupcakes
lynnreneeg

lynnreneeg

316 likes

Upside Down Pineapple Cupcakes
These cupcakes turned out amazing #pineapplecupcakes #easterrecipes #Lemon8Diary #bakingrecipes #justthebells10
JusttheBells10

JusttheBells10

274 likes

Pineapple Upside Down Muffins
One of my New Year resolutions is to bake more. The hubby requested these for New Years and it was my first time making them! Apparently they turned out the best he has ever tried 🤪 Ingredients: 1 box yellow cake mix 1 jar maraschino cherries 1 can pineapple slices 6 tbsp butter 3/4 cup bro
𝒩𝒶𝓉𝒶𝓈𝒽𝒶 𝑅𝑒𝒸𝓀𝑒𝓇

𝒩𝒶𝓉𝒶𝓈𝒽𝒶 𝑅𝑒𝒸𝓀𝑒𝓇

41 likes

Pineapple upside down cake
#pineappleupsidedowncake #cake #fyp #fypシ #recipes
Connie Homayed Kazan

Connie Homayed Kazan

485 likes

pineapple upside down cookies 🍒🍪
INGREDIENTS: 🍍2¼ cups all-purpose flour 🍒1 teaspoon baking soda 🍍½ teaspoon salt 🍒12 tablespoons butter softened 🍍½ cup granulated sugar 🍒¾ cup light brown sugar packed 🍍1 tablespoon vanilla extract 🍒 ½ tablespoon almond extract 🍍2 large eggs 🍒½ cup pineapple spears, sliced and crushed 🍍
Kaylee Ri

Kaylee Ri

19 likes

Pineapple Upside Down Cake 🍍
Sweet, sticky, and classic! This pineapple upside down cake is one of those timeless desserts that never goes out of style. Juicy pineapple rings, bright maraschino cherries, gooey brown sugar caramel, and a tender cake that flips perfectly every time — it’s pure comfort in every bite. The best
graceandgiggles.az

graceandgiggles.az

19 likes

Pineapple upside down cheesecake
#pineapple #Cheesecake #pineappleupsidedowncake #pineappleupsidedowncheesecake
JesuisSloane

JesuisSloane

6 likes

🍍🍒 Cranberry Pineapple Upside-Down Cake 🍒🍍
Ingredients: 🍒 For the topping: - 1/2 cup unsalted butter, melted - 3/4 cup brown sugar, packed - 1 cup fresh or frozen cranberries - 1 can (20 ounces) pineapple slices, drained - Maraschino cherries (optional, for decoration) 🍰 For the cake: - 1 3/4 cups all-purpose flo
rosario vnz 🇸🇻

rosario vnz 🇸🇻

13 likes

Mini pinapppe upside down Cheesecake
Mini Pineapple Upside-Down Cheesecakes 😍🍍 Ingredients: 1 1/2 cups graham cracker crumbs 1/4 cup melted butter 2 (8 oz) packages cream cheese, softened 1/2 cup granulated sugar 2 large eggs 1 tsp vanilla extract 1 can (20 oz) pineapple chunks, drained 1/4 cup caramel sauce Directions: Pre
Cbeautiful20

Cbeautiful20

19 likes

Pineapple Upside-Down Pound Cake
Ingredients For the Topping: 1/2 cup (1 stick) unsalted butter, melted 3/4 cup light brown sugar, packed 7–9 pineapple rings (canned or fresh) Maraschino cherries (optional, for center of pineapple rings) For the Pound Cake: 1 cup (2 sticks) unsalted butter, softened 2 cups
Treatznmore

Treatznmore

59 likes

🍰 VIRAL UPSIDE-DOWN CHEESECAKE
🔹 Yields: 6–8 servings 🧾 INGREDIENTS Base and Top Layer • 2 packages of Maria cookies or digestive biscuits • Milk (for lightly soaking) Cheesecake Filling • 400 g cream cheese • 1 can (397 g) sweetened condensed milk • 200 ml heavy whipping cream • 1 teaspoon vanilla extract
rosario vnz 🇸🇻

rosario vnz 🇸🇻

3 likes

Pineapple simplicity easy cheesecake 🍰🍰🍰
Pineapple cheesecake sounds like a tropical dream come true! Here are a few recipe options for you: ## No-Bake Pineapple Cheesecake - Mix 1 1/2 cups graham cracker crumbs with 2 tablespoons sugar and 2 tablespoons melted butter. Press into a springform pan. - Beat 1 (8-ounce) package cream che
Tammy Creation's Above

Tammy Creation's Above

17 likes

Pineapple upside down cake 🎂🍰🍍🍍🌿🎀❤️💚❤️
Here's a simple recipe for Pineapple Upside-Down Cake: Ingredients: - 1/2 cup butter, melted - 1 cup brown sugar - 1 can pineapple rings (20 oz) - Maraschino cherries - 1 1/2 cups all-purpose flour - 1 cup granulated sugar - 2 teaspoons baking powder - 1/2 teaspoon salt - 1/2 cup mi
Tammy Creation's Above

Tammy Creation's Above

163 likes

Pineapple Upside-Down Donuts 🍍
Pineapple Upside-Down Donuts Ingredients 1 box yellow cake mix (plus ingredients listed on the box, typically eggs, water, and oil) 1 can pineapple slices (reserve juice for cake mix) 1 cup packed brown sugar 4 tablespoons unsalted butter, melted Non-stick spray Donut baking pan Instr
Universe88

Universe88

63 likes

Pineapple Upside-Down Sugar Cookies🍍
Ingredients:📝 1/2 cup unsalted butter, softened 3/4 cup granulated sugar 1 large egg 1 teaspoon vanilla extract 1 1/2 cups all-purpose flour 1/2 teaspoon baking powder 1/4 teaspoon salt 1/2 cup crushed pineapple, drained 1/4 cup brown sugar 6 maraschino cherries, halved Directions:📍
rosario vnz 🇸🇻

rosario vnz 🇸🇻

3 likes

✨ Pineapple Upside Down Cake ✨
I made this for my step dad as requested for Father’s Day. Here’s how I did it! 🍍 Ingredients 🍍 • ½ cup butter (divided into 2 equal portions, each ¼ cup of melted butter) • 1 cup light brown sugar (packed) • 20 oz pineapple slices (drained, reserve the juice, cut slices in half) • 20 mara
✨Kaylee✨

✨Kaylee✨

59 likes

Pineapple Upside Down Cake
Recipe Bottom of glass 1oz grenadine Add ice Add Malibu rum , deep Eddys lemon Pineapple juice Shake in shaker with ice Pour over glass top pineapple slice cherry Enjoy 😊 @Lemon8 Food #drinks #dinner #food #Recipe #Lemon8
Spdrinkss

Spdrinkss

117 likes

Pineapple upside down cake
This is the cake that I made on Easy Bake Battle! you can make it into a whole cake like I did today or make mini pineapple upside down cakes like I did on the show by using a muffin pan. It’s super easy to make and it comes out so delicious and moist. ——Ingredients—— 3 eggs 1/2 cup oil (c
Emanskitchen

Emanskitchen

653 likes

Pineapple Upside Down Cookies
Oldie but a goodie! 🍍🍒🍪 Let’s make my Pineapple Upside Down Cookies!⬇️ Here’s what you need: • 1 box Pineapple Cake Mix • 2 large eggs • ½ cup vegetable oil • ⅓ cup brown sugar (for rolling) • Maraschino cherries (soaked in your drink of choice. I used Pinaq!) How to
FleurishwithZ

FleurishwithZ

134 likes

Pineapple Upside Down Cake 🍍
My family's strong faith and love for cooking are deeply ingrained, enriching our lives and strengthening our bonds. Sharing Jesus and delicious meals is a meaningful way to demonstrate love and care, especially during family gatherings. My cousin Chanta, a skilled cook from Baltimore, recently
jballard1964

jballard1964

37 likes

Mini Pineapple Upside Down Cakes
INGREDIENTS Eggs White cake mix 3.4 Oz Vanilla pudding mix Butter Brown sugar Pineapple slices Pineapple juice Maraschino cherries Jumbo muffin pan DIRECTIONS 🔥 Preheat oven to 350 degrees In a mixing bowl add 3 eggs, cake mix, vanilla pudding mix, 1/2 cup butter melted and 1 cup pi
Heather

Heather

120 likes

Upside-Down Cheesecake? You Gotta See This!
This simple yet delicious recipe is a must-try! I used cream cheese, sugar, melted butter, cake mix, pureed strawberries, and a touch of Madagascar vanilla paste for that rich, deep flavor. Mixed everything up with an electric mixer and baked it at 350°F for 40–45 minutes until the crust turned gol
ButtaBeanz

ButtaBeanz

78 likes

Pineapple Upside-Down Cake Hack 🍍
This is hands-down the moistest, most buttery pineapple upside-down cake I’ve ever made — and the secret is swapping the water in the cake mix for pineapple juice. 👀 You’ll need: • 1 box yellow cake mix • 1 cup pineapple juice (instead of water) • 3 eggs •
Elycea

Elycea

58 likes

Pineapple upside down cupcakes 🍍🧁
-⅓ cup butter -¾ cup brown sugar, light or dark -can of crushed pineapples, drained, juice reserved -12 maraschino cherries, blotted dry and stems removed -13.25 ounce boxed yellow cake mix, like Betty Crocker Super Moist Yellow Cake Mix -reserved pineapple juice, from canned pineapple -⅓ cup
WhitneyB

WhitneyB

25 likes

Pineapple Upside-Down Cake From Scratch 🍍
There is something about a pineapple upside down cake that just feels like spring. Bright pineapple, glossy cherries, and a soft buttery cake make this the perfect dessert for warmer days, Easter, or a weekend bake at home. This one is completely from scratch and worth every step. The brown sugar a
QuelleChaos🔮🪬🌛

QuelleChaos🔮🪬🌛

541 likes

Spring Recipe: Pineapple Upside Down Cake
Buddies, you won’t always get a homemade recipe from me. However, my doctored recipes are just as good. Today, I’m sharing a newly tried but oh so yummy doctored Pineapple Upside Down Cake. This is a super easy and user friendly recipe for a tasty Spring/Summer sweet tooth treat. Don’t knock it, un
FleurishwithZ

FleurishwithZ

1060 likes

Pineapple Upside Down Cupcakes
These Pineapple Upside Down Cupcakes are a fun, individual sized twist on the classic dessert. Perfect for family gatherings, parties, or just as a treat to pack for lunch, these cupcakes are simple to make and pack all the tropical flavor of the traditional upside-down cake. They are quick to pr
Nemesis15

Nemesis15

50 likes

A round, golden-brown Belizean Pineapple Sweet Potato Upside-Down Cake is presented on a white plate. The top is adorned with caramelized pineapple slices, each centered with a bright red maraschino cherry. A slice has been removed from the cake, revealing its moist interior.
Sweet Potato Pineapple Upside-Down Cake
There's something magical about the aroma of a warm cake baking in the oven, especially when it brings together the sweetness of sweet potatoes and the tropical flair of pineapple. This delightful twist on a classic dessert is sure to bring back fond memories of family gatherings and sunny afte
foodandrecipes

foodandrecipes

17 likes

🍍 Pineapple Upside-Down Bundt Cake with Glaze 🦋
🍍 Pineapple Upside-Down Bundt Cake with Caramel Glaze Digital Babe Recipe Card Ingredients For the Cake 2 1/2 cups all-purpose flour 1 tsp baking powder 1/2 tsp baking soda 1/2 tsp salt 1 cup unsalted butter, softened 1 3/4 cups granulated sugar 4 large eggs 2 tsp v
DigitalBabe

DigitalBabe

115 likes

Pineapple Upside Down Cake .
The hubby’s favorite cake is a pineapple upside down cake . He’s been battling cancer and we got a little good news today and although he’s not cancer free we are taking the small wins . So baked this cake for him as it’s his fav . This pan is great for it as then I can make perfect size squar
Apinchofirish

Apinchofirish

231 likes

Pineapple Upside Down Muffins
Pineapple Upside Down Muffins with strussel * 1 can (8 ounces) crushed pineapple * 1-1/2 cups all-purpose flour * 3/4 cup sugar * 2 teaspoons baking powder * 1/4 teaspoon salt * 2 large eggs, room temperature * 5.3oz vanilla Greek yogurt * 1/4 cup canola oil * 5 teaspoons brown sugar * 1
Calie Allen

Calie Allen

29 likes

PINEAPPLE UPSIDE-DOWN CHEESECAKE!! 🍍 ❤️
Chenoa Laurencin

Chenoa Laurencin

5 likes

Two golden-brown upside-down pineapple pancakes are presented on a white plate with gold trim. One pancake features a red maraschino cherry in the center of the caramelized pineapple ring. The image has text overlay "UPSIDE DOWN PINEAPPLE PANCAKES".
A top-down view shows ingredients for upside-down pineapple pancakes: a bowl of pancake batter, brown sugar, butter, pineapple rings, and maraschino cherries, each labeled with text.
A six-panel collage illustrates the cooking process: butter and brown sugar caramelizing, adding pineapple and cherry, pouring batter, flipping the pancake, and finally, two finished pancakes ready to enjoy.
Upside Down Pineapple Pancakes
Upside-Down Pineapple Pancakes 🍍🥞🍒 Sweet, golden, and perfect for a weekend treat These pancakes are inspired by the classic pineapple upside down cake that is the hubby’s favorite but made breakfast friendly and SO easy to whip up 🥞 Simple Pancake Recipe: 1 cup all-purpose flour 2 tbsp s
Apinchofirish

Apinchofirish

33 likes

Pineapple Upside Down cake
Topping • ¼ cup unsalted butter (melted) • ½ cup brown sugar, packed • 7–9 pineapple slices (canned, drained) • Maraschino cherries (optional, for centers of pineapple) Cake Batter • 1 ½ cups all-purpose flour • 1 cup granulated sugar • 2 tsp baking powder • ½ tsp salt • ½ cup unsalted
Mariela Madrigal

Mariela Madrigal

48 likes

Pineapple Upside Down Cake Latte
Pineapple upside down cake was always one of my favorites growing up 🍍☕✨ So turning those same buttery, caramelized pineapple flavors into a latte? I already knew I had to try it. The pineapple keeps it bright while the brown sugar brings that rich sweetness that reminds me of the edges of a
TheUrbanHomemakerMama

TheUrbanHomemakerMama

11 likes

Pineapple🍍 Upside Down 🍒Cake 🍰7Energy⚡️
Lg fizz or 7Energy Pineapple Cherry Cupcake Heavy cream Light ice I didn’t get extra sweet and it was perfect enough. Overall rating: 100/10!! #7brew energy #7brew #7breworder #7brewdrinkideas #7brewrecipes
CassandraWalker🖤🥀✨

CassandraWalker🖤🥀✨

145 likes

See more