Mini Pineapple Cheesecakes

Featured in Sweet Treats You'll Actually Make Twice.

These mini pineapple cheesecakes pack the essence of pineapple upside-down cake into bite-sized delights. The smooth cheesecake filling, made with softened cream cheese, eggs, and vanilla, rests on a crumbly graham cracker crust. At the top, sweet pineapple pieces bake to a golden caramelized finish. A touch of caramel syrup adds extra sweetness. To get the best results, ensure your pineapple is well-dried and your ingredients are room temperature. They’re ready to devour in 45 minutes and chill to perfection overnight.
A woman wearing a chef's hat and apron.
Updated on Thu, 20 Mar 2025 02:31:34 GMT
Little cheesecakes with caramelized pineapple on top for a tasty bite. Pin it
Little cheesecakes with caramelized pineapple on top for a tasty bite. | cookbybook.com

These bite-sized pineapple upside-down cheesecakes are the stuff of tropical dreams - picture your most loved creamy cheesecake turned into cute individual servings, each crowned with sweet caramelized pineapple giving that signature upside-down cake vibe. After tweaking this dish through countless tasty trial runs, I've nailed the perfect mix of velvety cheesecake and zesty island flavors.

I took these to our family dinner last month, and my aunt who guards her traditional cheesecake formula like gold actually wanted my recipe. That moment told me I'd stumbled onto something truly exceptional!

Key Ingredients

  • Cream Cheese: Go for full-fat at room temp for the creamiest results. I've learned that using it cold will leave you with bumps in your mixture
  • Graham Crackers: Newly crushed ones create the tastiest base. I usually blitz mine in the food processor to get just the right consistency
  • Pineapple: Fresh or canned works fine, but make sure it's thoroughly drained and dabbed dry so your treats don't turn mushy
  • Caramel Sauce: Making your own is fantastic, but a nice store brand does the job beautifully too
Mini Pineapple Upside-Down Cheesecakes Pin it
Mini Pineapple Upside-Down Cheesecakes | cookbybook.com

Step-by-Step Guide

Base Building:
Crush graham crackers to fine crumbs. Stir with melted butter until it looks like damp sand. Pack firmly into muffin papers, using a spoon to apply even force. The tighter you pack it, the better your base will stay intact.
Making Your Mixture:
Whip cream cheese until totally smooth. Slowly add sugar while beating. Add eggs one by one, cleaning the bowl sides often. Mix in vanilla just until blended. Your batter should feel silky.
Putting It Together:
Pour mixture into each liner about three-quarters full. Tap the tin gently to push out air pockets. Top with pineapple bits, pushing them slightly into the batter. Bake just until sides firm up but middles still wobble a bit.

I started making these when I wanted to blend two classic sweet treats. After trying a few times, I found that small portions actually turn out better than one big cake.

Cooling Strategy

The trick to avoiding cracks is gradual cooling. After baking, I keep them in the switched-off oven with the door slightly open for about 10 minutes.

Fruit Cutting Tips

Whether you pick fresh or canned fruit, cutting same-sized pieces helps everything cook evenly and looks more attractive. I try for chunks about half an inch across.

Prep-Ahead Perks

They taste way better after sitting overnight! Fix them a day early and add the caramel drizzle right before you serve.

Switch Up Your Toppings

While pineapple's the classic choice, I've gotten great results using mango and even sugar-coated peaches during summer months.

Whenever I whip up a batch of these mini treats, I think about how the most amazing recipes often come from mixing favorite desserts in fresh ways. They've become my go-to party sweet, combining familiar comforting tastes with a surprising tropical element.

Sweet mini pineapple upside-down cheesecakes, a tropical twist on a classic dessert. Pin it
Sweet mini pineapple upside-down cheesecakes, a tropical twist on a classic dessert. | cookbybook.com

Frequently Asked Questions

→ Why use room temperature ingredients?
Softened cream cheese and eggs mix more evenly, keeping the batter lump-free for smooth cheesecakes.
→ How do I avoid cracks in my cheesecakes?
Don’t overwork the batter and consider placing a water pan in the oven to keep the air steamy while baking.
→ How long should they chill before serving?
Chill them for a minimum of four hours or let them rest overnight for the best texture.
→ Why drain the pineapple tightly?
Too much juice from the pineapple can mess up the texture, so drying it ensures the cheesecakes stay firm.
→ Can I prep these a day early?
Absolutely, just refrigerate them and save the caramel topping for right before serving.

Mini Pineapple Cheesecakes

Tiny, creamy cheesecakes topped with caramel-coated pineapple chunks, giving you a luscious mix of classic cheesecake and sunny pineapple flavors.

Prep Time
20 Minutes
Cook Time
25 Minutes
Total Time
45 Minutes
By: Susan

Category: Desserts

Difficulty: Intermediate

Cuisine: American

Yield: 12 Servings (12 single-serving cheesecakes)

Dietary: Vegetarian

Ingredients

→ Crust

01 1/4 cup melted butter
02 1 1/2 cups of crushed graham crackers

→ Cheesecake Filling

03 2 packs (16 oz) cream cheese, softened
04 1/2 cup white sugar
05 2 eggs, large
06 1 tsp of vanilla extract

→ Topping

07 1 can (20 oz) drained pineapple chunks
08 1/4 cup of caramel drizzle

Instructions

Step 01

Get your oven going at 350°F (175°C) and line a muffin tin with 12 paper cups.

Step 02

Blend the crushed crackers with the melted butter until everything’s coated. Press into the lined muffin cups using the back of a spoon or a small glass.

Step 03

Whip the softened cream cheese with sugar until it’s super smooth. Beat in one egg at a time, then mix the vanilla in at the end.

Step 04

Pour the cheesecake mix evenly into the cups, filling most of the way. Add pineapple chunks on top, pressing them slightly down.

Step 05

Bake for 20-25 minutes until the edges are firm but the centers have a slight jiggle. Let cool completely, then chill in the fridge for at least 4 hours, or overnight for best results.

Step 06

Before dishing them up, add a caramel drizzle to each one.

Notes

  1. Make sure cream cheese and eggs are at room temp for a silky batter.
  2. Dry the pineapple chunks well to avoid soggy results.
  3. Put a dish of hot water in the oven’s lower rack to keep the tops from cracking.

Tools You'll Need

  • Muffin tin with 12 slots
  • Paper baking liners
  • Hand mixer or stand mixer
  • Bowls for mixing

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Dairy is present (includes cream cheese and butter)
  • Eggs are included
  • Contains gluten from the graham cracker crumbs

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: ~
  • Total Fat: ~
  • Total Carbohydrate: ~
  • Protein: ~