Pineapple Upside-Down Sugar Cookies

by

Pineapple Upside-Down Sugar Cookies 🍍🍪

A Tropical Twist on Classic Sugar Cookies!

These buttery, soft sugar cookies are topped with caramelized pineapple and cherries for a fun, fruity spin on the beloved pineapple upside-down cake. Perfect for summer parties, bake sales, or when you’re craving something sweet with a tropical flair!

📋 Ingredients (Makes 24 cookies)

Cookie Dough

  • 1 cup (227g) unsalted butter, softened
  • 1 cup (200g) granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 2½ cups (312g) all-purpose flour
  • ½ tsp baking powder
  • ¼ tsp salt

Pineapple Topping

  • ½ cup crushed pineapple, well-drained
  • 12 maraschino cherries, halved
  • 2 tbsp brown sugar (for sprinkling, optional)

👩🍳 Step-by-Step Instructions

1️⃣ Make the Dough

  1. Cream butter & sugar until light/fluffy (~3 mins).
  2. Beat in egg + vanilla.
  3. Whisk together flour, baking powder, salt, then gradually mix into wet ingredients.
  4. Fold in drained pineapple (don’t overmix!).

2️⃣ Chill & Preheat

  1. Cover dough and refrigerate 30 mins (prevents spreading).
  2. Preheat oven to 350°F (175°C).

3️⃣ Shape & Top

  1. Scoop 1.5 tbsp balls onto parchment-lined sheets.
  2. Flatten slightly and press 2 cherry halves into each.
  3. Sprinkle with brown sugar (optional for caramelization).

4️⃣ Bake & Flip

  1. Bake 10-12 mins until edges are golden.
  2. Immediately flip onto a cooling rack (pineapple side up!).

🔥 Pro Tips for Perfect Cookies

Texture Secrets

✅ Drain pineapple thoroughly (press in a sieve!)
✅ Chill dough for thicker cookies

Flavor Boosters

  • Add ½ tsp coconut extract to dough
  • Use pineapple jam instead of crushed pineapple

Troubleshooting

⚠ Too cakey? Reduce baking powder to ¼ tsp
⚠ Cherries sinking? Press them in after baking 5 mins

🍍 Serving & Storage

Presentation Ideas

  • Stack with toasted coconut flakes
  • Serve with piña colada dip (mix yogurt + pineapple juice)

Storage

  • Airtight container: 3 days at room temp
  • Freeze unbaked dough: 3 months

📊 Nutritional Info (Per Cookie)

  • Calories: 150
  • Carbs: 20g
  • Fat: 7g
  • Tropical joy: Worth every bite!

🌴 Why These Stand Out

✔ Unexpected flavor combo that delights
✔ No fancy equipment needed
✔ Kids love decorating them

Leave a Comment