Pineapple Upside Down Sugar Cookies


Imagine the nostalgic charm of a soft, buttery sugar cookie—now swirled with caramelized pineapple, maraschino cherries, and brown sugar magic, all baked into a tender, cake-like cookie that tastes like a mini pineapple upside-down cake. These Pineapple Upside-Down Sugar Cookies are moist, fruity, and just sweet enough, with a golden glaze that makes them irresistible.

Perfect for potlucks, holiday trays, or a sunny afternoon treat!


Why You’ll Love This Recipe

  • 🍍 Tastes like pineapple upside-down cake—in cookie form!
  • 💛 Soft, cake-like texture with juicy fruit bursts
  • ⏱️ 20 minutes prep, then bake
  • 💸 Costs under $7—makes 18–24 cookies
  • 🌾 Naturally nut-free & easily gluten-free

Ingredients You’ll Need

(Makes 18–24 cookies)

For the Cookie Dough: