12bacon slicesideally thin slices (see recipe note)
Instructions
Preheat oven to 400˚F.
Place an oven-safe rack inside a foil lined rimmed baking sheet (for easy cleanup - see recipe note #2); brush rack with oil or spray with cooking spray to prevent sticking.
Whisk maple syrup and cayenne pepper together in a small bowl.
Spread brown sugar on a small plate
Cut bacon slices in half crosswise.
Use a fork or small tongs to dip one pineapple chunk in maple syrup mixture, coating all sides; allow any excess to drip off and place in brown sugar. Turn to coat lightly on all sides. Wrap coated pineapple chunk in a half slice of bacon (starting at one end of of the bacon slice and rolling it up); place on rack in baking sheet. Repeat with remaining pineapple. Bake 30 to 35 minutes, or until bacon is crispy and pineapple is hot. Serve with toothpicks if desired.
Notes
Thin bacon works best for these. Thick cut bacon is more difficult to wrap around the pineapple chunks and takes longer to cook.
Take care to cover the entire surface of your baking sheet with foil as the sugar will drip and char. (It makes a mess of the foil, but I promise these little bites are worth it!)