Poke bratwurst several times with a small fork and place into a saucepan. Pour in beer and bring to a boil. Reduce heat to medium and simmer for 15 minutes. Remove bratwurst from beer and allow to cool to room temperature.

Preheat the oven to 425 degrees F (220 degrees C). Line a baking sheet with aluminum foil and place a wire rack on top.

Toss brown sugar and cayenne pepper together in a large bowl and set aside.

Cut each boiled bratwurst into thirds. Wrap each piece with 1/2 strip bacon; secure with a toothpick. Toss bacon wrapped bratwurst with cayenne mixture to coat, then place on the prepared baking sheet.

Bake in the preheated oven until bacon is brown and crisp, 25 to 35 minutes.