01 - Preheat oven to 400°F. Line a rimmed baking sheet with parchment paper or aluminum foil for easy cleanup.
02 - Rinse asparagus spears under cold water and pat dry. Snap or trim approximately 1 inch from the woody base of each spear.
03 - Combine asparagus, olive oil, minced garlic, salt, and black pepper in a large mixing bowl. Toss thoroughly until each spear is evenly coated.
04 - Divide seasoned asparagus into 8 equal bundles, each containing 3-4 spears of similar thickness for even cooking.
05 - Wrap one bacon slice spirally around each bundle, starting from the bottom and working upward. Place bundles seam-side down on the prepared baking sheet.
06 - Bake for 18-20 minutes until bacon renders fat and becomes crispy, and asparagus is tender-crisp when pierced with a fork.
07 - For extra-crispy bacon, switch oven to broil for 1-2 minutes. Watch closely to prevent burning.
08 - Transfer bundles to a warm serving platter using tongs. Serve hot while bacon remains crispy.