Clean the grill grates thoroughly and lightly oil them to prevent the peppers from sticking. You can dip a folded paper towel in cooking oil and use tongs to rub it across the grates. Preheat your grill to medium-high heat (375–400°F/190-205℉). If using a charcoal grill, light the coals evenly and make sure they're glowing before adding the peppers.
Combine 2 tablespoons of olive oil, minced garlic, Italian seasoning, and S&P in a small bowl. Mix well.
Wash the peppers thoroughly and remove the stems and seeds. Cut them into quarters or the desired size for grilling. Place the cut bell peppers on a cookie sheet or large plate.
Drizzle the remaining olive oil over the peppers and toss them gently to coat them evenly. Take the garlic and herb mixture and brush it over the peppers, ensuring that you cover all sides of the peppers.
Place the peppers skin-side down on the grill grates. Grill for 3–5 minutes or until the skin starts to char and blister. Using tongs, carefully flip the peppers. Grill for an additional 3–5 minutes or until they are tender and slightly charred.
After you cook the peppers to your desired level, move them to a serving plate. Garnish with basil.