Trim the dirty part off the core, but don’t cut the core off. You want to keep the Romaine head intact. Cut the Romaine heads in half, starting at the core and slicing vertically. You’ll have eight lettuce halves.
Slice each grape tomato in half.
Liberally spray or rub the cut part of the Romaine with oil and sprinkle with salt and pepper.
Place the Romaine on the grill grate, cut side down. Grill until the cut side has a bit of char. Move it around to avoid flare ups. Remove, place cut side up on a platter and serve with favorite dressing and tomato halves.