2 pounds ripe but firm tomatoes, cored and halved along equator
6 tablespoons extra-virgin olive oil, divided
1 teaspoon table salt, divided
¼ teaspoon pepper
1 small cucumber, peeled and cut into1 - inch pieces
1 slice hearty white sandwich bread, crust removed, torn into 1-
1 inch pieces
1 small shallot, peeled and halved
1 small serrano Chile, stemmed and halved lengthwise
1 garlic clove, chopped
2 tablespoons minced fresh parsley
1 teaspoon sherry vinegar, plus extra for seasoning
1 Toss tomatoes with 1 tablespoon oil, ½ teaspoon salt, and pepper in bowl.
Let sit for at least 15 minutes or up to 1 hour.
2A For a charcoal grill Open bottom vent completely. Light large chimney
starter filled with charcoal briquettes (6 quarts). When top coals are partially
covered with ash, pour evenly over grill. Set cooking grate in place, cover, and
open lid vent completely. Heat grill until hot, about 5 minutes.
2B For a gas grill Turn all burners to high, cover, and heat grill until hot,
about 15 minutes. Leave all burners on high.
3 Clean and oil cooking grate. Place tomatoes cut sides down on grill (reserve
any juice left behind in bowl) and cook (covered if using gas) until tomatoes
are charred and beginning to soften, 4 to 6 minutes. Carefully flip tomatoes
and continue to cook (covered if using gas) until skin sides are charred and
juice bubbles, 4 to 6 minutes longer. Transfer tomatoes to bowl and let cool
completely.
4 Process tomatoes, reserved tomato juice, cucumber, bread, shallot, serrano,
garlic, and remaining ½ teaspoon salt in blender for 30 seconds. With
blender running, slowly drizzle in remaining 5 tablespoons oil; continue
to process until completely smooth, about 2 minutes. Strain soup through
fine-mesh strainer set over large bowl, using back of ladle or rubber spatula
to press soup through strainer; discard solids. Stir parsley and vinegar into
strained soup, then add enough water to yield 4 cups of soup. Cover and
refrigerate for at least 2 hours to chill and develop flavors. Season with salt,
pepper, and sherry vinegar to taste. Serve.