Greatest Gazpacho

Name: Greatest Gazpacho
Ingredients: ½ English hothouse cucumber (about 7 oz.), peeled, seeded; ½ large red bell pepper (about 3 oz.), stemmed, seeded; 2 lb. very ripe red tomatoes, preferably heirloom, cut into ½ wedges; ½ large shallot (about 2 oz.), peeled and chopped; 1 garlic clove, finely chopped or grated; 2 Tbsp. sherry vinegar or red wine vinegar, plus more; Kosher salt; 3 Tbsp. olive oil, plus more for drizzling; Quartered cherry tomatoes, chopped chives, freshly ground black pepper, and grilled or toasted country-style bread (for serving)