Add the juice of one lemon, 1 minced garlic clove, 1 tablespoon olive oil, ¼ teaspoon black pepper, 1/8 teaspoon salt, and ¼ cup pickapeppa sauce to a small bowl. Mix to combine.
Add the shrimp and toss to coat. Add to the refrigerator until ready to grill.
Quarter 8 grape tomatoes. Combine the quartered tomatoes, ¼ cup thinly sliced (and halved) cucumber pieces, ¼ cup diced red bell pepper, and ¼ cup diced onion in a small bowl. Set aside.
Add the remaining grape tomatoes, 1 ¼ cups cucumber, ¾ cup bell pepper, ½ cup onion, 2 tablespoons olive oil, 2 tablespoons sherry vinegar, ½ teaspoon salt, ¼ teaspoon pepper, 3 garlic cloves, and the canned tomatoes to a food processor.
Pulse until desired consistency. Refrigerate for 25 minutes.
When ready to serve, heat a grill to medium-high heat. Remove the shrimp from the pickapeppa mixture and thread on wooden skewers that have been soaking in water for at least 30 minutes. Grill for 1-2 minutes on each side or until cooked through.
Add 1 cup soup to each of 4 bowls. Top each serving with shrimp and some of the garnish mixture.