Start by whisking together the olive oil, oregano, salt, black pepper, lemon juice, red wine vinegar, and minced garlic in a bowl. The fragrance of garlic will be inviting, and you want to achieve a smooth consistency. Taste the dressing and adjust the seasoning if necessary.
Boil some water in a large pot and add the orzo, stirring occasionally. Cook until it starts to soften and becomes slightly al dente, which is key for the salad. After cooking, rinse the orzo under cold water to prevent it from getting mushy.
In a large mixing bowl, add the cooled orzo, shrimp, cherry tomatoes, cucumber, red onion, Kalamata olives, and fresh dill. Gently mix them together until evenly distributed, ensuring the salad looks colorful and vibrant without aggressively squishing the veggies.
Sprinkle crumbled feta over the salad and pour the dressing on top. Gently toss to combine, taking care not to break up the feta too much, so you can enjoy the creamy bites throughout the salad.
Let the salad chill in the refrigerator for about 15 minutes before serving to allow the flavors to mingle and intensify. When ready to enjoy, taste the salad; if it seems bland, add a little more seasoning or lemon juice for brightness.