Classic Greek Salad Topped with Grilled Calamari Skewers

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20 wooden skewers

10 small whole calamari, cleaned, tentacles removed

1/2 cup extra-virgin olive oil, plus more for grilling

1/4 cup red wine vinegar

4 garlic cloves, chopped

1 tablespoon dried oregano

1 tablespoon fresh oregano

1 tablespoon fresh thyme leaves

1 lemon, juiced

Kosher salt and freshly ground black pepper

4 tomatoes, seeded and cut into chunks

1 medium red onion, sliced thin

1 medium cucumber, sliced thin

1/2 pound feta cheese, crumbled

1/2 cup kalamata olives, pitted

1 head romaine lettuce, torn into bite size pieces

Lemon wedges, for garnish

Fresh oregano leaves, for garnish