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Place octopus in a pot and cover with enough water. Bring to a boil. Boil for 40 minutes.
Remove octopus from hot water, rinse and place in a bowl. Drizzle with olive oil and add chopped garlic. Let is cool and rest at room temperature, for 30 minutes to 1 hour.
Preheat a gas grill to medium-high heat.
Slice octopus tentacles. Grill for 3-4 minutes per side, until charred.
Remove from heat and place in a bowl.
Drizzle with olive oil and add lemon juice. Season with salt and pepper. Sprinkle some oregano (optional) and parsley on top. You can also add some chopped garlic, too (optional).