What Real Pirates Wore vs. What Hollywood Got Wrong

Let’s be honest—Hollywood gave us some iconic pirate looks. Jack Sparrow’s kohl-lined eyes, oversized hats, and trinket-loaded braids? Chef’s kiss for drama. But if we’re talking facts, real-life pirates were more rugged survivalists than runway-ready rebels.

So what did real pirates actually wear? And where did Tinseltown totally miss the boat? Let's set sail on a style deep dive. ⛵

⚓ The Truth Behind Pirate Fashion

1. The Myth: Pirates Always Wore Eye Patches and Parrots

The Reality: While injuries were common at sea (and some pirates did lose eyes or limbs), eye patches weren’t a universal accessory. The parrot-on-the-shoulder trope? That’s pure Disney flair.

🧠 Fun Fact: Some historians suggest pirates might’ve worn eye patches temporarily to help one eye adjust to darkness during raids below deck. Smart, right?

2. The Myth: Pirates Had Flashy Clothes and Gold-Lined Coats

The Reality: Pirates weren’t fashionistas—they were resourceful. Most wore whatever they could steal, salvage, or sew. Think linen shirts, sturdy trousers, weathered boots, and a belt to hold tools and weapons.

Their vibe? Less "Red Carpet," more "Rogue on a Budget."

3. The Myth: All Pirates Wore Tricorn Hats

The Reality: Tricorn hats were a thing in the 18th century, but not every pirate had one. Most wore whatever headgear they could get their hands on—bandanas, scarves, and knitted caps were more common for everyday wear.

🏴‍☠️ What Pirates Did Wear (And It’s Still a Vibe Today)

Let’s break it down:

Loose Linen or Cotton Shirts – Breathable and practical. Real pirates needed freedom of movement for climbing rigging and swabbing decks.

Baggy Trousers – Often tied at the knee or tucked into boots. Medieval-style pants were super functional.

Waistcoats and Coats – Layering wasn’t just for style; it kept them warm during long voyages. Pirate coats (yes, like the ones we sell) were actually inspired by naval and military gear.

Kilts & Sashes – Scottish pirates or those from Celtic regions often wore kilts. Others wore sashes as belts, headwraps, or to carry gear.

Boots – High boots, if they could get them, were prized. But many went barefoot on slippery decks.

🎬 How Hollywood Dressed Pirates (and Got It Twisted)

Too Fancy: Many pirate films glamorize their clothing. Real pirates were dirty, sunburnt, and rarely coordinated.

Too Uniform: Hollywood pirates often all look the same. In reality, every crew was a mash-up of cultures and styles.

Too Extra: Beads, eyeliner, feathers, gold teeth—amazing for the screen, but not day-to-day deckwear.

But hey, we’re not mad at it—piratecore is a whole aesthetic now. So if you’re channeling “fantasy rogue energy,” we’re here for it.

🧭 Wanna Dress Like a Pirate (or Just Feel Like One)?

Whether you’re going for historically inspired or pure fantasy flair, we’ve got your treasure chest of options:

👗 Bridgerton Dresses – For that elegant court-meets-sea drama.

🌼 Cottagecore Dresses – Perfect for forest fairies and pirate queens alike.

👕 Pirate Shirts – Floaty, breathable, and drama-approved.

👖 Medieval Pants – Baggy, rugged, and combat-ready.

🏴 Scottish Kilts – Warrior vibes with pirate edge.

🧥 Pirate Coats – Yes, even the dramatic, dashing ones.

🕰️ Steampunk for Men – Brass buttons, leather straps, and time-travel attitude.

⚙️ Steampunk for Women – Think corsets, skirts, and power-packed mystery.

Ready to build your own pirate fantasy wardrobe?

History might’ve been gritty, but your outfit can still be legendary.

👉 Explore the full collection at The Pirate Dressing. Let’s turn every day into a swashbuckling statement.