Yo-ho and a Bottle of Rum! 12 Plus Size Pirate Costumes for Halloween

Calling all swashbuckling pirate queens, it’s time to take a look at the best plus size pirate costumes for Halloween!

I have a serious love for Halloween, though I didn’t get a lot of dress up opportunities growing up. Pirates are a fun theme that you can sexy up or dress down, depending on your Halloween mood. 

I’ve collected some standard costumes that have plus sizes. But, if you’re looking to put your own spin on yours this year, I’d head down to the DIY section where I’ve laid out some fun pieces you can customize.

Regardless of whether you’re dressing up to go out for a Halloween-themed pub crawl or you’re taking part in an at-home virtual murder mystery party, if you want to dress up like a pirate there’s a costume out there for you. 

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Best Pirate Costumes for Halloween

For those that want a one-and-done purchase (or something close to it because you usually have to buy accessories separately), these pirate costumes are for you:

Image: Amazon | 1X – 3X

Editor’s pick: High seas heroine

I have a weird fascination with historic clothing, particularly that warn on boats in the 1500 to 1800s—think posh British Red coat chic.

Which is probably why I truly LOVE this sexy-but-modest pirate-esque take on sailing duds.

If I was headed to a costume party, this bad boy would be on the top of my list.

The big downside to this piece is their limited sizing, there are only 3 to choose from with 3X being the largest.

But if you can find your size, this is a full-service Halloween costume, and comes with:

• Jacket
• Headband
• Hat
• Belt

So, it looks like you’ll need to get your own sword!

Pirate Wench

I don’t love that this is called the Pirate Wench costume, but I didn’t name it so we’re going to go with it as-is.

I do think the costume itself is pretty wicked.

The dress has an off-the-shoulder neckline with sleeves edged with elastic to give them shape, giving you a sexy double cold shoulder look.

It also comes with a corset with dark red ribbon lace fed through it and a skull pattern.

You can also use the buckle-straps on the corset to adjust the length in front.

You rope the swashbuckling costume all in together with a striped head tie.

It’s the perfect modern depiction of the complex pirate you are.

Due to the lack of shoulders, you might want to skip the office with this bad boy, but it’s perfect for the bar after work.

Brazen Buccaneer

If you’re looking for a more modern plus size Caribbean pirate costume, then the Brazen Buccaneer is for you.

This is one for the ladies who prefer pants over dresses and want a more modest but fun look.

While it’s a bit boobsy and features cold shoulders, your legs are covered, and there are three-quarter-length sleeves.

The vest that’s attached to the shirt might help make it work appropriate due to the straps, but you might want to double-check with your boss.

This costume comes with striped cropped pants, the pirate-themed blouse has a faux-suede vest that’s attached to it.

You also get a belt, hip sash, headscarf, and hat with it. Don’t forget to pair it with your favorite tall boots to make it a full outfit.

Pirate Lady

While pirates are often known for their bad hygiene and gross teeth, you can start changing opinions this Halloween with the plus size Pirate Lady costume.

Now, this isn’t my favorite costume because it looks a little plasticy, but it’s perfect if you’re planning a night out that might include beer spillage and sloppy bar food.

You probably won’t be winning any costume parties with this one but it does come fit with the vest, dress, and headband.

The dress has black and red vertical stripes that give you a little bit of definition.

Paired with the brown lace-up vest that has gold trim, and a white ruffled-sleeve two-toned top, you’re bound to shiver some timbers this holiday (if that’s a thing people would do).

Don’t forget to throw on your black and red striped headband to complete the costume.

Captivating Pirate Captain

If your idea of a pirate captain includes fishnet tights, a short coat and a frilly mini-dress, then this Captain Cutie costume is for you.

To be clear: both the fishnets and the hat are sold separately, but this costume does come with a velvet tailcoat and a tie-front peasant bodice. 

It’s a sexy, feminine take on Captain Hook. Unfortunately, the largest size is 3X/4X so it’s not going to be the right fit for everyone.

Queen of the High Seas

While sailing the seven seas might not be your typical career choice these days, there’s no reason why you can’t play the Queen of the High Seas for an evening. 

Made of polyester, this costume has an off-the-shoulder peasant blouse-vest combination with elastic at the cuffs to keep everything in place.

You pair the top with a black-and-red asymmetrical jagged-hemmed skirt. 

Not only do you get the skirt and top, but the belt and headscarf come in tow so you can put the whole outfit together.

Playing by the rules simply doesn’t have to be your thing this Halloween, not while you’re in your pirate persona.

Deluxe Pirate Wench

There are a lot of “wenches” on this list, so my apologies… I swear I didn’t name any of them!

But if you’re looking for a more conservative get-up, the Deluxe Pirate Wench is the plus size costume for you. 

This is a full-length costume, so if you’re somewhere colder it might be the best option for you.

Made of a combination of polyester satin, crushed velvet, faux leather, and tulle.

The costume comes with the dress, vest, petticoat, sash, bandana, and choker—perfect for making it as a successful pirate (at least for a night).

What I like best about this particular costume is the fact that if you’re outside in a colder environment, it’s easy to hide a pair of leggings underneath.

Caribbean Pirate

If you’re in a really cold environment, the Caribbean Pirate plus size costume is a great option, due to its full-coverage options.

This outfit is made of a combination of polyester knit, poplin, faux suede, and cotton muslin.

You get a jacket, vest, and shirt combination, pants, belt, hat, and boot covers.

You’ll look like a full-fledged buccaneer-turned-pirate with this head-to-toe pirate get-up.

There’s no way you’ll get lost at sea in this get-up.

Fearless Pirate

If you want to sex it up a bit, the Fearless Pirate costume can help you do just that.

While you’ll need to pick out your own black leggings to go with this get-up, it comes with a jacket, corset, waist sash, shoulder belt, scarf, and hat.

This outfit is made of a combination of polyester tweed, brocade, and faux suede fabrics.

The corset features an elastic black panel with a separating zipper which makes it easier to get on and off.

I like that the costume jacket for this can be repurposed if you’re cosplaying or simply want a steampunk-inspired jacket to have on hand.

Also, the belt has three loops for toy pistols—though you’ll have to bring your own. 

Captain Hook

I’m not going to like, but I love the Captain Hook outfit—though I’d prefer it if the images had plus size women.

Regardless, if you’re looking for something classic, cute, and full of piratey goodness, then this is what you’re looking for.

With sizes up to 4X, this costume could be a dream for the right fat fashionista.

While you’ll need to pick up your own pair of black Ponte pants (or leggings), you’ll be set with the red jacket with gold braid edging and matching hat.

And you won’t want to forget the boot tops that come with them!

The downside to this pirate costume is that you’ll need to pick out your own top.

But don’t worry too much about it, the neck scarf comes with it, and the jacket has the sleeve ends attached.

Whether you’re taking it to capture Neverland or simply want to be the talk of the party, this is the outfit you want.

Captivating Pirate

I LOVE the Captivating Pirate costume for plus size women, despite the fact that it doesn’t have any full-figured women in the images.

It reminds me of the scene from one of the Tim Burton Alice in Wonderland films where she’s standing on the dock.

This ivory pirate outfit comes fit with a jacket, skirt, petticoat, neck scarf, shoulder belt, and hat.

The pieces are perfect to be used together, but can be used separately for a different costume next year. 

This is the perfect plus size pirate costume if you’re looking for something a little girlier.

This tiered skirt has an asymmetrical hemline that’s longer in the back.

Paired with the perfect heeled boots, this costume can put you on top of the rest.

Pretty Pirate Captain

I’m not sure if “pretty” is how I would describe this outfit, but Pretty Pirate Captain it is.

If you’re looking for a classic captain’s outfit this is the one for you.

This outfit is a combination of faux leather, polyester knit, and gauze.

If you’re ready to hoist the main flag, you’ll need this plus size pirate costume to go with it.

You get a jacket, shirt, plants, hat, scarf, belt, and sash.

It features a faux leather jacket that hits at about your knees and a matching captain’s hat.

The blue-grey knit pants have an elastic waistband and cuffs, and a cream gauze pullover blouse that has an elastic waist and ruffled v-neckline.

Pair it with your favorite heels and rule the seas.

DIY Pirate Costume

I’m not going to lie, the plus size costume options are… less than ideal. With that in mind, my FAVOURITE method for costume creation this year is DIY-ing your look. 

With that in mind, I’ve gathered up some great pieces to make your own fun plus size pirate costume. Let’s check them out:

You can pretty much go with ANY skirt for your pirate costume base, but I like something with a steampunk vibe.

They tend to have a ruffly high-low vibe that’s perfect for pairing with fishnets and some sexy AF boots. 

You can also go with a simple corset (this is a GREAT choice if you already have one in your closet) and throw a puffy top underneath. 

Snag is a stellar brand that comes from the UK. You’ll want to make sure that you’re familiar with their shipping times (it’s no Amazon same-day) and you’re cool with paying the shipping fees.

This is also an item you might already have in your closet, so it’s a great opportunity to save some cash if you do have a pair. 

Essentially you’re looking for like a mid-thigh to knee-high boot. ANY boot will do!

Final Thoughts: Plus Size Pirate Costumes

Looking for more costume inspiration?

• Plus Size Disney Costumes
• Plus Size Disney Princess Costumes
• Sexy Plus Size Halloween Costumes