Published November 10, 2026
Dressing up in a matching theme every Halloween is one of our favorite family traditions, and this year’s pirate family costume might be my favorite one yet. Picking the theme is half the fun, and it’s something we all look forward to every single year. If you want to see every costume we’ve ever done (plus a whole bunch more ideas), I rounded them all up in my 31 family costume ideas post.

This year, going pirate was a no-brainer, because we already had a head start. We had several family costume pieces left over from Pirate Night on our Disney cruise, so we pulled them back out, added a few new ones, and turned the whole crew into pirates.
There are seven of us, and somehow every single person ended up with a totally different pirate look. A ruffled lady pirate, a captain in a red head scarf, a scallywag with a drawn-on mustache, and one very fluffy parrot. Here’s every piece we wore, linked, so you can put together your own pirate crew.
Start with one base per person: a flowy white or cream blouse, a vest or sash, and a ruffled skirt or striped pants. Then give everyone one statement piece, like a tricorn hat, a head scarf, or an eye patch. Finish with gold hair coils, layered necklaces, and a little eyeliner. A baby can be the parrot, and nobody looks twice at mixed and matched pieces, because real pirates didn’t match either.
A few months ago we took the kids on our first Disney cruise, and one night of the trip was Pirate Night. The whole ship turns into a pirate party, with a deck show and fireworks at sea, and it ended up being one of our favorite nights of the entire cruise.
We had already bought several pieces of our family pirate costumes for that night, and they were way too fun to wear only once. So when Halloween rolled around, the answer was sitting right there in the closet. We kept the pieces we already had, filled in the gaps with a few new ones, and leveled everyone up from cruise theme night pirates to full Halloween pirates.

That’s my favorite kind of family costume: one that can use items you already have. If you have a Disney cruise coming up, this whole post doubles as a pirate night packing list. You can also shop all of our pirate costumes in one place here.



This little lady went full swashbuckler. Her look started with a black tricorn hat with lace trim, a skull-and-crossbones eye patch, a tan peasant blouse with ruffled cuffs, a brown buckled vest, the cutest tiered brown ruffle skirt, and brown boot covers. The gold coin bracelet finished it off. Her whole costume can be found here.

If your girl wants to be a pirate but also wants to twirl, this is the one. A girl’s pirate costume with a teal and pink skirt has a seashell print hidden in the skirt panels, a brown vest with gold buckles, and a skull-and-crossbones belt. We topped it with a brown tricorn hat with white trim. Find her costume here.

This one might be my favorite of our family pirate costumes, because it’s mostly pieces you could find in your own closet. A white ruffled blouse and a black tiered ruffle skirt make the base. A collection of pirate accessories like a red satin sash and a red patterned silk scarf tied over her hair do all the heavy lifting, and a long beaded necklace and layered gold chain necklaces add the treasure.


Our preschooler was the most classic pirate of the bunch, in a kids’ pirate costume set with striped shorts. It comes with the striped shirt, the shorts, a red sash, and a skull bandana with long red ties, so you’re done in one click.
The real star was the drawn-on mustache and goatee. So simple to draw on with some black eyeliner.

Every pirate crew needs a parrot, and our youngest was the perfect one. This toddler parrot costume is a soft fleece hoodie with a beak on top and layered pink, yellow, and blue wings. It includes some cute black leg warmers which was perfect.

It’s the easiest costume in the whole lineup. No hat to keep on, nothing on his face, and he could crawl and play all night. Plus, he flapped those wings like he meant it.


For my look, I mixed pieces instead of buying a full costume set. I wore a white bow-tie blouse with ruffled cuffs, a black tiered ruffle maxi skirt, and a few accessories like a wide red satin sash tied at the hip, a gold waist chain, and gold hoop earrings. A pair of black lace-up heeled boots really made my pirate costume stand out. The black tricorn hat pulled the whole thing together.

Stuart was fully committed to the wig. His look was a black dreadlock pirate wig complete with beads and a sash, a cream lace-up linen shirt, and a burgundy sash tied loose at the waist, and he was ready to sail. He finished his look with some comfy grey joggers and leather clogs. A pair of black or tan pants and some boots would have been equally good alternatives.
Shop all of our pirate costume pieces and accessories here.


We wore our pirate family costumes to our church trunk-or-treat, and of course the trunk had to match. I turned the back of our van into a pirate hideout with a treasure chest I made out of cardboard and craft foam. You can see exactly how I made it in my DIY treasure chest for pirate trunk or treat decor DIY Treasure Chest for Pirate Trunk or Treat Decor tutorial.
The night also had a chili cook-off, so I brought my yummy white chicken chili… and took home second place! Yes, I accepted my medal in full pirate gear. Pirates take their treasure however it comes.

If you want to try it, the recipe is creamy, cozy, and perfect for feeding a crowd. And if you’re a red chili family, I tested a few other favorites in my best chili recipe showdown.
By the end of the night, my littlest pirates were sitting on the floor with lollipops and a pile of candy, mustache half smudged off and parrot wings still on. I’d call that a successful voyage.

Dressing up together is one of my favorite family traditions, and we pick a new theme every year. If you need more ideas, start with my roundup of 31 family costume ideas, or check out a few of our past years:
Pin this now so it’s ready when Halloween (or your next cruise pirate night) rolls around!
Each person needs a base and one statement piece. The base is a loose white or cream blouse, a vest or sash, and a ruffled skirt or striped pants. The statement piece is a tricorn hat, a head scarf, a bandana, or an eye patch. Gold hair coils and layered necklaces tie the whole crew together.
A parrot. Ours was a fleece hoodie costume with a beak on top and colorful wings, and it was the easiest costume in the family. There’s nothing on the face, no hat to pull off, and it’s warm enough for a chilly October night.
Give everyone a different signature piece. In our crew, one wore an eye patch, one wore a red head scarf, one had a teal and pink skirt, one had a drawn-on mustache, and one was a parrot. Same theme, totally different looks.
A pirate family costume is one of the easiest themes to pull off, because there’s no wrong way to be a pirate. Mix and match what you have, give everyone one fun statement piece, and don’t forget the parrot. Ours went from a Disney cruise deck to our church trunk or treat, and I have a feeling these pieces will be back in the dress-up bin for years.
Would your family go pirate, or are you team princess for the next cruise? Tell me in the comments!