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Outfit Ideas for Pirate Night on a Disney Cruise

Updated: 3 days ago

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If you are headed on a Disney Cruise anytime soon, chances are you will get to experience Pirate Night. This special themed night is a staple on most Disney Cruises. It includes pirate themed activities, Captain Hook and Smee, as well as other beloved characters dressed in their pirate attire, pirate themed dinner, entertainment, and Disney Cruise Line’s crown jewel, fireworks at sea.


Pirate night entertainment on a Disney Cruise

If you want to check out what Pirate Night looks like on a cruise, you can check out our vlog. Even though we were on a Very Merrytime Cruise, it wasn’t any different than a normal Disney Cruise Pirate Night.



As outfit planners for magical vacations, we often get asked about dressing up for Pirate Night. If it’s your first time cruising with Disney, you might wonder how dressed up people get for the occasion. Well, after cruising on the Dream and the Wish with my family, I can tell you that people very much commit to the theme.




And it’s not like a few people or even half, it’s almost everyone. I would actually dare to say that if you don’t dress up, you are the one that stands out. If you’re looking for some quick outfits in a rush, we’ve put together some Pirate Looks over in our Template Shop! These looks are directly linked, so you just download the template and start shopping!


Pirate Night Youth Look 2
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But, if you’re looking for more customized outfit ideas, we’ve got you covered! I’ll share what we’ve worn on past Pirate Nights, outfit ideas that are subtle so you can rewear the pieces, Mickey-inspired looks, and traditional pirate outfits. 



What My Family Wore to Pirate Night


I had no idea what to expect on our first Disney Cruise. So, for our very first Pirate Night, I went with pieces that I could rewear. I incorporated some Mickey items since the color scheme went right in with the pirate colors.  My original shirt was from the Lost Bros, but it’s no longer available. I’ve linked a similar option below! 


Disney Cruise Pirate Night outfit with a red and white striped top, black skirt, black Converse sneakers, pirate Mickey fanny pack, pirate headband, and gold Disney jewelry, styled for Pirate Night on Disney Cruise Line.




Disney Cruise Pirate Night outfit featuring a black pirate-style dress, combat boots, fishnet tights, skull backpack, compass earrings, choker necklace, and pirate headband, worn on Disney Cruise Line Pirate Night.

For our second cruise, I wanted to play more into the traditional pirate theme. My goal is to somehow reuse this dress for an event in the future. I added the earrings and purse just for fun, but my ears are actually not pierced. I also grabbed the sparkle bandana the day after Halloween at our local Spirit store. I would HIGHLY recommend checking there if you can make it work for your cruise. They had an entire pirate section, and everything was 25%-50% off. 


Men’s Disney Cruise Pirate Night outfit with a striped button-down shirt, black tank top, black jeans, pirate hat, red sash, and black high-top sneakers, styled for Pirate Night on Disney Cruise Line.


Even though I plan outfits for a living, my husband likes to do his own thing. He loves to play the game where he insists on planning his outfits, then at the last second asks me for help. For this past cruise, he thrifted the button up and his pirate hat. Again, we were lucky enough to be cruising close enough to the holidays, so things like this were more available. I’ve linked similar items below! 



Disney Cruise Pirate Night outfits for kids featuring a pirate dress with fringe skirt, black boots, gloves, and tights, plus a boys pirate outfit with skull t-shirt, black jeans, red bandana, and sneakers, worn on Disney Cruise Line Pirate Night.

My kids do like to be part of the process of outfit planning, and my youngest one requested to dress up as Uma from Descendants for Pirate Night. We were able to track down this dress on Facebook Marketplace and borrow some gloves. The only item I had to buy new were the blue clip-on hair pieces



My other kiddo likes to keep it simple. Even though Disney provides you with adorable Mickey bandanas, we found them to be a bit too small to wear around our heads. I was able to snag his shirt on sale through Darling Dream Co. It’s no longer available, but I linked a similar option for you! 


Subtle Pirate Night Outfits for a Disney Cruise


If you’re not into going all out, but still want to be on theme, these looks are for you. I love the idea of buying pieces that you can rewear in your everyday life, or maybe you can even pull some of these from your closet. 


Subtle Disney Cruise Pirate Night outfit with a white long-sleeve blouse, distressed jeans, black sandals, red scarf, gold hoops, and black crossbody bag, perfect for a low-key pirate look on Disney Cruise Line.


The easiest way to get into a pirate theme is by wearing a ruffle blouse. Shades of red, black, or white will work beautifully. If you’re like me and bought into the ripped denim phase, break those babies out and wear them proudly as a pirate! I added some classic gold hoop earrings, a red scrunchie to represent a bandana, and a fanny pack that resembles a chic pirate. These items can easily become staples in your everyday wardrobe after your cruise! 



Subtle Disney Cruise Pirate Night outfit for men featuring a striped t-shirt, red cardigan, black jeans, black sneakers, skull bracelet, pirate hat, and skull belt, ideal for casual Pirate Night styling.

If you have a partner that is having a hard time buying into dressing up, hopefully this outfit can be a good compromise. Stripes are very pirate-friendly. In fact, I am convinced that Mr. Smee was just a hipster who got caught up in the wrong crowd. 😆 But, a red or black stripe shirt is something that can be worn again after your vacation. I loved the cardigan too, as I always find the ships run cold on the inside! 



Mickey and Minnie Inspired Pirate Outfits


Mickey Mouse might be the complete opposite of a pirate, but his traditional colors of red, black, and yellow just happen to match those classic pirate vibes. His costume on the ship was actually brown and navy, which was so cute, but we love incorporating the main mouse into our Pirate Night looks. These next two outfits are for anyone who wants to dress on theme, but still keep a twirly girly aesthetic. 


Mickey-inspired Disney Cruise Pirate Night outfit featuring a white ruffled blouse, black skirt, polka dot tights, black ankle boots, red Minnie ears, Mickey pirate bag, and gold Mickey jewelry, styled for Disney Cruise Line Pirate Night.

This look might be my favorite and possibly what I will wear if I get to go on another Disney Cruise. I am obsessed with this purse, and it was the inspiration for this outfit. The shirt is out of stock, so I’ve linked a similar option below. 


Mickey-inspired Disney Cruise Pirate Night outfit featuring a white ruffled blouse, black skirt, sheer polka dot tights, black ankle boots, pirate Minnie ears, Mickey pirate Loungefly backpack, and gold Mickey necklace, styled for Pirate Night on Disney Cruise Line.

Women's pirate outfit idea for a Disney cruise with a black, red, and white stripe dress, pirate themed ears, and Mickey mini backpack

Can you guess what classic Disney show inspired this next outfit? When I came across this dress, I immediately starting singing “Who's the leader of the club that's made for you and me?” but in a pirate voice 😆. You could even add a petticoat underneath to add to the classic silhouette. 



Traditional Pirate Outfits for Pirate Night


There are a lot of actual costumes available on Amazon. If you have the time, you might be able to skim through the choices and find the best options for you or your family. But, we’ve put together a couple of options that will save you some time while keeping the pirate spirit alive. 


Traditional Disney Cruise Pirate Night outfit for women with a red wrap top, black ruffle skirt, pirate hat with feather, skull tights, tall black boots, gold coin jewelry, and pirate belt bag.


This look is loosely inspired by our girl Redd who actually makes an appearance during the deck party! While the boots are great for the costume, we also understand that they are not practical. So, flats will also work if you’re worried about your luggage space! However, I did pack my boots for the cruise and then also wore them to our Palo brunch!


Traditional Disney Cruise Pirate Night men’s outfit featuring a white pirate shirt, black pants, tall pirate boots, red sash, pirate hat, and skull bandana, styled for classic Pirate Night on Disney Cruise Line.

While this look may not be entirely practical for rewearing purposes, it sure is a flawless outfit for any pirate night. Who knows, maybe you’ll fall in love with cruising and be able to rewear it on another pirate adventure! 



Pirate Costumes for Kids


My kiddo has worn a costume the past two cruises. They are easy, and I would recommend them, especially for the younger ones because they make great dress-up options for play at home.


Disney Cruise Pirate Night outfits for kids including classic pirate costumes, pirate dresses, bandanas, hats, and character-inspired looks, ideal for children dressing up on Pirate Night aboard Disney Cruise Line.

Our school also had a pirate themed day last year, so it was great to have these on hand! Just make sure to leave all accessories that resemble a weapon at home. 



If you are looking for even more ideas, you can check out our Custom Services. We’ve planned a few looks for clients specifically for Pirate Night. 


The Full Look
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No matter what you decide to wear, just know that Pirate Night on a Disney Cruise is so much fun. The memories you make will last a lifetime. 

And remember, theme park (or cruise!) fashion doesn't have to be complicated, it just has to make you smile. 



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