Every outfit I wore on our 3-night Halloween on the High Seas Disney Cruise, from embarkation day and Pirate Night to Ensenada, Halloween, and debarkation day.
One of my absolute favorite parts of planning a Disney vacation is figuring out what I’m going to wear. I LOVE a themed outfit. I love accessories. I love planning every little detail. And a Disney Cruise? Oh, there are SO many opportunities to dress up!!!
We recently sailed on the Disney Magic for a 3-night Halloween on the High Seas cruise from San Diego to Ensenada, Mexico. And of course, I had been planning my outfits for MONTHS.
I wanted a fun embarkation day outfit, something cute for meeting the princesses, a fabulous Pirate Night look, and obviously something extra special for Halloween. I mean, it’s a Disney Halloween Cruise!!! How could I not?!
I also wanted to be realistic about what I was packing. I love shopping for accessories, but I didn’t want to buy an entirely new wardrobe for a three-night cruise. So I spent a lot of time shopping my own closet, mixing pieces I already owned with fun Disney accessories, and finding little things on Etsy to bring my outfits together.
And I had SO much fun with it.
If you’re planning your own Disney Cruise and looking for outfit ideas, here’s everything I wore during our trip, including where I bought my clothes, shoes, bags, and accessories.
From Disney Cruise embarkation outfits to Pirate Night, Halloween on the High Seas, pool days, and port adventures, let’s get into all the outfits!!!
Our Disney Halloween Cruise: Trip Details
- Ship: Disney Magic
- Cruise: 3-Night Halloween on the High Seas
- Departure Port: San Diego, California
- Destination: Ensenada, Mexico
- When: Mid-October
- Weather: Around 90°F on embarkation day and approximately 80°F for much of the remaining cruise
We were coming off an absolutely insane San Diego heat wave, so I was a little nervous about the weather.
Luckily, it ended up being beautiful!
Embarkation day was HOT—around 90 degrees—but the rest of our cruise was closer to 80 degrees. We even had about 30 seconds of rain on our second morning around 7 AM, but that was pretty much it.
It was perfect weather for spending time outside, exploring Ensenada, and relaxing by the pool.
This blog post may contain affiliate links. Please note these do not impact my review, and no extra costs have been added to the items mentioned.
Table of Contents
- What to Wear on a Disney Halloween Cruise
- Day 1: Disney Cruise Embarkation Day Outfits
- My Disney Cruise Embarkation Outfit
- My Disney Princess Dinner Outfit
- First Night Pajamas
- Day 2: Disney Cruise Sea Day Outfits
- Morning Gym Outfit
- Disney Princess Royal Gathering Outfit
- Adult Pool Outfit
- Comfortable Afternoon Outfit
- Disney Cruise Pirate Night Outfit
- Second Night Pajamas
- Day 3: Ensenada Port Day & Halloween Outfits
- Morning Breakfast Outfit
- What I Wore in Ensenada
- Afternoon Pool Outfit
- Halloween on the High Seas Ursula Outfit
- Third Night Pajamas
- Day 4: Disney Cruise Debarkation Day Outfit
- My Disney Cruise Outfit Planning Tips
- More Disney Outfit Inspiration
- Final Thoughts
What to Wear on a Disney Halloween Cruise
Before we get into each day, I want to talk a little about how I planned my outfits.
For our three-night Disney Cruise, I packed outfits for pretty much every activity we had planned. And yes, that included pajamas, gym clothes, pool outfits, dinner outfits, and all the themed accessories.
Was it a lot?
Yes.
Did I love having options?
Also yes hahaha.
Since this was a Halloween on the High Seas cruise, I had a few special events to plan around, including Pirate Night, the Royal Gathering, and Halloween.
But I also wanted comfortable outfits for walking around Ensenada, relaxing by the pool, and enjoying the ship.
My biggest goal was to wear things I already owned and then add Disney-themed accessories to make everything feel a little more special.
Day 1: Disney Cruise Embarkation Day Outfits
EMBARKATION DAY!!!
I freaking LOVE embarkation day.
There’s just something about finally arriving at the cruise terminal after months of planning and knowing that your vacation is officially starting.
And obviously, I needed an outfit for the occasion.
My Disney Cruise Embarkation Outfit
This was probably the outfit I was most excited about wearing on the entire trip.
I had been planning it for so long!!!
I wanted something that SCREAMED, “I’m going on a Disney Cruise!”
And I think I accomplished exactly that hahaha.
I started calling this look Disney Cruise Maxxing because I wanted as many Disney Cruise details as possible. Buttons, keychains, earrings, personalized accessories. ALL OF IT.
Let me break down the outfit because I’m so excited to share everything!!!
Disney Cruise Embarkation Outfit Details
- Shirt: R2Designer on Etsy. I love this shirt because it’s customizable! You can change the name of the ship and even add your own name.
- Jeans: American Eagle Outfitters.
- Shoes: My favorite platform Converse.
- Bag: Louis Vuitton, which I borrowed! Not mine lol. I was lucky enough to have someone in my life who let me use theirs for the trip. It was the EXACT bag I had been imagining for this outfit.
- Evie Keychain: MakerPixie on Etsy.
- Pins and Buttons: ThemeParkGhouly, LuinaWithLove, and DreamLabCreationsNC on Etsy.
- Red Mickey Porthole Keychain: Studiofrog on Etsy.
- Captain Mickey Earrings: InspiredbyMainst on Etsy.
- Disney Cruise Can Koozie: ILCustoms on Etsy.
- Straw Topper: Destination Vacation on Etsy. I completely forgot to get a photo of this one!
I was so happy with how everything came together.
I love a maximalist Disney outfit, and this one had so many little details that made me happy.
Plus, since it was embarkation day, I knew we would be taking a ton of photos around the ship. I wanted to look cute but still be comfortable enough to walk around and explore.
SHOP THE LOOK
Disney Princess Dinner Outfit
OMG. This outfit was SO much fun!!!
And the best part? I didn’t even plan it.
Well, not originally.
I was trying to figure out what to wear for dinner, but I had already decided that I couldn’t buy any more complete outfits for this trip.
Little accessories? Fine.
An entirely new outfit that I might only wear once? Absolutely not.
So I started going through my closet and trying on random things.
I grabbed my pink Selkie dress, which I hadn’t worn in forever, and started having fun pretending I was a princess.
And then it clicked.
I COULD BE A PRINCESS!!!
I ran to grab my Minnie Mouse princess hat and suddenly everything made sense.
“I’m a fish, I’m a beautiful sensual fish.”
Apologies. I’m on TikTok way too much hahaha.
Anyway!!!
Once I realized I could put together a Minnie Mouse princess-inspired outfit, I just went with it.
My Princess Dinner Outfit Details
- Dress: Pink Selkie dress I already owned.
- Hat: Minnie Mouse princess hat.
- Buttons: DreamLabCreationsNC and APartofYourFits on Etsy.
- Bag: Pink sparkly purse from my closet.
- Shoes: Pink sparkly Converse.
- Jewelry: Minnie Mouse jewelry I found at CVS just a few days before our cruise.
SHOP THE LOOK
I loved how this outfit turned out.
It felt so fun and princess-y, but I didn’t have to buy an entirely new outfit to make it happen.
Sometimes you just need to go shopping in your own closet!
First Night Disney Cruise Pajamas
And now for pajamas!!!
Yes, I packed a different set of pajamas for every night.
Is that necessary?
Absolutely not.
Is it fun?
YES!!!
For our first night, I wore the pajamas I picked up at our Disneyland Paris hotel.
I love bringing little Disney souvenirs from previous trips on new vacations. It’s such a fun way to keep using the things you’ve collected over the years.
Day 2: Disney Cruise Sea Day Outfits
SEA DAY!!!
The weather was gorgeous, and we were ready for a relaxing day.
Which is basically the entire point of a cruise.
We had a few activities planned, including the Royal Gathering, time at the adults-only pool, a Mixology class, and Pirate Night.
So naturally, I had a few outfit changes.
Morning Disney Cruise Gym Outfit
We started the morning at the gym before breakfast.
Nothing too exciting outfit-wise here.
I wore gym shorts and a Halloween shirt because, obviously, we were on a Halloween cruise!
I wanted something comfortable and easy to move around in.
After the gym, we grabbed breakfast and then headed back to our room so I could get ready again.
Because it was time to meet the princesses!!!!
Disney Princess Royal Gathering Outfit
Oh my goodness.
I had SO much fun meeting the princesses.
We booked the Royal Gathering, which gave us the opportunity to meet three princesses: Rapunzel, Belle, and Cinderella.
And can I just say that meeting Disney princesses makes me so nervous?!
They’re so pretty and sparkly and they’re freaking PRINCESSES!!!
I don’t know how to act hahaha.
Of course, I needed a cute princess-inspired outfit for the occasion.
My Disney Princess Outfit Details
- Shirt: Disney princess shirt from Disneyland.
- Jeans: GAP – Nightmare Before Christmas Collection
- Belt: I added Disney charms to a belt for some extra crafty, whimsical details.
- Hair: Little bedazzled gems for some sparkle.
- Bag: My Little Mermaid bag by Marshall Columbia.
- Jewelry: A mix of of new and old pieces
I loved adding the charms to my belt.
It’s such a simple way to make an outfit feel more Disney without buying something completely new.
SHOP THE LOOK
Disney Cruise Adult Pool Outfit
After meeting the princesses, we decided we wanted to do absolutely nothing.
Hahaha.
We changed into our pool clothes and headed to the adults-only pool.
I packed my book Free Falling by Lyla Sage and my new obsession, Murdoku.
SO FUN!!!
This was exactly the kind of afternoon I wanted.
SHOP THE LOOK
My Pool Outfit Details
- Swimsuit: Aerie.
- Plaid Jumper: Amazon.
- Black Slides: Amazon.
- Accessories: I kept the jewelry and little gems in my hair for some extra flair.
I love having a comfortable pool outfit that I can throw on quickly, especially when we’re spending hours relaxing outside.
My Comfortable Afternoon Disney Cruise Outfit
Okay, this one has a story.
After spending about three or four hours at the pool, we decided to take a nap.
And we napped a little too hard.
We woke up TEN MINUTES before our Mixology class.
TEN MINUTES!!!
There was literally no time to do anything.
I threw on my Adidas pants and a new Disney Cruise shirt I had just purchased onboard, and we RAN downstairs.
We arrived just as they were closing the doors.
AHHH!!!
So this was definitely not my most planned outfit, but it did the job.
And honestly, sometimes you just need a comfortable outfit you can throw on in two seconds.
Disney Cruise Pirate Night Outfit
PIRATE NIGHT!!!
Another one of my favorite outfits from the entire trip.
I freaking LOVE Pirate Night.
I don’t even know why I love it so much.
Maybe it’s because everyone gets so into it. The pirate costumes on board are AMAZING.
I love seeing how creative everyone gets.
For months before our cruise, I had been slowly buying random accessories for my Pirate Night outfit.
Including my pirate sword bubble wand.
Hehehe.
I wanted something that felt very pirate-themed without necessarily wearing a full costume.
And of course, I wanted LOTS of accessories.
My Disney Cruise Pirate Night Outfit Details
- Pirate Shirt: InkCottonCoArt on Etsy.
- Mickey Pirate Earrings: MarvelousonMainst on Etsy.
- Mickey Pirate Bag Charm: ABitofPixieMagic on Etsy.
- Mickey Pirate Straw Topper: ABitofPixieMagic on Etsy.
- Pirate Sword Bubble Wand: Disneyland. I also saw it sold onboard.
- Black Shorts: ASOS.
- Boots: SHEIN.
- Belts: SHEIN.
- Jewelry: A mix of pieces, with quite a few from SHEIN.
- Gold Bag Chain: SHEIN
- Black Bag: SHEIN.
And can we talk about my bag?!
It’s a black Balenciaga-inspired bag from SHEIN, and I LOVE it.
I used to have a similar style years ago during the Mary-Kate and Ashley era, and I was so happy to have something like it again.
PEAK Millennial hahaha.
SHOP THE LOOK
I loved how everything came together.
The accessories really made the outfit, and I had so much fun wearing it around the ship.
If you’re planning your own Disney Cruise Pirate Night outfit, I definitely recommend starting with something you already own and adding themed accessories.
You don’t need a full costume to have fun with Pirate Night!
Second Night Pajamas
And yes, another pair of pajamas.
This pajama set was from Macy’s.
I really do love having different pajamas for every night of a trip.
Again, completely unnecessary.
But it makes me happy hahaha.
Day 3: Ensenada Port Day & Halloween on the High Seas Outfits
PORT DAY!!!
I was SO excited for Ensenada.
This was my first time visiting, and my husband and I were really looking forward to getting off the ship and exploring.
We’re major foodies, so naturally our plans revolved around finding something good to eat.
We ended up walking about 25 minutes to a restaurant called Comal for brunch.
The neighborhood was super cute, with restaurants, coffee shops, and even an ice cream shop.
And the food?!
FANTASTIC.
I can’t wait to share more about our day in Ensenada.
But first, the outfits!
Easy Disney Cruise Breakfast Outfit
We started our morning with some time in the Rainforest Room at the spa.
A steam and cold plunge shower before breakfast?
The BEST.
After that, I kept my outfit very simple.
I wore my Disney Halloween shirt with running shorts.
Easy-peasy.
Nothing too elaborate because we still needed to get ready to leave the ship and explore Ensenada.
What I Wore in Ensenada, Mexico
I really had no idea what I wanted to wear for Ensenada.
I knew we were going to be walking a lot, so comfort was important.
But it was also our anniversary, and I wanted to look a little more dressed up than usual.
Dressy-casual but still comfortable.
That was the goal.
I found the cutest white top at ASOS and immediately loved it.
It was exactly what I had been looking for!
My Ensenada Outfit Details
- White Top: ASOS.
- Shorts: Target.
- Belt: Walmart.
- Sneakers: Nike, purchased from ASOS.
- Bag: Coach.
- Bag Charm: My little Mickey Disney Cruise charm.
- Necklace: I MADE IT!!!
- Bangles: A mix of pieces from different places.
Can we talk about my necklace?!
I made it myself, and I am SO proud.
I absolutely love how it turned out.
I also added my little Mickey Disney Cruise charm to my Coach bag because I needed at least one Disney detail.
Just a little whimsy hahaha.
This ended up being a great outfit for walking around Ensenada.
We were comfortable enough to explore, but I still felt cute and dressed up for our anniversary.
Afternoon Pool Outfit on the Disney Magic
After our huge brunch in Ensenada, we walked around for a bit.
Originally, we were thinking about staying in town longer and grabbing another meal later.
But then we realized we really just wanted to go back to the ship and relax.
So that’s exactly what we did.
We took our time walking back, explored the cruise port area, and then headed onboard.
We changed into our pool clothes.
My husband went straight to the pool, and I went off to find a quiet place to read.
After reading for a bit, I joined him.
My Pool Outfit Details
- Black Swimsuit: Aerie.
- Orange Plaid Dress/Cover-Up: Anthropologie.
- Slides: The same black slides I had been wearing earlier in the trip.
Very casual.
We were tired after walking around Ensenada and eating our giant brunch.
After the pool, we even managed to squeeze in one more visit to the sauna before getting ready for the Halloween festivities.
Which brings me to…
Halloween on the High Seas Outfit: Ursula!
I WAS URSULA!!!
HAHAHAHA.
OMG.
I had been OBSESSED with the Ursula cape at Disneyland for months.
It’s SO fabulous.
I knew I wanted it, and I knew I wanted to wear it on our Halloween Disney Cruise.
And I finally had the perfect excuse!
I didn’t really have a full costume planned to go with it, so I decided to keep everything else simple.
I wore all black and let the cape be the main part of the outfit.
Then I found my purple-ish Coach purse in my closet and immediately decided it was meant to be.
PERFECT.
My Halloween on the High Seas Outfit Details
- Cape: Ursula cape from Disneyland.
- Outfit: All-black pieces from my closet.
- Bag: Purple Coach purse.
- Shoes: Bedazzled creepers from Dolls Kill.
I absolutely loved wearing this outfit.
The cape was everything.
And the best part is that I can absolutely wear it again for another Disney Halloween event.
That’s something I try to think about when buying themed clothing. I love going all out, but I also want pieces I can wear more than once.
And this cape?
She’s coming out again.
Third Night Pajamas
One more pajama outfit!
For our last night, I wore a sleep dress from Macy’s.
I do a LOT of my shopping at Macy’s.
Hehehe.
And that officially wrapped up all of my outfits for our three nights onboard.
Well, almost.
We still had debarkation morning.
And that was an adventure.
Day 4: Disney Cruise Debarkation Day Outfit
Oh my goodness.
Debarkation morning was a RUSH.
Actually, the chaos started the night before.
We somehow ended up with about seven minutes to finish packing our suitcases before we needed to put them outside our stateroom for collection.
SEVEN MINUTES.
My husband packed everything.
And by packed, I mean he basically tossed everything into the suitcases as quickly as possible.
I was having a minor panic because I had spent the entire cruise trying to keep everything organized.
I was desperately trying to keep my accessories together while everything was being thrown into bags.
It was craziness.
I had already packed a separate bag for debarkation morning, which was great.
Except I forgot one tiny detail.
I had planned to reuse some of my jewelry and accessories from earlier in the cruise.
And we packed ALL OF IT.
So I was completely without jewelry or basically any accessories on our last morning.
HAHAHA.
It happens.
Matching Disney Cruise Shirts for Debarkation Day
For our final morning, my husband and I wore matching Disney Cruise shirts from our very first cruise.
I love that we got to wear them again!
I paired mine with wide-leg denim trousers that I actually found at Costco.
And my Adidas sneakers?
Also Costco.
We do a lot of Costco shopping hahaha.
My Debarkation Day Outfit Details
- Shirt: Matching Disney Cruise shirts from our first sailing.
- Pants: Wide-leg denim trousers from Costco.
- Shoes: Adidas sneakers from Costco.
- Accessories: Basically none because I accidentally packed them all the night before.
It was a very simple outfit, but honestly, that’s exactly what you want on debarkation morning.
You’re waking up early, finishing your packing, grabbing breakfast, and getting off the ship.
Comfort is the priority.
And next time, I will absolutely be setting aside my jewelry BEFORE we pack the suitcases.
Lesson learned!
My Disney Cruise Outfit Planning Tips
After planning all of these outfits and actually wearing them onboard, I have a few tips for anyone getting ready for their own Disney Cruise.
Plan Your Outfits Around Your Daily Activities
This is probably my biggest tip.
Before I start packing, I look at what we’re doing each day.
Are we going to the pool? Meeting characters? Exploring a port? Going to a themed dinner? Working out?
Once I know our plans, I can start putting outfits together.
It makes packing so much easier because I’m not just throwing random clothes into my suitcase and hoping everything works out.
You Don’t Need to Buy an Entirely New Wardrobe
I love shopping.
Obviously hahaha.
But one thing I really tried to do for this cruise was use clothes I already owned.
My pink Selkie dress, my Ensenada accessories, and even my Halloween outfit all came together using pieces from my closet.
I spent more money on accessories than actual clothing, and I loved how everything turned out.
Accessories Make the Outfit
If you’ve seen my Disney outfits before, you know I love accessories.
Buttons, earrings, charms, bags, jewelry, hair gems, keychains.
ALL OF IT.
I think accessories are one of the easiest ways to turn a regular outfit into a Disney-themed outfit.
And Etsy is one of my favorite places to find those little details.
Pack Comfortable Shoes
I know we all want to look cute, but you’re going to be walking around the ship, exploring ports, and spending a lot of time on your feet.
I packed a mix of sneakers, Converse, slides, and boots depending on the outfit.
For Ensenada especially, I knew I needed comfortable walking shoes.
Keep Your Debarkation Outfit Separate
Please learn from my mistakes hahaha.
If you’re putting your suitcases outside your stateroom the night before debarkation, make sure you keep EVERYTHING you’ll need the next morning in your overnight bag.
Not just clothes.
Shoes, toiletries, makeup, chargers, jewelry, and any accessories you want to wear.
Because once your suitcase is gone, it’s gone until you collect it after leaving the ship.
And you don’t want to realize all your jewelry is packed away like I did.
More Disney Cruise Outfit Ideas & Disney Style Inspiration
If you love planning Disney outfits as much as I do, I have lots more outfit inspiration to share!
I also put together a full breakdown of everything I wore on my first Disney Cruise, including embarkation day, Pirate Night, Castaway Cay, and our port adventures.
And if you’re looking for even more Disney style inspiration, check out my other Disney outfit posts for themed looks, accessories, and ideas for putting together outfits using things you already own.
I love finding new ways to style Disney pieces, and hopefully these posts give you a few ideas for your own trip!
Final Thoughts: What I Wore on Our Disney Halloween Cruise
I had SO much fun planning and wearing all of these outfits.
Seriously.
I know not everyone gets excited about packing 15 different looks for a three-night cruise, but for me, this is part of the vacation.
I love planning the outfits, shopping for accessories, making little DIY pieces, and seeing everything finally come together.
And this trip gave me so many opportunities to have fun with my Disney style.
From my very over-the-top embarkation outfit and last-minute Minnie Mouse princess look to Pirate Night and my fabulous Ursula cape, I loved every single themed outfit.
Even the simple outfits made me happy.
And honestly, I think one of my favorite things about this cruise was realizing how many outfits I could put together using clothes I already owned.
You don’t have to buy a whole new wardrobe for a Disney Cruise. Sometimes all you need is a cute pair of earrings, a fun bag charm, or a little Disney accessory to make an outfit feel special.
Of course, if you’re like me and love going all out, then GO FOR IT!!!
That’s part of the fun.
I already can’t wait to start planning outfits for our next Disney Cruise.
And yes, I will probably overpack again.
Happy planning!
XOXO,
Julia
Posts You May Like:
- Pack & Prep: San Diego Disney Cruise
- Disney Cruise Must-Haves on Etsy
- Tips for Adults Visiting Castaway Cay
About the Author: Hey there! I’m Julia, a travel writer, over-packer, list maker, and self-proclaimed Vacation Prepper. I share the tips and little details I learn along the way to help you feel prepared before your next adventure.
Stay Connected:
Follow along on social media for live coverage and behind-the-scenes content:
Leave a Reply