Travel Outfits: What I wore at Disney

j crew sweater madewell jeans sambas cute disney outfit
J. Crew sweater xxs (on sale in many colors!), Levi’s jeans 24×27 (my review), Polene bag c/o

The last time I visited Disney World was years ago, pre-kids, for a company event, and I couldn’t imagine returning for the foreseeable future. But here we are almost a decade later, and a 3 year old and a kindergartener swayed me to don mouse ears and get excited about princess meet ups. I have to admit, something about seeing it all through your little ones’ eyes did make it kind of magical.

I’m working on a post with our itinerary + tips that came in handy, but first a couple of travel-friendly pieces I packed. The temps ranged from low 50’s in the AM to mid 70s in the PM with rain, so layering was key! I decided to go minimal with carry-on bags for the family, but Nori had ideas of her own and packed her entire princess wardrobe. With limited space, here are my versatile pieces that made the cut for 4 nights:

Tops:

  • Short jacket. My Steve Madden crop trench (sold here & here) layered well over every outfit! Some alternatives that are fully stocked:
  • Basic tops in black and white
  • Cardigan. I haven’t traveled anywhere without an Emilie sweater in tow. It’s on sale now for the best price I’ve seen yet, and goes easily from casual to professional. Nice quality, sturdy 100% cotton.
  • Striped layer. I didn’t need my Sezane sweater since I already had the cardigan jacket. But when I stripped down to a tank top on warm afternoons, I liked a striped layer over my shoulders as an accent piece. For warm weather, I’d do my slouchy AYR stripe tee instead of a knit.
  • Sweatshirt. I love the relaxed, slightly cropped fit on my A&F Sunday sweatshirt or Lulu half zip. I went with A&F since it’s a little lighter weight, tho wish I had the newer pocket version!

Many people in Orlando were in T-shirts in the 50’s temps, so depending on your tolerance, these layers and long pants won’t be necessary! For summer I’d go with something this traveler dress with built-in shorts.

Bottoms:

Shoes & Accessories:

  • Sneakers. You do miles of walking a day at Disney, so wear only your most supportive and comfortable sneakers. I saw tons of ppl in Hoka or On Cloud sneakers, which I need to try. Out of my limited sneaker collection I went with Adidas Sambas, which are comfy for me but NOT a truly supportive sneaker, so I added & tested out cushier insole inserts in advance. I also wore cotton crew socks with them most of the time as an added layer of foot protection.
  • Lightweight hands-free bag. The popular lulu bag works well, and I also have this $14 Amazon one.

Things I Should’ve Brought

  • Proper rain Gear. Don’t make my mistake by packing rain boots for a wet forecast. The chunky shoes took up valuable suitcase space, and didn’t make sense for on & off rain or when it got warm. Instead, others had these wet weather shoe covers (so smart!) and plenty of ponchos which we had bought on Amazon. I personally liked a small umbrella too instead of a poncho.
  • Swimsuits. A big “miss” on my part! I thought 60s would be too cold for outdoor pool time, but the kids felt otherwise. The pool was heated and they enjoyed water time daily in their pajamas.
disney family outfits gap kids abercrombie sweater sambas
A+F sweatshirt xxs (pocket version here), Zella 7/8 leggings xxs (mine are older), belt bag, Adidas Sambas men’s 4.5 = women’s 6 // On the kids: Gap Disney sweatshirts
airport trench sambas outfit with kids stroller
Steve Madden jacket XS (here and here; sleeves folded), Zella leggings xxs (old version), Bric’s suitcase, Longchamp tote, Yo-yo stroller with ride-along board, kids Uniqlo fleeces
disney world family outfits comfortable shoes sneakers
Sezane cotton stripe sweater xxs, A+F jeans 24 short, DIY Jasmine costume (this one is cute)

Best Kids Princess Dresses

My inner child who adored all things dress-up was living vicariously through my kids! Here’s some noteworthy dress up brands:

  • Little Adventures is at the top of my list and is clearly made by moms who get it. No messy glitter, easy pull-on & off designs with stretch, and soft, non-itchy fabrics that wash well in the machine. This brand is worth spending more on IMO, and has sizes for age 1 to 13.
  • You guys already know my love for the Gap Disney sweater dresses! Amazing value for comfy dresses in a 100% cotton knit and lining. We’ve washed ours dozens of times.
  • For a fancier option, the Janie & Jack princess dresses are nicely made in elegant fabrics and still machine washable.
Belle dress 5-6 (several other princess options too), ballet flats

I had wanted to buy the Little Adventures Belle dress for its easy-clean fabric and elastic stretchy waist, but it was unavailable at the time so I got this one. It’s actually quite pretty for the price and well made, esp compared to a few others I had checked out from Amazon.

Nori’s Elsa dress Large 5/7 (see all Little Adventures styles – the best)
Nori’s Cinderella dress (size 3T so way small, but she squeezed into it!)
casual disney travel outfit leggings sambas half zip sweatshirt
Swapped in comfy cotton crew socks + cushioned insole inserts (kids sz 3.5 = womens 6)
casual disney world petite mom outfits
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7 Comments

  1. Angela Z. wrote:

    Hi Jean,
    Can you recommend the places where you ordered the food for your kids during your visit there? We are going later on this month and my younger one has a few food allergies. So it would be nice to know your thoughts on the food.

    Posted 3.1.24 Reply
  2. Kathy V wrote:

    Jean,
    I have been reading your blog for years, and as a petite woman it has become a valuable resource for me.
    Do you have any recommendations on which leggings best retain their elasticity? I wash mine in cold water and line dry but often end up with saggy knees.
    I like the Lululemon align legging for workouts but would also like one with not such an athletic finish to wear with sweaters and longer tops. Also wondered if you had tried any from Gymshark?
    Thanks Jean and keep up the wonderful work!

    Posted 2.19.24 Reply
    • Jean | Extra Petite wrote:

      Hi Kathy! Thanks so much for the kind note and for reading along all these years! I haven’t tried Gymshark – will have to look into it. Regarding leggings, the ones I wear the most by far are Zella “live-in “style leggings and I don’t have any problem with saggy knees after heavy wear. But unfortunately mine are from a few years ago and the reviews are all over the place now so I can’t be certain how much they’ve changed.

      Posted 2.19.24 Reply
      • Anonymous wrote:

        I wear Athleta leggings in Petite sizing. They are great for years.

        Posted 2.20.24 Reply
        • Extra Petite wrote:

          So great to know! Thank you for passing this along

          Posted 2.20.24 Reply
  3. Barb Reese wrote:

    I bought the gap princess dress per your rec and granddaughter loves it. I have found several more knit princess dresses at Walmart now. Same knit washes well at 16.00 each. 👍💕

    Posted 2.18.24 Reply
    • Jean | Extra Petite wrote:

      Thanks for the tip, Barb! I’ve heard such great things about the Walmart ones so it’s good to know that they wash well, too.

      Posted 2.19.24 Reply

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