If you click on a link and make a purchase we may receive a small commission. Read our editorial policy.

Dapper Day Looks That Made Disney World the Classiest Place on Earth

Dapper Day is a fan-favorite Disney event for all the vintage-inspired outfits.

Dapper Day 2022 at Walt Disney World (Courtesy Instagram)
Dapper Day 2022 at Walt Disney World (Courtesy Instagram)

Think of Dapper Day at Disney World like the Met Gala for Disney fanatics because these theme park goers don’t mess around. They trade in their usual Mickey Mouse fanny packs and comfortable walking shoes for vintage-inspired takes on their favorite Disney characters, as well as some from ‘Star Wars’ and Marvel movies now that those entities can be found inside the park now. So without further ado, let’s take a look at just how fancy Disney World got this year on Dapper Day.

Mama Odie & Louis, The Princess and the Frog

This gender-bent take on Mama Odie and Louis from ‘The Princess and the Frog’ has us craving beignets like crazy.

Daisy Duck

Who is the cutest duck in all the land? Daisy, of course!

Donald Duck

What can we say, Donald is the ducking best.

Jessica Rabbit, Who Framed Roger Rabbit

Roger was the legend, but Jessica is the icon.

Darth Vader

Darth Vader would likely call himself a pretty sophisticated guy, but this fan found a way to make him a lot more stylish.


This pair captured not only the spirit of Dapper Day but the love of Rapunzel and Flynn Rider.


This Disney goer looks like vintage Barbie meets Cinderella meets Sandy from ‘Grease,’ and we’re obsessed.

Winnie the Pooh

Dapper Day was a family affair for this bunch in the Hundred Acre Wood.

Lilo, Lilo & Stitch

Lilo-inspired looks will always make Dapper Day feel more tropical.

Spider-Man & Green Goblin

Who said a hero and a villain couldn’t look this great together?

Queen of Hearts, Alice in Wonderland

With a smile like that, we’re sure this Queen of Hearts is heading to a game of croquet.

Jessie, Toy Story 2

Yee haw! We can't forget one of our favorite cowgirls from the second ‘Toy Story.’

Snow White

The signature blue, red, and yellow Snow White look is always wonderful, but it’s nice to see the fairest of them all sporting another ensemble from the movie.

Clopin, The Hunchback of Notre Dame

All of the Clopin Stans need to stand up and rejoice in this because it’s perfection.


That’s one dapper droid!

Ariel, The Little Mermaid

The Ariel on the sign is about to have one of those Spider-Man meme moments because this fan’s look is that good.

Beauty and the Beast

A tale as old as time, a pair as cute as can be.


An adorable Mirabel, Luisa with the burro, Agustín looking fly, and then…we don’t wanna talk about him because well, we can’t.

Mary Poppins

Do you think she’s looking for a spoonful of sugar for her tea?

Scarlet Witch

You’ve got to go a little gothic couture with your Dapper Day look when doing a witch.

Jane, Tarzan

We’re absolutely wild about this Jane-inspired fashion moment.

Powerline, A Goofy Movie

No arguments here because we’re all seeing eye to eye about this and agreeing that it’s amazing.

Obi-Wan & R2-D2

Obi-Wan is giving us classic 1940s beauty, while R2-D2 is serving up dapper flapper realness.

Be sure to check out DapperDay.com for all events at Disney parks around the world.

Tagged With
About the Author
Kendra Beltran avatar

Kendra Beltran

Contributing writer

Kendra Beltran realized soon after graduating college that working a typical job in an office was not going to happen. Ironic since she has since watched 'The Office' more times than she'd like to admit. With that, she started freelance writing and since then has written for MTV Geek, Cartoon Brew, Apartment Therapy, and many other wonderful sites that have welcomed her pop culture insights. When she isn't writing she's arguing with potential home buyers on 'House Hunters,' and hanging out with her fiance and fur baby.