Have you attended a Dapper Day? This unofficial, fan organized event happens twice a year at Disneyland and Walt Disney World. Guests are encouraged to dress up in vintage fashion, as guests used to do when Disneyland first opened in 1955!
Aside from wearing vintage clothing, guests will often “DisneyBound,” which is slang for choosing an outfit and accessories inspired by a Disney character. One of the most fun I’ve ever had at Dapper Day is when my friends and I DisneyBounded as characters from Alice in Wonderland!
If you’re looking for some fun and affordable vintage clothing for Dapper Day, I highly suggest checking Amazon! I purchase the majority of my dresses and skirts from Amazon because they have really cute styles, are size inclusive, and with a Prime membership there’s a great return policy.
Below I’m sharing some of my favorite clothing items I’ve actually purchased and worn, so I can personally vouch for them! I’ve also included some DisneyBound ideas for each piece. I hope it inspires you!
Vintage Style Outfits for Dapper Day at Disneyland
As an Amazon Associate I earn from qualifying purchases.
Grey – Dumbo, Tramp, Baloo
Blush – Aurora, Marie, Piglet
Lavender – Rapunzel, Miss Piggy
Black – Mickey Mouse, Steamboat Willy, Joe (Soul)
Wine Red – Iago, Mother Gothel, Jasmine
Green – Peter Pan, Gamora, Yoda
Mustard Yellow – Dole Whip, Flounder, Snow White, Winnie the Pooh
Yellow – Jane (Tarzan), Belle
Blue – R2D2, Genie
Purple – Izma, Ursula
Gold Sequin – Genie’s Lamp, Simba
Blue-Green Velvet – Merida
Sky Blue Sequin – Cinderella, Elsa
I own this top in two different colors and thinking about getting more! You can see me wearing it in lavender (on the website it’s listed as “pink” but it’s actually light purple) here on my Paris article.
Orange – Orange Bird, Simba, Nemo, Tigger
Leopard Yellow – Disney’s Animal Kingdom
Green – Disgust, Mike Wazowski, Toy Story Alien
The absolute BEST “vintage style” pants I’ve found!!! These are so flattering and comfy! I’m apple shaped so it’s tough to find pants that are flattering but these do the trick! And they are available in pretty much any color you can think of.
Very pretty beaded top that can be paired with cute shorts or a nice skirt.
The polka dots on this black blouse are perfect for a Mickey or Minnie inspired outfit. Also looks really cute with the pants posted above!
Not really a vintage style, but a fun, flattering dress in cute patterns! Also pairs beautifully with the Buckle-Down cinch belts. And … it has pockets.