Dapper Day: Strolling Through the Parks with Refined Style

Two weeks from today, one of my favorite gatherings at Walt Disney World begins, and that's Dapper Day – when people meet up and showcase great style from yesteryear to today.

Kelly bounding as Dapper Snow White at Magic Kingdom by the Cinderella Fountain

To learn more about the founder of Dapper Day and its history, click here.

Silhouette of Dapper Mickey Mouse from the curtains at Disney’s Boardwalk Villas
Silhouette of Dapper Minnie Mouse from the curtains at Disney’s Boardwalk Villas

The weekend is filled with multiple opportunities to meet new people, chat about life, and snap a photo or two. Having attended this year's WDW Spring Dapper Day Weekend, my biggest takeaway was meeting some of the nicest Disney Adults I've ever known.

Kelly bounding as Dapper Belle at in front of the geosphere at Epcot

The itinerary is meant to be a guide for people, and by no means restrictive. This upcoming weekend follows a similar schedule as the spring event, which was a meet-up outside of the parks on Friday evening, followed by two days of visiting specific parks in your refined style. People participate in as much or as little as they want; it's up to each individual how long they want to be there and what they deem as a refined style to wear.

The non-park evening has the advantage of less walking and tends to be when more of the dress shoes are on display. The spring’s Friday night gathering was held at Disney Springs, allowing people to stroll through the shops, enjoy a nice meal including a delicious dessert, and meet up at sunset.

The Fall event for Friday night is planned for Disney's Boardwalk, another great space for photos, food, and fun.

Disney’s Boardwalk

The Spring event had people visit Epcot on Saturday and Magic Kingdom on Sunday. From the moment I arrived at the parks and scanned my MagicBand, I saw beautiful vintage-style dresses, gorgeous hats, and tons of smiles.

Magic Kingdom Train station

Not to mention the gorgeous colorful backdrop of Epcot’s International Flower and Garden Festival made for countless picture-perfect spots!

Flowers from Epcot’s International Flower and Garden Festival

Having been there solo, I wondered what it would be like on my own, and that worry was quickly squashed as people warmly welcomed me when I met up with them. Social media groups, such as Dapper Orlando, D3Darlins, and Dapper Days, are known to arrange meet-up spots in the parks to socialize and pose for a photo throughout the weekend. For me, those quick gatherings were the highlight of the event. It was there that I met wonderful people and got to hear their stories.

group of Dapper participants meeting up at Epcot

Attending a Dapper Day event does NOT require that you bound, but me being me, I certainly loved the opportunity to enhance my clothes with a refined style and simultaneously mix in bounding.

Dapper Cruella Bound:

  • Fit and flare black dress with white stripe
  • White sunglasses Paired with the accessories from our Dalmatian Villain bounding box
  • Dalmatian patterned scarf
  • Black and white fascinator
    &
  • Red stone bracelet
Kelly bounding as Dapper Cruella at Disney Springs

Dapper Belle Bound:

  • 1950s-inspired light blue cocktail dress with white polka-dots
  • White sunglasses Paired with the accessories from our Book Loving Princess bounding box
  • Light blue satin bow
  • Book earrings
    &
  • Rose necklace
Kelly bounding as Dapper Belle

Dapper Snow White Bound:

  • Yellow rockabilly halter dress
  • White belt
  • Blue bodysuit
  • White sunglasses
  • Red stone bracelet Paired with the accessories from our Fairest Forrest Princess bounding box
  • Red bow barrette
  • Bluebird earrings
    &
  • Red apple necklace
Kelly bounding as Dapper Snow White

Another fun element of the weekend was watching how characters reacted to our Dapper outfits.

Princess Elena reacting to our Dapper outfits

And I'd be amiss if I didn't mention the PhotoPass Photographers. Every day they’re amazing at their jobs, yet during Spring’s Dapper Day Weekend, they went above and beyond with wanting to help capture the perfect shot.

Kelly bounding as Dapper Belle next to the Walt statue in Epcot

The upcoming Fall WDW Dapper Day Weekend is planned for Disney's Hollywood Studios on Saturday December 7th, and Disney's Animal Kingdom on Sunday December 8th.

Entrance sign for Disney’s Hollywood Studios

A Dapper Day Weekend is a way to experience WDW at a pace different from the usual park visit. It's a way to slow down, look at the details around you, and enjoy strolling through the parks.

So, whether it be a fascinator in your hair or donning a four-button vest, I encourage you to come out to the next Dapper Day event and show off your refined style!

José Carioca waving at us from the Disney Adventure Friends cavalcade

~Kelly

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