Dapper Days and Bounding Ways

As we’ve entered the last month of the year, my thoughts have turned to ruffle skirts, petticoats, and cloche hats; that’s because we’re only a few days away from Dapper Days at Walt Disney World.

Kelly in a Dapper Elsa bound at Disney’s Hollywood Studios

The event runs twice a year, with guests strolling through the parks in their dapper best, usually inspired by a style from a previous era.

Kelly in a black polka-dot Dapper Day outfit from Spring 2025

To learn more about how these events began and have grown in popularity over the years, I encourage you to read The Dapper Day Story.

Dapper Day pin being held up in from of the geosphere at Epcot

This weekend’s events will take place on Saturday December 6th at Epcot and Sunday December 7th at Disney’s Hollywood Studios.

Tower of Terror and holiday decorations at Disney’s Hollywood Studios

Numerous social media groups have planned casual meetups in the parks on both days, which are great opportunities to meet new friends. There’s also a bonus meetup organized by the Facebook Group Dapper Orlando on Friday December 5th at the Atlantic Dance Hall.

DJ booth and dance floor at the Atlantic Dance Hall

As we prepare for the upcoming weekend, let’s take a moment and look back at this year’s Spring event.

In April, the sun was shining (and at times quite hot), and groups of fantastic people gathered together to hang out, roam through the parks, be in awe of each other’s outfits, and snap a few photos.

I’m sure it’s no surprise to read that with my love for bounding, I planned outfits that were also bounds. For me, it was a way to accomplish two things I enjoy (bounding and dappering) at the same time.

Dapper Rapunzel Bound:

Kelly in a Dapper Rapunzel bound at Epcot
  • Purple dress
  • Pink belt with bow
  • Pink socks
  • White shoes
  • Pink cloche hat
  • White sunglasses

Paired with the accessories from our Tower Princess Bounding Box

  • Chameleon Ring
  • Lantern Scarf
    &
  • Frying Pan Necklace
Kelly in a Dapper Rapunzel bound at Guardians of the Galaxy: Cosmic Rewind

Dapper Ariel Bound:

Kelly’s Dapper Ariel bound hanging in her hotel room at Disney’s Saratoga Springs Resort & Spa
  • Purple long-sleeve blouse
  • Teal skirt
  • Purple petticoat
  • Purple fascinator
  • Teal sunglasses
  • White shoes

Paired with the accessories from our Mermaid Princess Bounding Box

  • Fork hair clip
  • Mermaid scale scarf
    &
  • Thingamabobs bracelet
Kelly in her Dapper Ariel bound at Magic Kingdom in front of Under the Sea - Journey of The Little Mermaid

If, like me, your calendar is already filled with commitments for this weekend, not to worry, the 2026 Dapper Day dates have been released. The Spring 2026 WDW dates are May 2nd and 3rd, with the Fall/Holiday 2026 WDW dates listed for December 5th and 6th. I’m sad to be missing out this weekend, yet I’m excited to start planning my outfits for the 2026 dates.

Dapper Day fan in front of Disney’s Saratoga Springs Resort & Spa building

Whether it be this weekend or a future event, Dapper Days can be as busy or relaxed as you choose.  You can strut from one meetup to another or take a laid-back approach and enjoy the days as they unfold.  My two biggest recommendations are 1. Remember to stop for food and hydration, and 2. Strike up a conversation.

The people who attend these events are welcoming and fun. So, say hello, you may end up meeting a future best friend.  

~Kelly 

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