dapper day epcot fall 2019 dreamfinder and figment
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Shannen Michaelsen··8 Comments·3 min read

PHOTOS: Highlights from Fall Dapper Day 2019 at Walt Disney World

This weekend rounded out the eighth year of Dapper Day events at Disney Parks. An unofficial event, Dapper Day has been hosted in Anaheim, Orlando, and Paris during the Spring and Fall since 2011. The event encourages guests to “step out in style,” drawing inspiration from original concept art for Disneyland and Walt Disney World by Imagineers such as John Hench and Herb Ryman. This art often featured guests in 50s-70s style clothing dressed up as they might be for a night out.

herb ryman epcot
EPCOT art by Herb Ryman
herb ryman cinderella castle
Cinderella Castle art by Herb Ryman
john hench carousel of progress
Carousel of Progress (detail) by John Hench

Dapper Day kicked off this past Thursday when the Dapper Day pop-up shop opened in Marketplace Co-Op at Disney Springs.

dapper day pop up shop

dapper day pop up shop

dapper day pop up shop

The pop-up shop had original Dapper Day dress and accessory designs, including this season’s new Peter Pan pattern.

dapper day pop up shop

dapper day pop up shop

dapper day pop up shop

Dapper Day founder Justin J. also met at the pop-up shop on Thursday and Friday evening, and guests were especially encouraged to dress up Friday night for activities at Disney Springs. Dapper Day partnered with several Disney Springs vendors to offer various merchandise and discounts.

Saturday is when the real fun began, with Disney World’s first Dapper Day at Star Wars: Galaxy’s Edge!

dapper day hollywood studios

dapper day hollywood studios

Kylo Ren enjoyed this guest’s dress and said there might be an opening in the First Order for her soon (which made one of his Stormtroopers worried).

dapper day hollywood studios kylo ren

dapper day hollywood studios kylo ren

dapper day hollywood studios kylo ren

We saw Chewbacca try to eat a porg off someone’s shoulder, but luckily his Resistance friends calmed him down and the porg was not injured.

dapper day hollywood studios

dapper day hollywood studios

dapper day hollywood studios

Rey was also seen speaking to guests.

dapper day hollywood studios rey

dapper day hollywood studios rey

Of course, the rest of Disney’s Hollywood Studios was also swarming with people dressed to the nines, and the pop-up shop moved to Legends of Hollywood.

dapper day pop up shop

dapper day pop up shop

dapper day pop up shop

dapper day pop up shop

It was a chillier Dapper Day than usual, so many attendees added jackets and sweaters to their outfits.

dapper day hollywood studios fall 2019

dapper day hollywood studios fall 2019

On Sunday, festivities moved to EPCOT and the Food & Wine Festival.

dapper day epcot fall 2019 dreamfinder and figment

dapper day epcot fall 2019

dapper day epcot

We caught a gathering of Disneybounders at the Italy pavilion just in time for a group photo.

dapper day epcot fall 2019
dapper day epcot fall 2019

dapper day epcot fall 2019

dapper day epcot fall 2019

We had a swinging time at Dapper Day, and we can’t wait for next year! Dapper Day will return to Walt Disney World May 1-3. If you live in California you can attend the Disneyland outing on April 19. You can find more information at DapperDay.com.

For more information on booking your next trip with our official travel agent sponsor, the Vacationeer, visit wdwnt.travel.

Shannen Michaelsen
Shannen has been a Disney Parks fan and lover of dogs since childhood, despite Pluto's attempt to eat Shannen's Minnie Mouse doll the first time they met. They've made up now. You can email Shannen at [email protected]

8 Comments

  1. Literally one of the dumbest things you could do at Disney World. Why would anyone voluntarily wear a 3 piece suit and fedora and/ or heels and dresses etc to walk roughly 10 miles around the parks throughout the day? Literally no common sense going on here what so ever. It’s a homerun for Disney because they get these suckers buying their top dollar clothing items but you have to seriously be missing some brain cells to participate in something so idiotic given where you are and what you’re doing (which is walking, riding rides and eating). A little common sense would go a long way for these people

    1. It is a shame that you do bot understand what Dapper Day is about, look back at pictures from the years after Disneyland was opened, people went to the parks in their finest attire, twice a year people go back to that , going and enjoying the Disney parks , dressed in their finest and visiting with others doing the same, I met so many incredible people this weekend and watched people be nice to each other , compliment them and show kindness to people that they would not think about on any other day of the year, I am sorry that you did not join in and experience that for yourself

      1. I was also there on that day in Hollywood studios and I saw maybe 10% of the people participate. Because human evolution is still a thing. We get smarter as the years pass and we’re exposed to new information. Information like walking 10 miles in florida sun in heels/suits is a terrible idea. Hence why nobody does it anymore. They also used to advertise cigarettes to kids using a cartoon camel in the 50s but human evolution stepped in eventually and said “hey this is a dumb idea let’s stop doing this”. Just because something used to be done in the 50s doesn’t mean it’s a good idea. Let alone the fact that Disneyland was a new, novel idea when it first opened whereas now its extremely common place for people to visit. Remember in the 50s when people used to dress in their Sunday best to fly on an airplane because it was a novel special experience at the time? How many people do you see flying now in 3 piece suits or their favorite dress and heels on a flight? Because people have adjusted and realized “hey what I’m doing is not practical and doesn’t make any sense”. The “good ole days” were obviously not that great since we as a human civilization decided to move on from it and change our way of thinking and behavior. People are just suckers for dressing up for attention and nothing but kudos to disney for capitalizing on such gullible and easily influenced individuals that they can open up the pop up shops and whack people 2-300 dollars for an outfit they will wear one time and then whack them another 100+ to get into the park to wear. Absolutely genius on Disney’s part and actually pretty sad on the public’s part who fell for such a ridiculous idea

        1. Tsk, tsk. It’s fascinating how triggered some people are by the hobbies and social pursuits of others. Buttons pushed much?

    3. Not only does this person not understand what Dapper Day is about, a lack of general knowledge about history is also evident, since this is how people commonly dressed for social outings throughout the early part of the 20th century, weather be damned. This included trips to amusement parks. Pictures of people visiting Coney Island in its heyday attest to this. Besides, there’s an assumption being made here that everyone attends Dapper Day without bringing a change of clothes along. I see why this poster chose to remain anonymous.

    4. yeesh, rough day anonymous? If someone wants to wear a suit to the park, it’s not idiotic it’s their choice. I think being so aggressive towards these people is conducive to you missing some brain cells…. but that’s none of my business

  2. I don’t know what’s dumber: grown adults waddling around Disney in heels and poodle skirts or grown adults in capes talking to $75 puppets on their shoulders.

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