DisneyBounding For Dapper Day at Walt Disney World

Easy Tips for Disneybounding at Dapper Day | Disney World | Disneyland

While this is primarily a lifestyle blog with a focus on running and general fitness, once in a while I like to dip into fashion.

Friends of mine: you can stop laughing now.

It’s true; I have no sense of style.  Like, at all.

But Pinterest is the BOMB.  And it doesn’t hurt to have friends who DO know what they are doing.  They make getting dressed a little easier.

I text them pictures asking important questions like, “Does this match?  Can I do this?  Yes or No? Too much boobage showing?  How about now?  And now?”  I’m 43-years-old and still get dressed by committee on occasion.  #truth

This is one such occasion.


DisneyBounding for Dapper Day

I write for the travel site, TravelingMom and every year we have a retreat hosted at Walt Disney World.

When the dates of the retreat were announced, a lot of us squealed because it coincided with a special event.

The Spring Dapper Day Event is happening while we are there for our event. Squee!

Dapper Day 2017

We’re getting a Disney twofer!


Dapper Day at Disney World

What is Dapper Day?  It’s something that my Disneyland nostalgia-loving heart has been dying to attend for a couple of years.

From the Dapper Day Events website:

Started in February 2011, DAPPER DAY® Events organizes fashionable outings to Disney Parks twice a year (spring and fall) in LA, Orlando, and Paris. These events include a “DAPPER DAY at the Parks” with informal in-park meetups, plus other happenings outside the parks such as our DAPPER DAY Expo (in the Disneyland Hotel® Exhibit Hall), DAPPER DAY Car Show, and our official after party FOLLY in Downtown Disney Anaheim. We sometimes organize other events at non-Disney locations throughout the year like our huge DAPPER DAY / FOLLY 2016 New Year’s Eve event at Clifton’s in Downtown LA.

DAPPER DAY Events celebrates the tradition of “stepping out in style” and are meant to showcase you at your best. We do not aim to recreate a specific period. All sophisticated attire is encouraged from vintage-inspired classics to chic contemporary looks. Active and retired military are encouraged to wear your dress blues or service uniforms if you like. (Please note costumes or cosplay are better suited for other events.)

Last year the dates coincided with the Star Wars Half Marathon weekend at Disney World and I eperienced my first one. It was pretty neat to see all the creative outfits my fellow parkgoers came up with.

I saw Dole Whips and Princesses and Orange Birds. They were outstanding. By comparison, I was pretty chill.

I DisneyBound Dappered as Snow White.

Easy Tips for Disneybounding at Dapper Day | Disney World | Disneyland

We had a lovely time in the parks taking pictures and enjoying all the outfits.

It’s time to do it all again!


How To DisneyBound at Dapper Day

You can go pretty literal as I did or just resemble a character or location at Disney. They first step is to come up with an idea: what character or theme do you want to provoke?

I’d also say that color blocking can be an easy option to pull off a look.

Let me show off my girls who ran last year and Dappered it up as well.


DisBroad Kristen is up first. She went with a Minnie Mouse inspired look.

She bought hers through her personal shopper (aka, Clara, aka Kristen’s friend that she texts pictures to asking for opinions).  I’m not sure where Clara got this ensemble from, but I do LOVE it on K!

Kristen Dapper

Lisa was my go-to girl when it came to putting looks together.

She helped me with a few ideas and was so enthusiastic about this whole plan.

Bless Lisa, even though she loves her villains, she’s got one of the biggest hearts I know!

Lisa Dapper 2

Here’s Lisa’s report on what she put together:

So I’m a huge Villains fan, so when I heard Dapper Day was going on during Darkside weekend I knew I wanted to Disneybound a Villain! So I did what any normal woman would do and searched Pinterest for ideas. I found this picture and an idea was born.

I found my clutch first on Etsy. It’s a little pricey, but I knew it would make the Cruella theme happen. My hat also came from Etsy. And I even got a small rhinestone dog bone necklace!

I went to eBay for the dress and petticoat and went a little cheaper on this stuff…

Dress: https://www.ebay.com/ulk/itm/252156580797

Petticoat: https://www.ebay.com/ulk/itm/150868216581

I plan to wear some red Vans I already own and wear my hair back with a victory roll in the front- something I can do fast since it’s a race weekend! And of course, bright red lips and cat eyes!

Lisa Dapper

DisBroad Suzanne came up with this adorable look with the help of Lisa.  See- Lisa again, she’s good people!

Suzanne is using her red hair to channel her inner mermaid, and I love what she put together.

Suzanne dapper 2

She bought the dress and petticoat on Amazon.

The headband came from this great store on Etsy.

She’s also going with some green Converse for comfort at Lisa’s suggestion.

Suzanne dapper

So cute!

Everyone seemed to have these great ideas, and these were nothing compared to what we saw last year.

Here’s a tip: try Amazon. If you have Prime, it’s going to make this super easy!

It was refreshing to see so many decent quality dresses offered in this style at reasonable prices.  I saw outfits from $19.95 up to $75 range.  I was shooting for somewhere in the middle.


Snow Dapper

Dress, a petticoat, a pair of cat-eye sunglasses, a red apple purse later and thanks to Amazon Prime, I was ready to go.

#OhLucy was enthusiastic in her approval: “Mommy, you ARE Snow White!”

Patty Dapper 1

Photo by the very tall teen. Thanks, Luke!

Not too appley, felt great, and I think it was easy to tell who I was trying to be.

Are you planning to partake in the Dapper Day festivities at one of the parks this year?

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Patty Holliday

Patty is a 40-ish mother of four living in Virginia. A bit geeky, sometimes sarcastic, lover of a candid confession. She's trying to love running, she swears. But much like her marathon, it’s taking a very long time. Ahem. She's searching for the perfect way to balance family, work, travel, and fitness. Perfect defined as high on fun, low on guilt.

TMOM Travel Writer