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Celebrate Dapper Day at Walt Disney World

Man adjusting dapper plaid bow tie

It’s time to step out in your glass slippers and all your favorite finery because Dapper Day is back at Walt Disney World. This biannual event celebrates all things stylish and chic, adding extra pizzazz to your Disney trip. In 2020, Dapper Day at Walt Disney World Resort takes place May 1-3 and is perfect for couples, singles, and families of all ages who love looking their best.

What is Dapper Day?

Dapper Day was created by Justin J, a Los Angeles designer with an affinity for snazzy dress. The organization celebrates “fun, refined style from yesterday and today” at various outings throughout the year but they are best known for their Disney outings. There is no registration fee – simply show up. The fun begins on Friday, May 1 at the Dapper Day Weekend Kick-Off. On May 2, there is a Spring Outing at Disney’s Hollywood Studios, followed by another Spring Outing on May 3 at Epcot. In addition to the outings at the parks, this year’s Dapper Day will include a group dinner at Disney’s Spirit of Aloha Dinner Show on May 2 at 8:15 p.m.

Tips for Celebrating Dapper Day in Orlando

Let Your Imagination Run Wild

Since Dapper Day looks aren’t confined to any particular era, you are welcome to mix and match. Sophisticated outfits from all eras are encouraged, and active as well as retired military are welcome to wear dress blues or service uniforms. Remember, the best outfits are the ones that showcase your own personal style.

Accessorize, Accessorize, Accessorize!

Accessorizing is key – not only to make your outfit pop, but to keep you safe from the elements. Springtime in Orlando includes a mix of sunshine, thunderstorms, and warm temperatures. Experiment with scarves, sunglasses, jackets, umbrellas, etc. for an outfit that will look great in all weather. If you need inspiration, visit the Dapper Day online shop where you’ll find classy Disney-inspired accessories that will perfectly compliment your elegant look.

Try a Disneybound Look

Since you’ll be at Disney World, why not create a fancy Disneybound look? Disneybounds are wearable outfits inspired by your favorite characters and can be casual or dressy, depending on the occasion. For instance, a chic outfit inspired by Mickey could feature his iconic black, red, and white color palette, as well as incorporate his yellow shoes or white gloves for a dapper ensemble.

An Orlando Hotel Close to the Theme Parks

Before you join fellow Dapper Day participants at the parks, you’ll need a place to work your magic. The spacious rooms at Rosen Inn International have plenty of room for you and all your outfits and accessories. Once you’re ready, head downstairs for a hearty breakfast buffet at our Fountain View restaurant before you visit the parks. Book your Orlando hotel for Dapper Day by calling 407-996-1600.

Rosen Inn International Google Map
Rosen Inn International

Toll Free: 1-800-825-7600

Local: 407-996-1600

7600 International Drive
Orlando, FL 32819

Free Parking and Wi-Fi. No Resort Fees
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