November 15, 2025

These Scholarship Competitions are unique 7-week programs for local high schoolers that provide an empowering experience through mentorship and coaching that focuses on important life skills and personal growth. They are NOT "beauty pageants"; they are scholarship programs with a focus on community service, produced by Whidbey Royalty, a nonprofit 501(c)(3) organization.

No experience is necessary! These competitions are designed for everyone. Contestants must be in grade 9, 10, 11, or 12, and live in or attend a school in the Oak Harbor School District. Each competition is limited to the first 20 contestants who submit completed applications. 

Applications are accepted December-January for the Miss competition, August-September for the Mister competition. Registration forms and additional information can be found on the PAGEANTS tab at WhidbeyRoyalty.org. Download the form, complete it, save it on your computer, then attach it to an email to WhidbeyRoyalty@gmail.com.

The scoring system takes into account the whole person and incorporates 14 scoring categories with variable weighting, making this a competition for everyone which anyone can win! Scoring in all of the primary categories takes place prior to pageant night, with the final pieces (Presentation/Talent, Formal Wear, Stage Presence, and Impromptu Question) being scored live during the pageant. 

Competition scoring includes 14 categories with variable weighting:

*  Attendance (12%)                                *  Formal Wear (7%)                          *  Academics (5%)    

*  Board of Directors Input (11%)          *  Stage Presence (5%)                     *  Service (5%)

*  Video Journals (10%)                         *  Presentation or Talent (5%)          *  Physical Fitness (5%)

*  Marketing (10%)                                                                                               *  Extra-curricular (5%)

*  Personal Interview (8%)                                                                                  *  Work (5%)

*  Platform/Cause Presentation (7%)

Each contestant receives a t-shirt and swag bag loaded with goodies. But more importantly, contestants receive mentorship and coaching that will help them succeed not only in the competition but also in life: interview, public speaking, marketing, and stage presence.

Each competition delivers thousands of dollars in scholarships every season as well as many other awards and lots of recognition.

• In the Miss competition, the top three in each division will be named Queen, 1st Princess, and 2nd Princess and will receive a crown, sash, and scholarship. 3rd and 4th Runners-Up in each division also receive scholarships.
• In the Mister competition, the top three will be named King, 1st Prince, and 2nd Prince and will receive a crown, stole, trophy, and scholarship.

There are a number of ways to support your favorite contestant. Buy pageant or fundraising event tickets or fundraising items, and vote with your dollars in the People’s Choice competition.

People’s Choice is an optional competition within the Scholarship Competition. As a fundraiser, this contest is completely separate from the competition point system and has no bearing on the outcome of the overall competition results. It does, however, provide an opportunity for the public to vote for their favorite contestant. The contestant with the most votes wins People’s Choice, receives a crown and sash/stole, and takes home a college scholarship equivalent to half of all People’s Choice votes. 

Contestants are asked to stretch themselves during the competition, with the first assignment being to market themselves by asking for a business sponsor. These sponsorships help involve the community in the program by bringing a variety of businesses into the Whidbey Royalty “family.” They also help pay for competition expenses. Businesses that sponsor contestants are provided with many benefits that make the $300 sponsorship fee a very worthwhile investment. If a contestant needs help finding a sponsor, we are happy to get them connected with a business.

The Pioneer Way Pageant is a one-day, all-natural (no makeup) event for girls and boys ages 0-14. It is sponsored by Whidbey Royalty and Oak Harbor Main Street and is organized and run by the reigning Miss and Mr. Oak Harbor Royalty.

Contestants perform a dance, walk the stage and present to the audience, and introduce themselves. Emcees ask each contestant an impromptu question. They are scored by a panel of judges, then the top two in each division are crowned Queen/King and Princess/Prince and are invited to participate in the Oak Harbor 4th of July parade with Whidbey Royalty.

We ask contestants to wear something in patriotic colors.

Contestants must be age 0-14 on pageant day and must have spent time on Pioneer Way within the last year. Pre-registration and a $35 registration fee are required.

Contestants should arrive no later than the check-in time designated for their age group. There are age-group pageants all day long… come early to watch the pageants before your favorite contestant’s, and stay afterwards to watch the ones following. If parents or guardians can’t stay the whole day, we ask that they remain on the premises while their contestant is in our care.

Beginning promptly at the check-in time for each division, contestants will learn a short dance to You’re a Grand Old Flag and will receive coaching in how to walk and present on stage and how to introduce themselves at the microphone.

Baby Miss/Mr.  Pioneer Way, ages 0-2        Check-in: 9:30am      Pageant: 10:00-10:30am

Tiny Miss/Mr.  Pioneer Way, ages 3-4          Check-in: 10:00am    Pageant: 10:45-11:15am

Mini Miss/Mr.  Pioneer Way, ages 5-6          Check-in: 10:45am    Pageant: 11:30-12:15pm

Little Miss/Mr.  Pioneer Way, ages 7-8         Check-in: 12:15pm    Pageant: 1:00-1:45pm

Young Miss/Mr.  Pioneer Way, ages 9-10    Check-in: 1:15pm       Pageant: 2:00-2:45pm

Junior Miss/Mr.  Pioneer Way, ages 11-12    Check-in: 2:15pm       Pageant: 3:00-3:45pm

Miss/Mr.  Pioneer Way, ages 13-14               Check-in: 3:15pm       Pageant: 4:00-4:45pm

The Pioneer Way Pageant is a fundraiser hosted by the Miss and Mr. Oak Harbor Royalty. All net proceeds from the pageant, along with any donations received, will be donated to the Miss and Mr. Oak Harbor Royalty’s service projects.

Each Royal Court chooses an organization to adopt as their service project. The 2024 Mr. Oak Harbor service project is Big Brothers Big Sisters of Island County. The 2025 Miss Oak Harbor service project is The Center Youth Programs.

 2025 Miss Oak Harbor Court                                    2024 Mr. Oak Harbor Court

 Miss Oak Harbor 2025:  Abby Brinker                     Mr. Oak Harbor 2024:  Logan Hendricks

 1st Princess:  Dana Rivo                                            1st Prince:  Max Gammache

 2nd Princess:  Allena Locklear                                2nd Prince:  Aiden Mosquera

 Teen Miss Oak Harbor 2025:  Elena Holton           Teen Mr. Oak Harbor 2024:  Kepano Nero

 Teen 1st Princess:  Adelle Keyes                             Teen 1st Prince:  Brian Goodman

 Teen 2nd Princess:  Victoria Reyna                         Teen 2nd Prince:  Tyler Pookphant