Okoboji High School  Okoboji High School is a high school in Milford, Iowa. It is the primary senior high school in the Okoboji Community School District. Their mascot is the Pioneer. The school district serves Milford, Arnolds Park, most of Fostoria, most of Okoboji, Wahpeton, and West Okoboji. Courses for dual high school and college credit are available to juniors and seniors through Iowa Lakes Community College. Okoboji High School fields teams in baseball, basketball, cross country, football, golf, softball, track, and volleyball. It also has both girls and boys wrestling. It shares sports teams in soccer, tennis, and swimming. Okoboji's performing arts have several award winning programs. Most notably is the jazz band, which has qualified for state the last 23 years. Winning the state championship in 1999, 2000, 2010, 2011, 2018, and 2019. Okoboji's band program was led by the legendary Greg Forney from 1989 till 2015. Toni Hoffman from 2015 till 2017. Ryan Middleton is the most recent Okoboji high school band director. He is a Saxophone legend. Okoboji's debate program won the Sweepstakes trophy in 2007 and has had multiple state champions and national qualifiers. Okoboji's speech program has had numerous all-state selections and won the all-state banner for improvisational acting in 1995. Other activities and clubs include: