The Pioneer School is a private middle school serving 6th-through 8th graders in St. Augustine, Florida. In a family-like community that’s small and nurturing, our comprehensive offerings expand students’ comfort zones and prepare them for high school and beyond both academically and socially.


Collaborative and Project-Based Curriculum

Unique Course Offerings
A 21st Century Education
With an awareness that not all children learn the same way, The Pioneer School uses a blended learning model that is project-based, collaborative, and differentiated so that students’ educational paths are designed to meet their current needs and future academic goals.
Teachers facilitate academic excellence with well-designed and time-tested curricula infused with social-emotional learning to foster a kind, empathetic community and develop the well-being and potential of each student.
"There has to be this pioneer, the individual who has the courage, the ambition to overcome the obstacles that always develop when one tries to do something worthwhile, especially when it is new and different."
– ALFRED P. SLOAN
A Nurturing and Enriching Environment
The Pioneer School’s experienced faculty fosters a community which values integrity, empathy, and open-mindedness in which each child can discover their unique gifts. A strong partnership with our families ensures best outcomes for students.
Enrichment programming includes classes such as drama, debate, conversational Spanish, ‘Human Skills,’ ‘Brain Hour,’ ‘Creative Solutions,’ archery, music, coding, American sign language, physical fitness, cooking, environmental and conservation studies, community service work, art, and handwork.
The school’s Flagship programs are Drama 2, Odyssey of the Mind, and 4-H.

Who Attends The Pioneer School?
- Students who seek a challenging education beyond traditional academics to foster leadership, technological, and practical life skills, citizenship, emotional intelligence, social conscience, and intellectual courage.
- Students who respect the personal beliefs and convictions of others.
- Students who enjoy being outside and project-based, collaborative learning.
- Students who thrive in a smaller, nurturing, and whole-child focused learning environment that provides a more gentle social transition between elementary and high school.
Words From Our Families
“The Pioneer School does an outstanding job focusing on the whole child through developmentally appropriate, as well as, stimulating curriculum. My son, who has dyslexia, attended Montessori schools since Pre-K thrived at the Pioneer School. Christina and Teri see the potential in all children and empower them to be self sufficient, independent, and confident.”
“This amazing, ‘out-of-the-box’ school was just what we needed for our amazing, ‘out-of-the-box’ son! I just wish every child could have this opportunity and not just a few. It was such a gift to have this amazing school available to bridge the gap so successfully between, essentially, childhood and the run-up to adulthood. The Middle School years are an age and period in a person’s life that can be foundational to success and joyfulness in life—or not. These amazing educators have created an environment for learning that is unlike any other.”
“I highly recommend the Pioneer School for any homeschooling/alternative-schooling parent in search of a safe, structured environment for their 6th-8th grade child. I wish an option like the Pioneer School was available for me when I was in middle school!
“My goodness, where to start about how wonderful this school is… my wife and I have a “hashtag” that we each say to each other all the time about this school…#wortheverypenny!! Every time our two boys come home and tell us about something they’ve learned, be it a new life skill, or having developed an opinion about a current event to which they’ve been exposed.. “#wortheverypenny“!”



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School Hours
Weekdays
7:40 a.m. – 3:15 p.m.
Social
Contact
Phone
(904) 209-5891
Address
2299 Rolling Hills Dr., St. Augustine, 32086
All content © copyright 2024 The Pioneer School 501(c)3 Non-Profit Organization
The Pioneer School is non-sectarian. We expect all students, faculty, and members of the school community to respect the personal beliefs and convictions of others, knowing that they may be very different from their own.
All employees and agents of a public school district, charter school, or private school have an obligation and legal responsibility to report misconduct by instructional personnel and school administrators which affects the health, safety, or welfare of a student. Failure to report misconduct may result in penalties up to termination of employment and revocation of an educator’s certificate. Misconduct includes obscene language, drug and alcohol use, disparaging comments, prejudice or bigotry, sexual innuendo, cheating or testing violations, physical aggression, and accepting or offering favors.
Reports of misconduct of employees should be made to Cristina Pope, [email protected][email protected]
Reports of misconduct committed by administrators should be made to Board President Gart Davis, [email protected].