The Pioneer School

Call Directions Website

The Pioneer School Private middle school that fosters social-emotional intelligence & unique learning opportunities.

The Pioneer School is a non-profit, non-sectarian, private middle school that supports academic excellence using Florida Virtual School, The Institute for Excellence in Writing, and the Big History Project. We prepare students for high school success and help them develop social & emotional intelligence. We also facilitate rich, relevant, and engaging afternoon courses such as Spanish, Drama, 4-H, Life 101, Odyssey of the Mind, art, ASL, music, handwork, Brain Hour, archery, Creative Solutions, and Human Skills. Families seek us out for the personal attention we give each student, our culture of kindness, respect, and inclusion, and for a gentler, more nurturing transition between elementary and high school.

10/19/2026

Calling all thespians! We are looking for a few judges to adjudicate drama and musical pieces at our in-house event the afternoon of Thursday, Oct. 29th at 4pm. This is the final practice run in front of a live audience before our troupe heads to the District Thespian Festival in November. Please message if you're interested and thanks!

https://www.zeffy.com/en-US/ticketing/the-pioneer-school-incs-jerrys-middle-finger-raffel--2026🌹💀⚡️ WIN THE DEADHEAD EXP...
10/10/2026

https://www.zeffy.com/en-US/ticketing/the-pioneer-school-incs-jerrys-middle-finger-raffel--2026

🌹💀⚡️ WIN THE DEADHEAD EXPERIENCE! ⚡️💀🌹
Calling all Deadheads, music lovers & Pioneer supporters!
Want to see Jerry’s Middle Finger live at Colonial Oak Music Park in St. Augustine? 🎸🎶
The Pioneer School is raffling off a chance to win!
🎟️ $20 per raffle chance for 4 Tickets to the concert!
đź“… Sunday, October 25, 2026
📍 Colonial Oak Music Park — St. Augustine
⏰ 6:00–10:00 PM
Every ticket purchased helps support The Pioneer School and the incredible opportunities we provide our students. ⛵️💙
🌲 Your support helps fund programs like:
🎣 Outdoor Academy
đź§  Odyssey of the Mind
🎭 Drama
🎨 Creative & hands-on learning experiences
So if you're feeling lucky… get on the bus! 🚌🌹
🎟️ ENTER THE RAFFLE HERE:
Jerry’s Middle Finger Raffle — The Pioneer School
$20 could turn into a night of incredible live music — and your purchase helps Pioneer kids explore, create, perform, and grow.
🌹💀⚡️ Good luck & may the music be with you!

Enter The Pioneer School Inc's Jerry's Middle Finger Raffle 2026 🎟️Your ticket supports our middle school students as they learn through hands-on projects,…

Exciting times at The Pioneer School! From creative classroom activities to fun outdoor adventures, our students are alw...
09/21/2026

Exciting times at The Pioneer School! From creative classroom activities to fun outdoor adventures, our students are always learning and growing together. Here's to more memorable moments and smiles! 🌟

09/07/2026
Clean Car & Mulch! Come support a great cause, sending our STEM/Odyssey team to World Finals!!
05/08/2026

Clean Car & Mulch!
Come support a great cause, sending our STEM/Odyssey team to World Finals!!

Opening night of PUFFS is tomorrow! Puffs is a fast, funny, and surprisingly heartfelt comedy about the students who wer...
04/29/2026

Opening night of PUFFS is tomorrow!

Puffs is a fast, funny, and surprisingly heartfelt comedy about the students who were never the chosen heroes. While epic battles happen somewhere else, a group of well-meaning underdogs tries to survive seven chaotic years of school, friendship, and growing up in the shadow of greatness. Packed with clever humor, lovable misfits, and nonstop energy, it’s a celebration of the ordinary people in extraordinary stories—and a reminder that bravery doesn’t always make the headlines.

Tickets: https://www.zeffy.com/en-US/ticketing/puffs-presented-by-the-pioneer-school

You CAN send your child to private school with Step Up For Students scholarships! Join us for a tour on May 6th: https:/...
04/27/2026

You CAN send your child to private school with Step Up For Students scholarships!
Join us for a tour on May 6th: https://signup.com/go/BwrpoSg

Show our teachers some 🩷 for Teacher Appreciation Week, May 4-8th! See details below. 🤩
04/25/2026

Show our teachers some 🩷 for Teacher Appreciation Week, May 4-8th! See details below. 🤩

Address

2299 Rolling Hills Drive
Saint Augustine, FL
32086

Opening Hours

Monday 8am - 4pm
Tuesday 8am - 4pm
Wednesday 8am - 4pm
Thursday 8am - 4pm
Friday 9am - 3pm

Telephone

+19042095891

Alerts

Be the first to know and let us send you an email when The Pioneer School posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Share

Nearby non profit organizations