Osceola Youth Softball League

08/19/2026

08/16/2026

Thank you to all of our returning players for continuing to be a part of the Osceola Youth Softball family, and a huge welcome to all of our new players joining us this season! 🥎❤️🖤💛

Your support, dedication, and love for the game are what make OYSL such a special community. We are excited to see familiar faces back on the field and can’t wait to create new memories with our newest athletes.

Here’s to another amazing season filled with teamwork, growth, friendships, and plenty of softball fun. Let’s make this our best season yet! 💪🥎

08/13/2026

🥎🔥 GREAT NEWS, OYSL FAMILIES! 🔥🥎

We heard you loud and clear! 🙌 Registration has officially been EXTENDED through August 15th! 🎉

If you’ve been thinking about joining Osceola Youth Softball League, NOW is the time! Don’t miss your chance to be part of an amazing season filled with friendships, fun, teamwork, and SOFTBALL! ❤️🥎

⏰ DEADLINE: AUGUST 15TH
📲 Register NOW — don’t wait!

Let’s get those teams filled! 💪🔥

DontWait RegisterNow 🥎❤️

08/10/2026

🥎🔥 GREAT NEWS, OYSL FAMILY! 🔥🥎

Registration for the Osceola Youth Softball League Fall Season is still OPEN! 🎉

We know life gets busy, so we’re giving families a little extra time to join us! 💪❤️

📅 Registration will remain open until AUGUST 15TH!

We’re still looking for players in:
🥎 T-Ball — at least 8 players
🥎 9U — at least 5 more players
🥎 12U Minors — at least 4 players
🥎 12U Majors — at least 3 players
🥎 Juniors — at least 3 players

And remember… those are just the minimums! 🙌 We want to give as many kids as possible the opportunity to play softball, make friends, build confidence, and create memories that last a lifetime! 💛🖤❤️

⚾ Don’t wait! Register today and secure your spot in the draft!

🌟 LET’S GO OYSL! 🌟
PlayBall OYSLFamily

08/09/2026

08/08/2026

🥎🔥 THANK YOU, OYSL FAMILY! 🔥🥎

What an amazing turnout for our Second Round Assessments! ❤️🖤💛

A huge THANK YOU to every player and family who came out, worked hard, and gave it their all! Your dedication, effort, and commitment to getting better is what makes Osceola Youth Softball League so special. 💪🥎

✨ The future is bright, and we can’t wait to see what’s next!

🚨 REGISTRATION IS OPEN — DON’T MISS OUT! 🚨
Come be part of an amazing season and let’s build something special together! 🥎🔥

👉 Register today:
https://leagues.bluesombrero.com/osceolayouthsoftball

RegisterNow NextLevelSoftball

08/08/2026

💙🥎 A HUGE THANK YOU TO OUR AMAZING SCHOOLS! 🥎💙

Osceola Youth Softball League would like to give a BIG THANK YOU to all of the schools that welcomed us into their Open Houses and gave us the opportunity to share OYSL with their students and families! 🙌🏽

🏫 Osceola High School
🏫 Bella Lago Academy
🏫 Pleasant Hill Elementary
🏫 Mill Creek Elementary
🏫 Thacker Elementary

We truly appreciate you opening your doors to us and allowing our league to connect with the community, meet new families, and promote the opportunities we have for our young athletes. ❤️

Your support means so much to us! Together, we’re not just building stronger players—we’re building stronger families, stronger communities, and a stronger future for our girls. 💪🏽🥎

THANK YOU for supporting OYSL! 🧡
🥎 Leaves Are Falling, Softballs Are Flying! 🍂

StrongerTogether SoftballFamily

08/04/2026

📣 Mark your calendars, OYSL families! 🥎🧡

We have an exciting month ahead, packed with opportunities to learn, improve, and have fun together! Whether you’re looking to join the league, sharpen your skills, meet our amazing coaches, or build strength for the season, there’s something for everyone.

🗓 Upcoming Events:

🥎 August 8 – Second Assessments | 🕚 11:00 AM
📍 3511 Bakers Dr., Kissimmee, FL

💥 August 15 – Overdrive Clinic with Coach Keith Pereira | 🕙 10:00 AM–2:00 PM
💲 $50 per player

🍦 August 20 – Meet the Coaches | 🕕 6:00 PM–8:00 PM
📍 Abracadabra Ice Cream Factory
Come enjoy some ice cream, meet our coaches, and connect with the OYSL family!

💪 August 29 – Conditioning Clinic with Coach Rashad | 🕙 10:00 AM–12:00 PM
📍 Kissimmee Lakefront
💲 $10 entry fee

Every event is designed to help our athletes grow both on and off the field. We can’t wait to see returning players and welcome new faces to the OYSL family!

⚾ Train today. Play tomorrow. Win together.

YouthSoftball OneTeamOneGoalOneFamily

08/02/2026

🔥🥎 SECOND ROUND OF FALL BALL ASSESSMENTS! 🥎🔥
Missed the first round? Don’t worry — this is your chance to show us what you’ve got! 💪
📅 Saturday, August 8, 2025 ⏰ 11:00 AM 📍 Oren Brown Softball Fields 3511 Baker Dr, Kissimmee, FL 34744
We’ll be evaluating:
⚡ Skills
🥎 Fielding
🎯 Play placement
⭐ Confidence & development
All ages are welcome! Whether you’re new to softball or returning for another season, we’d love to see you on the field. 💛❤️
Come train hard, play hard, and be part of the Osceola Youth Softball family! 🥎🔥
TrainHardPlayHard