Pickleball Leagues Jacksonville, FL

Jacksonville is the kind of place where being active fits easily into everyday life. Between beach days, after-work workouts, and weekend plans that usually involve sunshine, movement is just part of life here.

Silly Pickles brings that same laid-back, social energy to pickleball leagues in Jacksonville. You get organized games and a consistent group to play with each week, all without losing the fun, casual vibe that makes pickleball so easy to love.

Upcoming Pickleball Leagues in Jacksonville

Where We Play

Our Jacksonville leagues are hosted at indoor and outdoor pickleball venues around the area that give us room to play and hang out.

📍 The Hub

2525 Country Club Blvd, Orange Park, FL 32073

The Hub has 24 courts in total, including 16 covered courts and 8 uncovered courts, which means plenty of pickleball action. Off the court, there’s space to relax and socialize with a fire pit, cornhole, bocce ball, and more, making it an easy spot to stick around before or after games instead of heading straight home.

Why People Love Playing in Our Jacksonville Leagues

We’ve struck the right balance between organized play and low-pressure fun, making each season simple to join and even easier to enjoy.


✔ A comfortable place to learn or return

New players feel supported with on-site intro lessons, and returning rec players feel right at home.


✔ A community vibe without any awkwardness

Rotating partners makes it easy to meet people naturally, without forced socializing. If you’re new to the area, or just looking to make new friends, this league is perfect for you.


✔ Active, engaging games

Our games are a great way to move and stay active — so fun, you forget it’s a workout.


✔ A weekly ritual that fits real life

Most players join because our leagues are simple, consistent, and easy to build into their routine. Can’t make it to game day? No problem — our system enables you to find a sub with just one click.

What To Expect Each Week

  • Regular Season Play

    Most seasons run 6–8 weeks. Details, dates, and times are listed on each league page.

  • Our Ladder Format

    Each week, you’ll play with a new group for one hour at your skill level. Mix and match teammates and opponents each game!

  • Easy Scheduling

    If you need to miss a week, no problem! 📅 Just use our weekly RSVP to let us know. Need a sub? Just click through our system to request one.

  • Weekly scoring

    Submit your points after each league week, and we’ll update your ranking so matchups stay fun and fair. 

  • All Skill Levels Welcome

    Our ladder format means leagues can accommodate all skill levels. All are welcome, whether you’ve never played or are more advanced!

  • Social and Happy Hours

    Every Jacksonville league has its own happy hours and socials throughout the league 🍻

FAQs - Jacksonville, Florida Pickleball Leagues

I’m new. Like… really new. Is that okay?

Absolutely! A lot of players start right where you are.

We walk new players through how things work, keep early games approachable, and let the ladder system gently guide everyone to the right level. No pressure, no awkward moments, no need to know the rules already.
How do skill levels actually work?

Select a general level when you sign up! Don't worry about it being perfect.

From there, we'll use weekly performance to move players into the right group. You may move up or down the ladder. We focus on the matchups so you can focus on the fun 😎
Do I need a partner to sign up?

No partner required! Our format and partner rotation make it easy to make friends and get to know other players naturally each week.

You are welcome to sign up with a partner or a friend, but you’ll play in our league as an individual. Silly Pickles is intentionally designed for social play. Maybe you’ll see your friend on the courts, or just meet ‘em for a drink afterwards with everyone!
What ages usually play?

Our leagues are for ages 18+! Other than that, we don't have a hard age registriction. Most of our players nationwide are younger adults looking to meet new people in their area.

What does a typical league night look like?

We'll request your attendance to schedule you into a match. One game day, simply show up and jump in! You'll play with a small group at your level, rotating partners each match. You'll get a full hour of court time with no need to wait around. Most players show up early or hang late to socialize!
What should I bring?  

Wear athletic clothes, and bring a paddle! We sometimes have extras available, and most of our facilities have rentals. We take care of the courts and balls.

If you're looking for a new paddle, our Silly Pickles paddles might be calling your name 🤭