Tommy High
Pickleball Coach in Winter Springs, FL
I help beginners, intermediate players, advanced players, and seniors in Central Florida build sound Pickleball fundamentals, improve their strokes and strategies, and become more confident on the court. My welcoming, relaxed coaching helps each player understand the rules, practice productively, and work toward the player they want to be. I bring 20 years of coaching experience and a hands-on, old-school approach grounded in competitive racket and paddle sports. I have won tournaments in Pictona, Deltona, Mount Dora, and Winter Springs. I teach all ages and levels throughout Central Florida, including Avalon Park, Barber Park, Candyland Sports Complex, Dover Shores Community Center, Harris M. Saxon Park, Round Lake Park, Trotwood Park, Sheoah, Westmonte Park, and my private court in Winter Springs. Students value my knowledge, patience, professionalism, and fun, engaging lessons. I have a 5.0 rating from 133 reviews and 304 completed lessons. I can provide paddles, balls, and a portable net when needed. Bring water, and let’s get started with a lesson tailored to your goals.
5.0
147 reviews
239+
Lessons taught
20
Years experience
10
Locations
I Create Welcoming Pickleball Lessons for Every Level in Central Florida
I help beginners, intermediate players, advanced competitors, and seniors in Central Florida build sound Pickleball fundamentals, improve their strokes and strategies, and become the players they want to be. With 20 years of coaching experience, I create welcoming, relaxed, productive lessons tailored to your goals and current level. We can work on basic skills, rules, stroke technique, or game strategy, whether you are learning for the first time, fine-tuning your game, or looking to socialize and have fun. I teach in person at courts throughout Central Florida. I can provide a paddle, balls, and a portable net when needed. Bring water, and consider a hat, sunglasses, and towel. My students value my knowledge, professionalism, patience, and engaging approach. With a 5.0 rating from 133 reviews and 207 completed lessons, I would love to share my joy for the game with you.
See Tommy High in Action
Private Lessons
Choose a lesson package that works for you. Every session is personalized to your skill level and goals.
5-Lesson New Player Court Confidence
I will help you build a comfortable foundation across five welcoming, relaxed Pickleball lessons. We will learn the rules and basic skills, improve your strokes and strategies, and use consistent practice to help you become the player you want to be.
- Five in-person, 60-minute Pickleball lessons
- Instruction on fundamental skills, strokes, strategies, and rules
- Coaching tailored to your goals and current level
- +2 more
$275 total
Beginner Pickleball Fundamentals Starter
I will help you build sound Pickleball fundamentals across three welcoming, relaxed lessons. We will work on basic skills, analyze your strokes and strategies, and make sure you understand the game while keeping the experience productive and fun.
- Three in-person, 60-minute Pickleball lessons
- Instruction on fundamental skills, strokes, and strategies
- Friendly guidance on the rules and basics of the game
- +2 more
$165 total
“The lesson with Tommy was quite engaging, especially with the hands-on game play that really helped me see how to put techniques into action. Though I’d like to see more focus on drives and serves in future lessons, I still feel like I left with a better sense of game strategy and timing. Honestly, I’m optimistic about applying what I learned and appreciate how Tommy keeps it practical and straightforward. If you’re into getting real game reps, it might be worth trying him out.”
Terry
What Students Say
Renee H.
1 lesson
Oh, I’d say this lesson was quite helpful. Encouraging and easy to follow along with, especially when working on my serve, which felt pretty good afterward. The advice to slide at the kitchen line and then replicate that at the baseline was quite helpful, though I still want to improve my wrist action for better paddle handling. Still, I feel like I learned a lot and look forward to trying more lessons with Tommy.
Derek G.
16 lessons
I loved the professional approach Tommy brought to this beginner pickleball lesson with a well-structured plan that made learning easy and enjoyable. The session was clear and focused, perfect for anyone just starting out. If you're curious about pickleball, I recommend trying Tommy's lessons to get a solid foundation and have fun along the way! 🏓🙂
Raul P, Winter Springs
1 lesson
I have known Tom for 3 years. I am a 4.0-4.5 player. Playing with Tom and learning from him, he can analyze each stroke, point and fundamental down to a level anybody can understand. I love he wants to improve all players' games. He has a competitive nature and has the drive of a successful coach.
Bruce Gwin, Florend
1 lesson
I witnessed Tom winning Florence Tennis Open some years back, he also taught West Florence Girls Tennis team that went to districts. His Pickle ball skills are unmatched, and with his teaching abilities make him a fine coach. t
Mary W.
4 lessons
Loved the lesson, especially the focus on serving techniques. I’m excited to tighten the scoring and volleying next time, and I felt steady progress throughout. Nice pace, quick wins, and a warm vibe.
Derek G.
Beginner
Derek G. Level: Beginner Lessons taken: 16 Verified ✓ I loved the professional approach Tommy brought to this beginner pickleball lesson with a well-structured plan that made learning easy and enjoyable. The session was clear and focused, perfect for anyone just starting out. If you're curious about pickleball, I recommend trying Tommy's lessons to get a solid foundation and have fun along the
Frequently Asked Questions
Everything you need to know before booking with Tommy.
How much do Pickleball lessons cost in Central Florida?
My four-lesson Lesson Package and Weekly Subscription work out to $40 per 60-minute lesson. The Monthly Pickleball Fundamentals Membership is $50 per lesson, and the three-lesson Beginner Pickleball Fundamentals Starter is $55 per lesson. All lessons are in person.
Where can I take Pickleball lessons in Central Florida?
I teach at Avalon Park in Orange County, as well as nearby Central Florida locations including Barber Park in Conway, Dover Shores Community Center in Orlando, Round Lake Park in Oviedo, Trotwood Park and Sheoah in Winter Springs, and other listed courts. I also teach at a private court in Winter Springs, Candyland Sports Complex in Longwood, Harris M. Saxon Park in Deltona, and Westmonte Park in Altamonte Springs. I also will go to the east coast(nw Smyrna Beach,Daytona as well as far north as MT. Dora Area.
Are Pickleball lessons in Central Florida suitable for beginners and seniors?
Yes. I coach children, beginners, intermediate players, advanced players, and seniors in a welcoming, relaxed setting. I focus on the fundamentals, rules, strokes, and strategies, tailoring each in-person lesson to your goals and current level.
How much is a 5-lesson Pickleball package in Central Florida?
My 5-Lesson New Player Court Confidence package includes five in-person, 60-minute Pickleball lessons at $55 per lesson, or $275 total. We focus on fundamental skills, strokes, strategies, rules, and practice tailored to your goals and current level.
Where can I take Pickleball lessons at Round Lake Park or nearby?
I teach in person at Riverside Park in Oviedo, as well as Avalon Park, Barber Park, Dover Shores Community Center, Trotwood Park, Sheoah, and other Central Florida courts. Other locations include my private court in Winter Springs, Candyland Sports Complex in Longwood, Harris M. Saxon Park in Deltona, and Westmonte Park in Altamonte Springs.,New Smyrna Beach,Mt. Dora.
What should I bring to an in-person Pickleball lesson in Central Florida?
Water is necessary for staying hydrated in Florida. I can provide a paddle, balls, and a portable net when needed, and you may also bring a hat, sunglasses, or towel if you would like.
Can I get Pickleball coaching if I already know the basics?
Yes. I work with beginner, intermediate, advanced, and senior players, tailoring lessons to their goals and current level. We can analyze your strokes and strategies while continuing to build sound Pickleball fundamentals in a relaxed, welcoming setting.
Ready to Start?
Tommy is available throughout the week for lessons. Pick a time that works for your schedule.
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Booking policies
Cancellation
Free cancellation up to 24 hours before your lesson.