Best 5 coaches for Pickleball lessons near Pleasantville, NY

Hello, I'm Phil. I'm straightforward and unafraid to be real. In pickleball, that means helping you shore up weaknesses and improve technically and strategically as easily and clearly as possible. I believe it's important to know "what" and "how", but also "why". My ideal is environment is one where we can learn something impactful and figure out how to implement it, all without unnecessary pressure. Before pickleball, I played 25 years of tennis and competed on a world class level in a variety of games. Let's get on the court!

"Honestly, I was pretty surprised by how much I picked up in just an hour. The instructor really knows his stuff. He taught me things I hadn’t considered before that I think will make a difference. Maybe more practice on those points would help, time went by so fast! Phil’s approach is quite helpful if you’re serious about improving your pickleball game. Phil is very knowledgeable and can make you improve your game, not only by how you hit the ball but how you position yourself and things you can tactically do to help you win the points. Recommend 10/10.

Hi! I’m Simon, a passionate pickleball player with a love for helping people of all ages and skill levels get into this fast-growing, fun, and social sport. I started playing pickleball a year and quickly fell in love with the game’s mix of strategy, movement, and community. Whether you’re a total beginner looking to learn the basics, or someone with experience hoping to sharpen your skills, I focus on building strong fundamentals in a relaxed, encouraging environment. My lessons emphasize proper technique, court positioning, strategy, and—most importantly—making the game fun and accessible.

"The lesson was quite helpful and quite enjoyable, honestly. Simon has a calm way of explaining things, and I appreciated how he focused on specific skills like keeping control on the ball. Still, I think I need a bit more work on my footwork, but I’m looking forward to the next lesson to build on what I learned.

As a multi-sport coach with a keen passion for pickleball, I have a 4.4 rating and a wealth of experience. My coaching philosophy centers around establishing a robust foundation of fundamentals. It's my belief that with the right basics, we can elevate your game to new heights. Let's build together and reach your peak performance!

"That lesson kept the focus on the short game, which I am learning is a key part of the game. We also continued to learn ball placement which I liked. The improvement mindset fits my pace, and I’m excited to keep refining with David’s great training and sense of humor

On the court, strategy trumps all. As a tournament winner with 8 years of experience coaching pickleball, I help players elevate their strategic game to achieve peak performance. Let's unlock your potential and make pickleball your winning game! I have 32 yrs of teaching experience along with coaching many team sports as well as swimming, tennis and triathlon. I have also won many tennis tournaments and recently won at NY Senior Games in Pickleball. I look forward to working with you.

Don DiLorenzo – Certified Pickleball Instructor I’m a PPR-certified pickleball instructor with over 4 years of coaching experience, working with players of all ages and skill levels—from brand-new beginners to advanced competitors. My goal is to make learning fun, approachable, and tailored to each player’s unique style and goals. Whether you’re looking to build a strong foundation, fine-tune your technique, or develop winning strategies, I offer clear, supportive instruction that helps you grow your game with confidence. I specialize in fundamentals, court positioning, shot selection, and game IQ—while keeping sessions dynamic, safe and engaging. Let’s get you playing smarter, faster, and with more enjoyment every time you step on the court!

"Don is an excellent choice for seniors looking to learn or improve at pickleball. He understands the limitations of people that are slightly older like myself. He focuses on fundamentals, puts safety 1st and explains how to play smarter not harder while creating a relaxed, welcoming environment. Players feel supported and comfortable at every level. Keeps the fun in the game.