24 Pickleball coaches & instructors for lessons in Oyster Bay, NY

Driven by a lifelong passion for pickleball and honed by my experience as a college athlete, I bring a dynamic and engaging approach to coaching. With two years of experience, I specialize in fostering a supportive environment where players of all levels can refine their skills and deepen their love for the game. Let's elevate your game together!

"George's lesson was quite helpful. I appreciated the specific instruction and feedback he provided. Though I still need more practice serving and moving up to the net, I feel like I'm making steady progress. If you're looking to refine your technique, you might consider focusing on those areas as well. Still, I think trying a lesson with George could be worthwhile if you're aiming to improve your game.

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.

Ready to experience the joy of pickleball? With 3 years of experience, I've honed my skills as an experienced player, passionate about sharing my love for the game. Let's work together to elevate your game, build your confidence, and unlock your full potential on the court! Intro, beginner and intermediate players, no matter your experience, ill get you ready for your tournment. Dinks, drops, resets, drives, forehand, backhand, lefty or righty, I got you and I'll get you ready for your next match. Pickleball is a get cardio workout so, Sun's out/Paddle's out. Haha

"Sze’s lesson was quite good, really patient and knowledgeable. I appreciated how I could tell him what I wanted to work on, and he helped me improve my backhand. Honestly, I saw some progress, which was encouraging. I hope to keep playing pickleball in the future, though not right away, and I’d consider trying another lesson with Sze at some point.

In just over a year of playing, I proudly reached a 4.0 rating in pickleball. My journey showcases not only my dedication but also my quick grasp of the game's nuances. I'm eager to share this passion with you, making our time on the court both enjoyable and instructional as we delve into the world of pickleball together.

"That lesson was quite helpful, especially working on drop shots and corners, definitely a step forward for my game. Josue's focus on simulating a real 1:1 match gave me useful practice, and I’m hopeful to build on that. Still, I think I’ll need more time to master those tricky corners and drop shots, but I appreciate the tailored approach he took. If you’re looking to sharpen specific skills, I’d suggest giving Josue a try.

Kayla has been playing pickleball for 3 years and has competed in tournaments across the nation. Currently holding a 4.5 DUPR, she continues to improve her game while gaining valuable experience. In the last 6 months, Kayla began coaching and is now IPTPA certified, eager to share her expertise and passion for the sport with players of all levels.

"Kayla was great - I really enjoyed my lesson with her. She took her time explaining each topic and possessed a lot of patience. I learned a lot and the time flew by! Really looking forward to the next time

I have been playing for 3 years and coaching for two years and enjoy every minute spent teaching. I am a certified pickleball instructor (PPR 2024) and experience below: 2024-2026: Teaching adult beginners in New Canaan and Darien with Steve O'Connell Racquet Sports 2026: Teaching adult intermediate beginners at the Rye YMCA and New Canaan YMCA 2026: Teaching adult beginners and intermediates at PickleRage in New Rochelle (indoor facility). 2026: Teach private lessons

I have been a dedicated fitness instructor since 2012 and a pickleball coach since 2023, teaching numerous classes and helping players of all levels improve their game. With a passion for making the sport fun and accessible, I focus on building skills, confidence, and a strong sense of community on the court. As a bilingual instructor fluent in English and Spanish, I enjoy connecting with a wide range of players and creating an inclusive learning environment where everyone feels welcome.

"Honestly, I found Geraldine’s lesson quite enjoyable and actually pretty helpful. She made it super fun, loved it really. Though I think I could still use more practice on some techniques, her relaxed style kept me engaged without any pressure. If you’re looking to sharpen your pickleball skills, it might be worth giving her a try.

I am a dedicated Coach with a passion for developing players of all skill levels. I will focus on fundamentals such as serving, shot selection, footwork, and court positioning, while emphasizing strategy, sportsmanship, and game awareness. I am committed to creating a positive, engaging environment that helps athletes improve and enjoy the game.

NOT YOUR AVERAGE PICKLEBALL COACH I know what it takes to compete — and I coach from that experience, not just from a certification manual. I CAN DIAGNOSE FAST Most coaches give generic feedback. I identify what's actually wrong — quickly — and we make real progress in a single session. No wasted time, no vague cues. I UNDERSTAND men…er…WOMEN…er, people! That’s it, people. The dynamics, the mental pressures, the physical realities of being a (man, a woman, or a muppet) on court. 
I bring empathy and edge in equal measure. No mansplaining. Ever. EQ, off the charts, (HOW)ever! I COACH THE WHOLE PLAYER Technical, tactical, mental. I know when to push and when to have patience. I'll enhance your strengths, work on your weaknesses, and tailor everything to who you are as a player. EVERY PLAYER HAS A GOAL WORTH CHASING. My students range from 3.0 players discovering the sport to 4.5+ competitors chasing a rating or a tournament result. Mostly women — but not exclusively. What everyone shares is a goal, even if they haven't fully defined it yet. Sometimes the goal is simple: beat Suzy at league night. Sometimes it's bigger: find your inner athlete, feel confident on court, connect to something that's genuinely yours. Often the goal evolves — students come in wanting one thing and discover something they didn't know they were looking for. I'll meet you where you are and hold the highest vision for where you can go — while understanding that progress isn't always linear and some days are just harder than others.

"If you’re looking for a coach who is both easy to get along with and highly skilled, Chris is the one. He brings a contagious energy to the court, and it’s clear he clearly loves the game. I really appreciate how he adapts his teaching style, to my needs, using fun drills that keep me motivated while noticeably improving my game. It is a huge plus that he’s such a strong player himself; his demonstrations are always spot on!

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.