Private Lessons & Coaches in Winthrop, MA

I love pickleball and the community it’s given me. Having learned from incredible mentors, I’m ready to pay it forward. A former 4-year HS tennis player, I’ve since competed in APA tournaments across all formats. My coaching is collaborative yet direct—I focus on technical skills to sharpen strengths and fix weaknesses. I offer flexible teaching tailored to what works best for you, always balancing improvement with genuine fun. All levels are welcome—let’s get on the court and level up!

I'm a lifelong golfer and a dedicated student of the game. My passion for golf extends beyond personal enjoyment—I find great satisfaction in introducing others to this wonderful sport and helping players of all abilities improve their skills. Whether you're a beginner looking to grasp the basics and get out on the course or a seasoned golfer who’s trying to shave a few strokes or overcome a problem area, I can help. Let’s get to it!

"Mason is a great coach! He got my wife and me into the game. Very patient, encouraging, and gave spot-on feedback. Would definitely recommend!

I’m Cristian Tello, a Boston-based photographer passionate about helping people connect with the art of photography—no matter where they’re starting from. Whether you just picked up a camera or you’re looking to sharpen your creative voice, I work with photographers who want to grow both technically and creatively. My coaching is built around seeing with intention, staying curious, and learning to tell stories through your lens. It’s not just about gear or settings—it’s about slowing down, observing more, and building a skill that stays with you for life. If you’re a beginner with an interest, you’re in the right place.

"I learned so many new things ! Great vibe great energy! highly recommend!

As a passionate pickleball enthusiast and experienced tennis coach, I bring deep understanding of strategy, technique, and player development to the game. With years of coaching high-performance tennis players, my transition to pickleball was a natural evolution - one fueled by a love for competition, community and continuous learning. A major emphasis will be placed on placing the trainee on a path of self discovery for developing the student's ability to solve problems independently.

"Very knowledgable, emphasized technique and form, made the most of our 1hr intro lesson.

With 45 years devoted to tennis, I blend college coaching experience with personalized instruction. My passion is fostering skill development, sportsmanship, and a lifelong love for the game.

"Bill is responsive to my texts to schedule the appointment. He knows what my kids need to do. His drills are effective and fun. He is also kind to parents as well. Overall, he made a positive impact on my kids' tennis journey. Highly recommended.

As an experienced golf instructor, I am committed to fostering a love for the game. I I player competitively at the NCAA Division I level. I'll equip you with the skills and strategies needed to improve your game and enjoy your time on the golf course . Let's refine your technique and unlock your golfing potential!

"Dillon was awesome! Super knowledgeable and gave me great tips. Would highly recommend taking a lesson with him.

Andie has over 15 years of coaching and playing experience. Born in Kingston, Jamaica and migrated to New England in 2011 and began coaching professionally; while also working in Banking and Finance as a Mortgage Loan Officer. She is RSPA/USPTA CERTIFIED NewTennis Player and USTA SafeSport Certified Coach. Wheelchair Accessible Coach. Her tennis game is inspired by the likes of Monica Seles, Venus Williams and Pete Sampras to name a few. She focuses on fun drills with structured sessions to enable personal growth and expanding the reach of the game. Her knowledge comes from decades of playing and teaching alongside all levels of players. She is passionate about sharing the game with everyone!

"The lesson with Andie was pretty helpful, especially because the drills were customized based on my weaknesses mid drill, which I appreciated. Though I still need more practice to feel really confident, I think repeating this kind of tailored approach could make a difference. Still, I’d be open to trying another lesson to see how much I can improve with her guidance.

I've spent 7 years teaching tennis in three different countries, gathering unique insights along the way. My love for tennis and teaching is at the core of everything I do. I'm here to share my knowledge and experience with you, helping you grow in the game. Ready to hit the courts together?

"Thank you for quick accommodation and actionable tips

I am Lucca Leal, a Brazilian college student athlete at the University of Mobile, who loves to play and teach tennis at any time. I would like to pass my knowledge and passion for the sport to my students so they can have a good time just like I do. I have been coaching tennis for almost 3 years to kids, teenagers, and adults at beginner and intermediate levels. In the summer of 2024, I worked at Quaker Ridge Golf Club in Scarsdale, New York, where I had the opportunity to coach several people. On my college campus, I give weekly lessons to kids aged 9. In addition, I have also helped students and teammates with strategy-focused and hitting sessions. I am extremely dedicated, persistent, patient, and professional. Most importantly, I love to help people and I will do my best to help you with your tennis goals. Finally, in my lessons, I tend to focus a lot on technique and tactics by passing on the knowledge that I acquire in my college environment, but always prioritizing your entertainment and enjoyment.

"Very professional. Keen observation. Detail oriented

Michael, based in Haverhill, MA, is a dedicated pickleball coach passionate about teaching across the North Shore of Massachusetts and Southern New Hampshire. With experience coaching players of diverse skill levels, he has helped students prepare for the Special Olympics, facilitated corporate team-building events, and guided individuals in improving their DUPR ratings. Michael specializes in coaching beginners to upper-intermediate players, focusing on skill development and a deeper understanding of the game, ensuring every session is both effective and enjoyable.

"I wanted to specifically work on resets and moving up to the kitchen at the right time and the lesson with Mike was really helpful. He was patient and the drills were excellent.