Cliff is a globe-trotting Tennis Professional and certified member of the Professional Tennis Registry, known for delivering enthusiastic instruction and unforgettable tennis experiences. With a wealth of experience coaching at luxury resorts and private clubs, he is passionate about elevating the game for players of all levels. His ethos fosters a fun, social, and inclusive environment, ensuring time on and off the court is maximized.

Fortunate to have been mentored by renowned coaches in New England and Europe, Cliff has built an exceptional foundation in the sport. When not coaching at Winnetu, he travels the world curating and hosting bespoke tennis experiences through Courts Beyond, blending elite training with luxury, culture, and adventure in stunning global destinations. Most recently, Cliff captured an ITF World Masters tournament title, earning an international ranking.

We would like to pay tribute to our legacy tennis pro, George Brown, who passionately gave Winnetu four decades of his life.  Enthusiastically teaching our guests all about the game he loved so very much.  Best wishes for a happy retirement.