Round Hill Tennis Cup

Play alongside tennis legends, enjoy expert coaching and experience an exclusive Caribbean Pro-Am.

The Round Hill Tennis Cup brings world-class tennis and Caribbean elegance together for an exclusive sporting experience at Round Hill Hotel & Villas in Montego Bay, Jamaica.

This annual Pro-Am tournament offers tennis enthusiasts a remarkable opportunity to learn from accomplished international players, participate in competitive matches and enjoy an intimate tennis experience surrounded by lush tropical gardens.

Combining professional instruction, exhibition matches, friendly competition and elegant social gatherings, the Round Hill Tennis Cup is designed for players seeking more than an ordinary tennis holiday. Its welcoming format accommodates different skill levels, allowing guests to share the court with celebrated athletes while enjoying Jamaica’s distinctive hospitality.

What to Expect

Tennis Masterclasses with International Professionals

One of the tournament’s highlights is the opportunity to receive instruction from internationally recognised tennis professionals.

Specialised masterclasses focus on developing technique, improving court positioning, refining match strategy and strengthening overall performance.

With limited participation, these sessions offer a more personal coaching experience than traditional large-group tennis clinics.

Professional Exhibition Matches

The Round Hill Tennis Cup features exhibition matches showcasing the skill, precision and athleticism of accomplished international tennis players.

These entertaining encounters offer spectators an opportunity to appreciate professional-level tennis in the intimate setting of Round Hill’s courts.

The Round Hill Pro-Am Tournament

The centrepiece of the experience is the Pro-Am, where registered participants have the opportunity to play alongside or compete against professional tennis players.

Open to different skill levels, the tournament combines friendly competition with the excitement of sharing the court with accomplished athletes.

Participation is limited, allowing players to enjoy meaningful court time and an engaging sporting experience.

Elegant Social Gatherings & Jamaican Hospitality

The tennis programme is complemented by opportunities to meet fellow participants and visiting professionals away from the courts.

Welcome receptions, informal gatherings and celebratory occasions create a friendly atmosphere where guests can exchange stories, make new connections and enjoy the hospitality for which Round Hill is renowned.

An Exceptional Tennis Setting

Set within the beautifully landscaped grounds of Round Hill Hotel & Villas, the tournament offers an attractive combination of sport, relaxation and refined Caribbean hospitality.

Surrounded by tropical vegetation, palm trees and elegant resort surroundings, the tennis facilities provide a memorable setting for both competitive play and personal development.

Registration & Visitor Information

The Round Hill Tennis Cup welcomes tennis enthusiasts of varying skill levels, with registration options that may include the complete tournament programme or individual coaching experiences.

Participants do not have to stay at Round Hill to register. Event-only registration is available, subject to availability and advance booking.

Accommodation is arranged separately.

For upcoming tournament dates, participation packages and registration information, visit the Round Hill Tennis Cuppage or contact Round Hill’s concierge