Round Hill Tennis Cup
A Tennis Vacation in Montego Bay, Jamaica
What Happens at the Round Hill Tennis Cup
Courtside elegance meets Caribbean spirit over three nights and four days. The weekend runs from masterclasses with elite tennis professionals to exhibition matches and a pro-am tournament open to guests of all skill levels, all on Round Hill's ocean-view courts, closing with a finale evening that blends serious tennis with island hospitality.
This Year's Featured Pros
Nicolás Almagro is a former World No. 9 and 13-time ATP Tour singles champion, known for his powerful one-handed backhand and aggressive style on clay, and a member of Spain's 2008 Davis Cup championship team.
Guillermo Cañas is a former World No. 8 and seven-time ATP Tour singles champion, a three-time French Open quarterfinalist and winner of the 2002 Canada Masters. He now runs the Guillermo Cañas Tennis Academy in Miami.
and Anett Kontaveit, former world number 2.
Cup Pricing and What's Included
Full Event Registration is $995 plus taxes per guest and includes every Cup event, tournament play, evening receptions, and the Pro-Am tournament.
A Masterclass Pass is $250 plus taxes per session, and covers one Morning Masterclass Clinic with a featured pro. It does not include Pro-Am tournament eligibility.
Spots are limited by design, to keep instruction personal and court time high with each featured pro.
A History of World-Class Tennis at Round Hill
Past Cups have brought Grand Slam-level talent to Round Hill's courts, including former World No. 5 Kevin Anderson, two-time Grand Slam finalist at the US Open and Wimbledon; 2019 US Open champion Bianca Andrescu; former World No. 1 doubles player Marcelo Arévalo; and former World No. 5 Tommy Robredo, among others.
How to Book the Round Hill Tennis Cup
To reserve a spot, contact the resort directly at concierge@roundhill.com with your preferred dates and number of players.
FAQs
What is the Round Hill Tennis Cup?
An annual pro-am tennis event at Round Hill Hotel and Villas in Montego Bay, Jamaica, featuring coaching and exhibition play with former ATP professionals on ocean-view courts.
How much does the Round Hill Tennis Cup cost?
Full event registration is $995 plus taxes per guest. A single masterclass session with a featured pro is $250 plus taxes.
Who is playing in this year's Tennis Cup?
Nicolás Almagro, a former World No. 9, and Guillermo Cañas, a former World No. 8, and Anett Kontaveit, former number 2, are this year's featured professionals.
Is the Tennis Cup open to all skill levels?
Yes. The Cup is designed as a pro-am, welcoming players of every level alongside more competitive entrants.
How do I book the Tennis Cup?
Email concierge@roundhill.com with your preferred dates and number of players to reserve a spot.