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Image by Sébastien Jermer

ABOUT THE EVENT

ABOUT THE JAMAICA CUP

Introducing the inaugural Jamaica Cup, a four-day professional tennis experience set against the vibrant backdrop of Montego Bay, Jamaica. Produced by KM Sports Entertainment, this intimate, invitation-only event brings together world-class players, curated VIP experiences, and unforgettable island hospitality—all in one of the Caribbean’s most iconic destinations.

Hosted at the legendary Half Moon Resort, the Jamaica Cup is designed to blur the lines between spectator and participant. Guests won’t just watch elite tennis—they’ll dine, celebrate, and connect directly with the pros in a uniquely personal setting.

World-Class Talent. Island Energy.

This year’s players include a dynamic mix of ATP, WTA, and Caribbean stars such as Jenson Brooksby (USA), Christina McHale (USA), and Blaise Bicknell (Jamaica)—with more names to be announced soon. Expect competitive exhibition matchups, spirited pro-am pairings, and plenty of moments where the energy of the island meets the intensity of the court.

Immersive Experiences for Every Guest.

Every day at the Jamaica Cup offers something special:

  • Thursday kicks off with our signature Pro-Am tournament, where VIP guests play alongside the pros.

  • Friday heats up with team-style exhibition matches featuring the National Jamaican Team vs. Howard University—a spirited clash of national pride and collegiate talent.

  • Saturday showcases featured singles and doubles exhibitions, followed by behind-the-scenes access to player warm-ups and on-court strategy.

  • Sunday closes the weekend with our elegant VIP Players’ Party—an evening of gourmet food, live entertainment, and island ambiance, with all players in attendance.

Intimate. Elevated. Unforgettable.

Unlike large-scale tournaments, the Jamaica Cup is about connection. Every ticket is a VIP experience. Whether you’re sipping curated cocktails with the players, joining a post-match happy hour, or capturing content with our media team, you’ll be immersed in a weekend that’s as luxurious as it is laid-back.

Join us November 13–16, 2025 for an unforgettable celebration of sport, culture, and Caribbean excellence. The Jamaica Cup is more than just tennis—it’s an experience you’ll never forget.

About KM Sports Entertainment

KM Sports Entertainment, Inc. is a San Diego-based global sports event and talent management firm, specializing in event management, talent representation, and television production. 
 

In 2014, KM Sports Entertainment expanded its portfolio by acquiring and organizing WTA tennis tournaments such as the Carlsbad Classic and the San Antonio Open. In 2016, they established Pro Tennis Group, LLC., focusing on Hawaii-based events, culminating in the creation of the Hawaii Open. This tournament quickly gained international recognition, featuring top-tier players and attracting a global audience.
 

Over the years, the Hawaii Open evolved into a significant event, surpassing WTA 125k status and hosting renowned players like Garbiñe Muguruza and Kei Nishikori. The tournament, held at prestigious venues like Blaisdell Arena and Stan Sheriff Center, was broadcast live worldwide.
 

Following the pandemic-induced hiatus, KM Sports Entertainment revitalized professional tennis in Oahu with the 2022 Waikiki Cup, showcasing top ATP and WTA talent. The BVI Cup was held May 2024 in Virgin Gorda. 

KM Sports Entertainment events offer a range of VIP experiences, including Pro-Ams, Players Parties, and cultural engagements, providing unique opportunities for interaction and community involvement.

About LINK Strategic Partners

LINK is a hyperlocal and global communications and engagement firm with a “social impact lens.” For over a decade our firm has built a proud legacy of mission-driven work with our client partners in the public, private and non-profit sectors. A key focus of LINK is our sports and communities practice area, which helps to produce high-level and non-extractive sports-based events around the world.

 

Our team has supported high-profile events, including sports and hospitality events, news conferences, brand launches, gala events, groundbreakings, ceremonial occasions, policy forums, and more. For many years, LINK served as the public relations partner for the Citi Open Tennis Tournament through its 50th anniversary and has been part of the teams for the Hawaii Open and the Waikiki Cup. Other events include the National Cherry Blossom Festival, Enchant Christmas, various events for the National Women’s Suffrage Centennial Conference, DC Art All Night, and World Culture Festival, among many more.

 

Among the 150+ awards LINK was honored with in recent years, the Public Relations Society of America (National Capital Chapter) named LINK “Large PR Firm of the Year,” PR News and the Washington Business Journal named us a “Best Place to Work,” Fatherly named us a “Best Place to Work for New Dads,” and we were named to the Inc. 5000 list of the most successful businesses in America in 2019, 2020, and 2022. We have also received two prestigious Diversity Awards from PR News, including “Mentoring Program of the Year” for our industry-leading associate program and “Ally of the Year” in recognition of our President’s personal and professional commitment to inclusiveness, progress, and Belonging. LINK was also recently named to Inc. Magazine’s exclusive  Best In Business List of “Companies That Have Gone Above & Beyond to Make A Positive Impact in the World.”

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