The Caribbean Cup Tennis Series is a celebration of tennis in the Caribbean! Every tournament brings tennis players from around the globe Japan to Finland and supports local youth development in the community, and proceeds from each event go to local charities - while also boosting the economy with increased tourism and economic impact in the off-season! 7 countries, 8 events, 1 Cup.

U18 Caribbean Cup Champion

Boys U18 and Girls U18 winner is determined by the total number of  singles ITF points accumulated  at the end of the Caribbean Cup Tennis Series which is comprised of Jamaica, Barbados, St. Vincent, Anguilla and Antigua and Barbuda Cups.

Adult Caribbean Cup Champion

Adults are determined by the most total points earned during the Caribbean Cup Tennis Series which is comprised of Jamaica, Barbados, St. Vincent, Anguilla and Antigua and Barbuda Cups.

Singles and Doubles points are allocated as follows:  

Winner: 20 points
Runner-up: 10 points
Semi-Final: 5 points
Quarter-Final: 3 points

There will be one male and one female overall winner.  Both Singles and Doubles points count towards your overall total.


  • US Open Package
    1 day of tickets to opening day/2 nights

  • Rogers Cup Package
    1 day of tickets to opening day/2 nights

  • Head Tennis Racquet/Strings package

  • Asics Shoes and socks package

Establish a deeper connection between your brand and the consumer through:

Dominant Brand Building

  • Court-side brand awareness

  • Title mentions in all press + media

  • On-site booth and activations

  • Local broadcast

  • Category Exclusivity

  • Million+ reach through social and digital advertising

Unique Experience for everyone

  • Junior athletes can win a VIP experience to Rogers Cup

  • Event t-shirts

  • Trophy Presentations

  • Pro Exhibition and photo ops with top ATP players

  • Clinics with Pro players and coaches

Former ATP player Jesse Witten gives a free camp for local families

Tour Results

Community Engagement

  • Rebuilt local schools, playgrounds and courts

  • Supported community growth + participation

  • 2 players from each country visited Rogers Cup

  • Offered free clinics to support youth development

  • Exposed local players to International Tennis

  • ATP players gave back:

    • Philipp Kohlschrieber ATP #29, Darian King ATP #100, Brayden Schnur ATP #180

  • Past players include Jim Courier former #1 and Marion Bartoli - Wimbledon Champion

Darian King during an exhibition match in Cayman

Our Impact

  • Economic impact has reached over $5,000,000

  • We have raised over $50,000 for local charities

  • Over 1000 athletes from around the world compete in our events

  • Participants come from over 75 countries

  • Developing local youth is a major priority, giving them access to tennis as a way to develop their skills both on an off the court - over 200 local youth have participated


Our events are sanctioned by:

  • International Tennis Federation

  • Tennis Jamaica

  • Barbados Tennis Association

  • Anguilla Tennis Association

  • Antigua and Barbuda Tennis Association

  • Cayman Tennis Federation

  • USVI Tennis Association

  • Curaçao Tennis Association

Media Reach

  • Covered by local newspapers, broadcast and social media

  • Our events were covered internationally by the ATP, Rogers Cup, Tennis Life, the PTR, and Tennis Canada outlets.

  • Worldwide media impressions and reach total over 5,000,000

  • Caribbean media impressions and reach total over 2,000,000

What do people have to say?


"Karl and his team at Sports Travel Experts run first class events. When we announced the Anguilla Cup, I immediately renovated our 6 courts to host the event.  The result was an amazing event with records crowds featuring German Davis Cup star Philipp Kohlschreiber who played an exhibition. What has followed since we have the renovated courts is: more locals tournaments, more enrollment at our programs and increased participation as a whole. The Anguilla Cup is now an annual event that our children and our top players work towards, also earning a trip to the Rogers Cup!"

Mitch Lake
Anguilla Tennis Academy