SCHEDULE OF EVENTS
DAY 1 – JAMAICA CUP PRO-AM & OPENING EXHIBITION MATCH
Thursday, November 13, 2025
Location: Half Moon Tennis Courts, Montego Bay
10:30 AM – JAMAICA CUP PRO-AM
The tournament opens with the Pro-Am, where invited guests and sponsors take the court alongside featured WTA & ATP pros in a fun yet competitive format. This exclusive experience offers an up-close connection with the athletes. Light refreshments and hospitality for players and guests is included.
2:00 PM – EXHIBITION MATCH: TEAM HOWARD VS. TEAM JAMAICA
A showcase of national pride and rising talent. This exhibition pits Team Howard against Team Jamaica in a spirited, fan-friendly format that highlights the heart of the Jamaica Cup—connection, culture, and competition.
Includes courtside seating for VIP guests and sponsors.
DAY 2 – EXHIBITION SHOWDOWN: PROS VS. TEAMS
Friday, November 14, 2025
Location: Half Moon Tennis Courts, Montego Bay
10:00 AM – EXHIBITION MATCH: TEAM HOWARD OR TEAM JAMAICA VS. ATP & WTA PROS
In this special crossover exhibition, select ATP and WTA stars will face off against either Team Howard or Team Jamaica in a dynamic team format. Expect fierce rallies, entertaining moments, and unforgettable content.
This event is sure to include matchups unique to the Jamaica Cup!
Includes courtside seating for VIP guests and sponsors.
DAY 3 – FEATURED WTA & ATP EXHIBITION MATCHES
Saturday, November 15, 2025
Location: Half Moon Tennis Courts, Montego Bay
11:00 AM – WTA EXHIBITION MATCH
Christina McHale vs. WTA Player (TBD)
A former World No. 22 and U.S. Olympian, Christina McHale returns to the spotlight in a showcase match against a current WTA pro.
FOLLOWED BY – ATP EXHIBITION MATCH
Jenson Brooksby vs. Blaise Bicknell
In a true Jamaica Cup highlight, American ATP star Jenson Brooksby takes on Jamaican standout Blaise Bicknell in a high-stakes exhibition.
Includes courtside seating for VIP guests and sponsors.
DAY 4 – VIP PLAYERS’ PARTY & CLOSING CELEBRATION
Sunday, November 16, 2025
Location: Half Moon, exact location TBD
5:00 PM – VIP PLAYERS’ PARTY
An exclusive, invitation-only evening with all Jamaica Cup pro players in attendance, set against the backdrop of an elegant Caribbean escape. This unforgettable closing celebration features:
-
Gourmet food stations and handcrafted cocktails
-
Live entertainment and island-inspired ambiance
-
Player meet-and-greets and premium photo opportunities
-
An intimate dinner experience alongside the athletes
-
A celebratory finale with select guests, media, and sponsors
Schedule is tentative and subject to change any time prior to or during the event.