The first round draw for the Digicel Cayman Cup, scheduled to kick off on January 7th, 2006 was held at the Castaways Restaurant.
First round matches are scheduled for the weekend of January 7th and 8th, 2006. The Matches will be played at the Annex field, kick-off time is at 2 p.m. All other games played that weekend will start at 3p.m. There will be six games in round one, three venues will be used with one match per day at each venue.
These matches have no special rules , the games will be the regular 90 minutes plus three extra minutes and penalties if needed.
The CIFA Competitions Committee, in the presence of representatives from Latinos FC, Roma United and Sunset FC drew the following pairings for the first round:
1. Money Express FC vs. Cayman Brac FC
2. North Side SC vs. FC International
3. George Town SC vs. Future FC
4. Tigers FC vs. Academy SC
5. Sunset FC vs. East End United
6. Bodden Town FC vs. Roma United
7. Latinos FC and Scholars International drew byes