| Day, Date | ||||
| Caribbean Regional Top 16 | ORDER OF PLAY | Sunday | ||
| 21st May | ||||
| Week of | City, Country | Venue | ITF Referee | |
| 18/5/2006 | Port of Spain, TRI | Tranquillity Club | Anthony Jameson | |
| Court 2 | ||||
| Starting at 15:00 hours | ||||
| 1st Match | ||||
| Ryan RUSSELL (JAM) | ||||
| vs. | ||||
| Vernon LEWIS (LCA) | ||||
| Singles' Final | ||||
| Thirty (30) minutes later | ||||
| 2nd Match | Ryan RUSSELL (JAM) | |||
| Jermaine SMITH (JAM) | ||||
| vs. | ||||
| Vernon LEWIS (LCA) | ||||
| H'Cone THOMPSON (BAH) | ||||
| Doubles' Final | ||||
| Order of Play released | Signature | |||
| Anthony Jameson | ||||