Nicola Bruno defeated Alfonso Fernandez Fermoselle 6-2 6-3 in the Caribbean 2 Masters 3 semi-final on hard. The upset overturned the form book — Alfonso Fernandez Fermoselle came in leading the head-to-head 1–0. Nicola Bruno claimed a first win over Alfonso Fernandez Fermoselle in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-04-28 | Caribbean 2 Masters 2 | QF | hard | Alfonso Fernandez Fermoselle | 6-4 3-6 7-6 |