The first Jazz on the Square event will be hosted in the evening and will feature a host of local and Caribbean artistes with a strong theatrical component infused into the event.
| Date | Venue | Artists | Time | Cost |
| Wednesday May 8th | Derek Walcott Square |
Karen Briggs (USA) K'rib Fusion (Martinique/Saint Lucia) Soca Tension 2013 (Saint Lucia) |
7:00 pm | Free |
| Thursday May 9th | Derek Walcott Square |
Tracy Hamlin (USA) Eric Ildefonse (Martinique) Harvey Millar & Co. & Cameron Pierre (Canada/Saint Lucia/UK) |
12:00 pm | Free |
| Friday May 10th | Derek Walcott Square |
Kreyol Project (Fr. Guyana) The Blaise Pascal Jazz Project (Saint Lucia) Inner Urge (Saint Lucia) |
12:00 pm | Free |