Order of Appearance, and Tune Selections follow.
NIGHT #2 - May 8, 2021
| Position | Name | Country | Tune of Choice (Performer) |
| 11 | Jamel Cadette | Trinidad/ Tobago |
La Vida es un Carnival (Celia Cruz) |
| 12 | Japhon Barthley | Antigua/ Barbuda |
Mr. Magic (Grover Washington Jr.) |
| 13 | Hanif Goodridge | Trinidad/ Tobago |
Finesse (Bruno Mars) |
| 14 | Samanya Brazier | Antigua/ Barbuda |
Caribbean Connection (Merchant) |
| 15 | Douglas Dallaway | Stranger in Moscow (Michael Jackson) | |
| 16 | Detroy Dey | Guyana | No Tomorrow (Kerwin DuBois & Adana) |
| 17 | Keishaun Julien | Trinidad/ Tobago |
No Tomorrow (Kerwin DuBois & Adana) |
| 18 | Shaquille Forbes | Trinidad/ Tobago |
Thriller (Michael Jackson) |
| 19 | Le′Roi Simmonds | US Virgin Islands | Moanin' (Art Blakey & the Jazz Messengers) |
| 20 | Dejean Cain | Trinidad/ Tobago |
I Feel Good (James Brown) |
**
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