10. A$AP Rocky (Barbados)
If you’ve followed hip-hop over the last three years, A$AP Rocky needs little introduction. The Harlem- and New Jersey-raised rapper made an instant impression in 2011 with his debut mixtape Live. Love. ASAP (not to mention his distinctive videos for “Peso” and “Purple Swag”) and his profile has only grown since then, culminating in last year’s Long. Live. ASAP LP, which topped the Billboard album charts and produced the Top 10 single “Problems” with 2 Chainz, Drake and Kendrick Lamar. What you may not realize is that the A$AP Mob’s marquee act is the son of a Bajan father. In contrast to his Trini A$AP Mob counterpart Ferg, Rocky hasn’t publicly embraced his island’s culture… besides for Rihanna, that is. Considering the “fashion killa”‘s outré personal style, we can easily picture him donning masquerade gear at Crop Over, though.