Great to hear that ur coming to Barbados. There are a range of conditions here on the island. We are a small island outside of the Caribbean island chain and so catch swell of all sizes from many directions. For flat water paddling you may want to check out Carlisle Bay and the West coast and for waves, the East and South are the most consistent. The Trade winds start up around this time (end of November) and continue until June. The best wave riding is from June - November on the East coast and from December to June the South and West coasts are your best bet.
For more info visit the Paddle Barbados site, paddlebarbados.com or look us up on FB.