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Port of Spain was good but again because of cricket/beer factor I can't give you an honest opinion re street cuisine or any variant of cuisine! St Johns in Antigua was good first time round but getting commercial on a later visit. Up in the hills in St Lucia there were some fantastic street...

Been to both in recent years! Trinidad for Cricket which was a boozy affair but pleasant all the same but crime rate quite high! Tobago was beautiful but a small island. I've done many of The Caribbean islands and this was the most chilled of all! Hope this helps?