Almost everybody has widely different experiences in the most southern windward islands
of Carriacou, Grenada
(proper) and Trinidad. I suspect most of it has to do with 1 - luck and timing and 2- attitude.
I have had 2 outboard
engines stolen in Carriacou which really turned me off since the locals (including the Chief Constable knew who the thief was) weren't interested in doing anything since we were transient foreigners. And to me the place was seriously boring after a week.
However, we spent more than 4 years in southern Grenada
- St Georges Lagoon
and Clarkes Court Bay / Hog Island. We did not have any serious crime issues ourselves though others did. We loved the social schedule of cruisers in Grenada and loved being able to hike the mountains and waterfalls along with exploring the northern most beaches.
We used to go to Trinidad every year after Hurricane
Ivan in '04 but slowly stopped going except for a short visit to do "North American Shopping" as there were mega shopping
malls, restaurants, movie
theaters and access to what we were used to when living in North America. However, for any, IMHO, comfort, security
you need to be in a marina or TTSA. Over time you learn were to shop for boat parts
without paying the normally very high prices in Chag Bay's main boat part stores. But without the proper attitude and buying
savvy Trinidad can be very unpleasant.
IMHO, there is a world of difference between the islands of Grenada and north compared to Trinidad. And that is were attitude and savvy comes into play.
So you can expect hugely different tales of various cruiser's experiences in these islands ranging from loving them to hating them. What your experience will be like is not determinable in advance.