In the past, in the glory days of Ram and Val, Worrell and Sobers, Lloyd and Richards, etc, West Indian cricket was mroe than just a sport - it bound together the different Caribbean islands, and gave them an identity, something they could be proud of, something at which they could beat the rest of the world. That's why WIndies cricket had sociological and political effects in the Caribbean too, in a way that it probably didn't affect other cricket-playing countries.
But, thanks to the mismanagement of the past decade, that has changed in quite a few Caribbean countries. Athletics has taken over primary status in Jamaica. Athletics always was a big sport in that country, ever since the world-beating quarter-milers of 1948-1952, but that sport took secondary status to cricket in the 1970s and 1980s, because Jamaica's athletes weren't back at the top. They are now, thanks to Don Quarrie in the 1970s, Merlene Ottey in the 1980s, Deon Hemmings in 1996, and the great bunch of sprinters surging to the front now. The Jamaica National Athletics Trials in Kingston from Thursday-Sunday will be ten times better attended than the current Test match at Sabina Park. I believe that cricket has permanently fallen behind athletics in Jamaica now.
Football is now more popular in both Trinidad and Jamaica, since both eteams qualified for the football World Cups in 2006 and 1998 respectively. That means cricket is no longer the number one sport in the two most populous West Indian countries. It's still popular in Guyana, Barbados, and the Lesser Antilles, but those countries alone won't be enough for the WI to be made strong again, so talk about needing a strong Windies is just that - talk.