I did a win-loss comparison, actually. From about 1996 to 2000 or something like that.
WI was something like 11-15.
The only teams with positive records during that time were Aus, SA and Pakistan.
India had a dismal 7-15 or something like that.
I also did an average comparison to see how strong Ambrose and Walsh were during this time. Walsh's bowling average from 1996 to retirement in 2001 is actually 1 better than his career average. And Ambrose's during the same period is about .50 better than his career average. So these two were definitely chugging along as well as they ever have during this time.
West Indies cricket actually fits quite neatly into descrete packages:
For the first 20 years of their Test status (6 were lost to war, obviously), they only once played a team other than England. Against England, they were generally good enough to beat the usually weakened teams England sent to the Caribbean (England didn't win in West Indies until 1960) but were beaten handsomely by the full-strength England sides in England.
From 1948/49 onwards they begun to play other teams. And between '48/49 and '60/61, only Australia ever consistently had the better of them (they lost to England, away, once; England, home, once; and Pakistan, away, once), drew one home series against England in '54 and won everything else.
Between '62 and '66/67 they were comfortably the best side around, winning every series (though only 5 were played).
Then between '68 and the home season of '73, they won just 2 Tests and avoided series defeat just twice, both against New Zealand. Their batting remained strong but their bowling was weak.
Then between the tour of England in '73 and the '75/76 away series they were building-up strength, and a shellacking by Australia in '75/76 proved the catalyst.
Between '76 and '86 they were almost untouchable. Excluding two series' where they were reduced by Kerry Packer to West Indies A, they played 16 series in this time and won 14, losing just 5 Tests (1 hugely contentuous and 1 a rank dead-rubber).
Between '86/87 and '91, they were obviously no longer untouchable and could not beat the best of the rest but still hammered the weaker sides. Between '92 and '97, as mentioned above, they were similar, but their victories over the weaker sides became less convincing and they were thoroughly outplayed in Australia in '96/97 for the first time since '75/76.
For the brief time between '97/98 and '00 they were diabolical away but still very tough at home. And from '00/01 onwards they've been quite simply abysmal full-stop.