English cricket team in the West Indies in 2008–09

The England cricket team toured the West Indies between 25 January 2009 and 3 April 2009. Initially, it was intended that they play four Test matches, one Twenty20 International and five One Day Internationals against the West Indies cricket team. However, the abandonment of the Second Test due to the conditions of the field at the Sir Vivian Richards Stadium in Antigua led to the rapid inclusion of an additional game staged at the Antigua Recreation Ground, resulting in a five-match, rather than four-match Test series. The West Indies regained the Wisden Trophy by winning the Test series 1–0. They also won the Twenty20 match, but England won the ODI series 3–2.

Build-up
Despite recent turmoils, England went into the series as firm favourite. The players claimed confidence, the ICC rankings placed them comfortably ahead of their adversaries, and the pundits were, under the circumstances, fairly buoyant. In The Daily Telegraph, Geoffrey Boycott opined that, with a fit Andrew Flintoff, England ought to prevail easily:

"I am not saying it will be a walkover. The one thing England do need is a fit Andrew Flintoff, throughout all the four Tests. If Freddie goes down injured, the odds for the series will turn around dramatically."