St. James and Barbados' entirety has basically an ideal climate—tropical, breezy and with a year-round temperature in the 70s or 80s. Rainstorms tend to be brief and heavy, but don't bring cold weather with them like most locales. The high season in the Caribbean is from December to April, so this is when hotels fill up and prices are steepest. June through September is hurricane season, and has a great deal of humidity, but price rates for lodgings drop hugely. The average low temperature never dips below the mid-60s, so there is no time too cold for enjoying the beach and outdoor activities in the area.

Festivals and holidays of the island are interesting times to go, as they provide a great opportunity for observing and participating in the culture of St. James and Barbados. The three-week summertime Crop Over Festival is a lot of fun—especially for those who are calypso fans. The January Jazz Festival also provides great entertainment. January 21 is Errol Barrow Day, April 28 marks Heroes' Day, the first Monday is August is observed as Kadooment Day, November 30 is Barbados' Independence Day and December 26 is Boxing Day. Many of these holidays are accompanied by celebrations and large gatherings.