The cheapest time to travel to Bridgetown Barbados is generally from September through November. The weather is not much pleasant though, but getting cheap flights and hotels is possible during this time. Tourists’ arrival is less because of the stormy season. The best time to visit Bridgetown is between July and November despite the Caribbean’s hurricane season. The good thing is that hurricanes rarely hit Barbados, and enjoying a vacation in Bridgetown is therefore considered to be the best.