Barbados sits below the main hurricane belt and rarely takes direct hits, which gives Bridgetown a more reliable tourism season than most of the Caribbean. The dry season runs from December to May, with warm temperatures (26–29°C), low humidity, and almost no rain. This is peak season and prices reflect it.
June to November is the wet season, with heavy afternoon showers, higher humidity, and lower tourist numbers. The showers are usually brief and the sun returns quickly; most days are still fine for sightseeing. Accommodation prices drop significantly, and you will see the city more as locals do. The one risk is the Atlantic hurricane season, which peaks in August and September — keep an eye on forecasts if you travel then.
Crop Over is Barbados's answer to Trinidad Carnival, and the best reason to visit in August. It runs from mid-June through to the Grand Kadooment parade on the first Monday of August, with calypso competitions, concerts, and street parties building through the season. Bridgetown is the centre of it all, and it is genuinely spectacular — not a tourist performance, but a major national celebration. Book accommodation many months in advance.