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Temperatures in the Azores are pleasant year-round, but the best time to visit is May–September, as rainfall is more common between October and April. That said, the weather on the islands can be unpredictable. You might experience four seasons in one day: heavy rain turning to clear skies, or strong winds giving way to fierce sunshine. Pack hiking boots and a rain jacket and be open to the fact that your sunbathing session might be rained off.