Bermuda is further north than Caribbean hotspots, so don’t expect perfect weather all year round. The winter off-season (November–March) has average 68°F temperatures, compared to the high 80s of mid-summer. Spring (April–May) and fall (September–November) are perhaps the most pleasant periods, especially October, as summer’s humidity falls away.
You may want to time your visit around cultural and sports events. Local favorites include Cup Match  (a two-day cricket holiday in late July/early August) and Bermuda Day  (May 24). Easter brings kites and Christmas boasts a festival of lights. International events include the Bermuda Festival of Performing Arts  (dance, opera, theatre) in January and February; October’s big-name Music Festival  and PGA Grand Slam of Golf ; and November’s World Rugby Classic .