High season begins in mid-December and continues through early to mid-April. During the low season, you can often get a substantial discount of as much as 40%.
Grand Cayman has two major events: the Batabano Carnival in May (or the first week after Easter) is the Cayman Islands' answer to Mardi Gras, though it happens after instead of before Lent.
Pirates Week, Grand Cayman's big fall festival, is in late October. It's a Carnival-like celebration, when visitors and locals dress up as pirates and wenches; music, fireworks, parades, street dances, and competitions take place island-wide.
During the Cayman Islands International Fishing Tournament in April, anglers can enjoy plenty of action and win big prizes. The Taste of Cayman Food & Wine Festival is a multiday affair with demos, classes, lectures, and tastings; new dates will be in February or March.