Holiday Extras
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Holiday Extras has operated since 1997 and explicitly covers working abroad, which sets them apart from holiday-only insurers. They've spelled out the types of work they'll cover, bar, retail, and clerical, meaning you'll know upfront whether your planned job qualifies without contacting customer service for clarification.
This clarity appeals to people taking gap years in hospitality or office roles, where many travel insurers either silence on work cover or restrict it to professional occupations. The policy is UK-focused but available to residents taking working holidays.