Soventure
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Soventure targets digital nomads and long-term travelers with policies that cover over 250 activities, from yoga to skydiving. They're built for people doing flexible work across multiple countries, with optional coverage for various pursuits and an online claims process designed for travelers constantly on the move.
This fits well if your working holiday involves remote work or location-independent employment where you're constantly changing countries and pursuits. The broad activity list means you won't discover mid-trip that your favorite weekend hobby isn't covered. As a newer platform (founded 2022), they're less established than traditional insurers, so you'll want to verify they're regulated in your home country before committing.