Big Cat Travel Insurance
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Big Cat has built its reputation on long-term backpacker insurance since 2004, with the industry's longest terms, up to 2 years, making it ideal for extended working holiday stays. The company specifically names Australia and Canada in their product design, suggesting the policy details are tuned for those popular visas rather than generic.
Their extended 2-year window means you can cover a full working holiday cycle without multiple separate policies, and the backpacker focus typically means lower costs than mainstream travel insurance targeting brief vacations.