HTH Worldwide
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HTH Worldwide's TravelGap plans add adventure sports coverage on top of their standard medical protection, and they're notably one of the few insurers willing to cover extended trips up to 180 days straight. This long coverage window appeals to serious backpackers doing multi-month adventures across continents without breaking up their policy.
The 180-day window is its main strength for long-haul trips, though review the activity list carefully since not all adventure sports carry equal coverage. For shorter backpacking trips or those under 90 days, you'll often find better rates from competitors with standard policy lengths.