Sentinel Overland started simply with family around a dinner table. Between bites and conversation, Will, Josh, and Gilbert found themselves circling back to the same idea: that the outdoors wasn’t just a place to escape, but a place to teach, to challenge, and to grow. What began as a shared dream quickly became a mission to build an experience where people could fearlessly venture off the pavement into something real.

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From that conversation grew Sentinel Overland: a veteran-led, Idaho-forged company dedicated to guiding people into the wild unknown. Our trips aren’t just about the miles covered or the destinations reached. They’re about equipping people, moment-by-moment with tested skills, practical confidence, and the kind of memories that come from overcoming challenges together.

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Every trail we run and every night under the stars, carries the same spirit as that first dinner table talk; welcoming, intentional, and rooted in the belief that adventure is best when it’s shared.

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At Sentinel Overland, we stand by our mission: To prepare, equip, and steward people into the beautiful, wild unknown in order to offer real adventure, tested skills, and meaningful connection to the land. We exist to develop confidence through competence, and to leave you with more knowledge, vigilance, and purpose.