Nine Quarter Circle Ranch, Montana

Giddy up cowgirl, it’s a Big Sky adventure!

Dare’s inception took root at the Nine Quarter Circle Ranch in September 2017, becoming an annual pilgrimage and a defining chapter in the brand’s story. Venturing off the beaten path onto the ranch’s dirt road is akin to stepping back in time — into a slower, more hands-on way of life guided by the cowboy code.

Operated by the third generation of the Kelsey family, the ranch sits tucked within a stunning high mountain river valley, home to more than 100 Appaloosa horses. Each Detourer was paired with a horse for the week, riding daily through the breathtaking Lee Metcalf Wilderness and settling into a rhythm shaped by nature and care.

Campfire tales, hayloft dancing, fly-fishing attempts, creative exploration, and the quiet restoration that only wide-open landscapes can offer defined the experience — a grounding, unforgettable journey that continues to shape the spirit of Dare to Detour.