Dare to Detour
I'm Sheryl, the Founder of Dare to Detour®. Drawing from my life experiences and the supportive guidance of experts, I help women find genuine community and connect with who they are now — through retreats, workshops, and transformative experiences.
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- Aug 17, 2026
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- Aug 13, 2026
Latest issues
*FREE* My Itinerary for Driving the North Coast 500 (opens the original)
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The Dare Guides are back! If you’ve been around for a while, you might remember when I launched monthly guides as part of the Dare Membership. So many of you reached out asking for itineraries and travel details, and honestly, that was a huge motivator in my leap to becoming a full-time travel advisor. Because I know how much these guides are loved—and because my team and I poured so much thought and care into creating them—I always knew I wanted to keep them around in some way.While I’m no long
One Last Trip Before School Starts (opens the original)
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If you’re searching for just one more family adventure before the school year begins, you can’t do much better than a long weekend in and around Bozeman, Montana. The days are still long and warm, the lakes and rivers are perfectly cool and inviting, and those famously expansive Montana skies seem even wider this time of year. Before I moved here full-time in 2015, I dreamed of escaping to the wild open spaces surrounding Bozeman. Montana captured my imagination when I was still in college, and
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