Transformative Experiences
About Dare to Detour
Dare to Detour supports women in finding ways to reorient towards what matters most to them through Daring new experiences and shared adventures. Dare to Detour retreats and expeditions aim to build resilience and provide the tools to reconnect with yourself.
Our offerings provide the space and resources to explore whatever stage of life you're in with lighthearted grace, away from the distractions and responsibilities of your day-to-day. And our Detours especially hold the power to shift your perspective and enable you to create change and connection in meaningful ways.
About The Founder
Meet Sheryl
The greatest love story of all is the one with your own heart.
“I am Sheryl Wright, 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.
Our stories are unique, but I believe you and I may share echoes of experience. A lifetime of outer + inner expectations, heartbreak, and dreams put on pause to support those we love or to follow the safe, known path. An uprooting, a loss of identity — yet beneath that, an inner knowing that we are meant for more. Because it’s true, dear heart — you ARE meant for more. For courage, for joy, for freedom, even for leadership. That vibrant life awaits us just off the beaten path.
If I can Dare to Detour, most anyone can. And if you are seeking a detour of your own, I’m here to help guide you as you begin your journey. Supported by a like-hearted community of Daring Darlings and a compassionate wise-woman crew, we will dig with intention, kindness, and courage into all aspects of our lives and identities — self-image, relationships, mindfulness, creative practice, career, family, money, and more. Because within every detour lies the opportunity for a beautiful new beginning.
Dare to Detour is an exploration of who we are beneath it all — who we are when we invite possibility, embrace our own strength, and lean wholeheartedly into the untamed openness of our own souls.”
My own journey of detours
01.
Moved Cross Country
Dared my 20-year-old self to move from Oregon to New York City where I lived and worked for 11 years (1987 - 1997)
02.
Chose Motherhood
The most challenging and rewarding experience of my life (1997 - present)
03.
Beat Breast Cancer
Two surgeries, treatment and just over four years later I am happy, healthy and cancer free (2019 - present)
04.
Decided on Divorce
Made the difficult, profoundly sad decision to leave my 32 year relationship (currently moving through this process)
How I Choose to Detour
Meet Gypsy Rose, My “Freedom Van”
In the spirit of the new chapter I find myself in, I bought a camper van! Check out my experiences detouring solo:
A Guide to Solo Road Trips
My First Solo Road Trip
Why Every Woman Should Experience Solo Travel
Recently Featured In
🤍
Recently Featured In 🤍
Recent Features
“Sheryl’s story, in many ways, feels like the eternal story of being a woman. Our true selves, vibrant and free in childhood, become stifled by expectations, woundings, heartbreak, and fear. So, we let the course of our life flow down the safe path, the beaten path.”
03. Forbes
05. BEautifully Unwinding Podcast
Most Recently
Our Stories Matter
Playlist
This playlist features songs that I have repeatedly turned to as I've moved through the past few years. Some I dance to, some I sing along with, some make me smile, some make me cry, and some I simply hold in my heart. So Darling, download "Our Stories Matter", turn it up, and DANCE!
I’d love to connect with you
My dream is to help reintroduce you to the beauty, bravery, and peace that’s waiting within.
If you’d like to learn more about me and Dare, or you want to share your story, I’d love to hear from you.
