Why I’m Relaunching Dare to Detour

Hi Darlings!

I’m back.

It’s with much excitement (and a little bit of butterflies) that I’m officially announcing the next chapter for Dare to Detour and the new era for me and my career!

Eight years ago, I created Dare to Detour with a simple goal: to inspire women to embrace transformative travel, to take the Detour when life calls for it, and to gather in beautiful places that offer the space to reflect, dream, and connect. What started as personal explorations grew into unforgettable retreats, deep friendships, and a community of fellow seekers and adventurers.

Over the past few months, since my last announcement, and after countless conversations with women about the travel they crave—and the challenges or hesitations they face—I realized that there was more I wanted to offer. To my friends, their families, their daughters planning their honeymoons, my colleagues, friends of friends…

I want to help you design your own Detours.

So now, I’m thrilled to share that Dare to Detour is officially pivoting: I am now a certified travel planner (and proud Fora Advisor!), offering personalized travel planning services for adventurers like you.

Why the Change?

Over the past year, I’ve noticed just how many of you want to travel in a more purposeful, personal way. But the challenge is time, knowledge, or not having the connections to craft the kind of experience you truly crave. Planning an itinerary can be daunting: Am I missing seeing something essential? Do I have enough time to explore? What if there’s a hidden gem I’d never find online?

As someone who has planned journeys not just for myself, but for friends and friends-of-friends (from Paris to Marrakesh, the Galapagos to Greece), I realized how much I love this process—and how meaningful it is to take the guesswork out of travel for others, so they can simply experience the wonder.

What’s New at Dare to Detour?

A refreshed website! Take a peek at daretodetour.com for all the details about my new offerings:

  • Custom travel planning (solo, friends, families, group retreats)

  • Sustainable, conservation-focused itineraries

  • 1:1 travel consulting calls (for DIY planners who want expert eyes on their itinerary)

  • Handpicked recommendations for the places I know and love: Italy, the UK, the American West, and beyond

  • And of course, the same honest, heartfelt perspective on travel and life that you’ve come to expect from Dare to Detour

What’s Next?

If you have a trip in mind—whether it’s a solo recharge, a long-overdue friends’ getaway, or a bucket-list group adventure—I’d love to help you make it unforgettable and meaningful.

I hope you explore the new website and share your feedback! Also, keep an eye out for a new rhythm here on Substack: I’ll be sharing a monthly travel trend report, destination spotlights, and advice for those with the wanderlust spirit.

Thank you for being here. Thank you for being part of this journey. Here’s to new adventures, new Detours, and the beautiful unknown roads ahead.


xo,
Sheryl

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