Dare Resources
Discover hidden gems, vetted itineraries, product recommendations, and more.
Access tools that support a reorientation back to self through travel all while feeling held by a community, inspired to explore, and empowered to live with intention.
Itineraries · Budgeting Tools · Product Recs
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✓ Off-the-beaten path itineraries for locations around the world
✓ "Coffee Chats” with Sheryl to go over travel questions and other hot topics
✓ Guest chats with local experts
✓ Budgeting tools for travel
✓ Product recommendations
Travel Itineraries & Resources
Get access to expertly designed itineraries created for travelers looking for beautiful destinations around the globe. New guides are released and include a Google Maps list of places to see, packing lists, book recommendations, playlists, and more.
Coffee Chats
Hop on a live call for 30 minutes, and enjoy an intimate conversation with Sheryl, guest experts and our Dare community. Get insider tips about the destinations, and participate in Q&A sessions. Can't make it live? Don't worry – recordings will be available for you to view at your convenience.
Budgeting Tools for Travel
Traveling doesn't have to be a financial stressor, rather it can be framed and planned for as an investment in yourself. Turn your daily $7 coffee spend into a high-yield savings account and watch your travel funds grow - you’re worth it Darling!
Exclusive Content and Product Recommendations
Discover the best books, gear, beauty, and wellness products, and tips for travel with full transparency.
Our Latest Destination
Provence, France with Bebes
Explore our latest travel guides and hidden-gem itineraries curated just for you! Each guide includes local tips, packing lists, book and playlist recommendations, and more to make every adventure unforgettable.
UPCOMING GUIDES
North Coast 500
UPCOMING GUIDES North Coast 500
Loves & Links
Check out Sheryl’s picks for books, gear, beauty, and wellness products that our team loves! Everything is selected with women travelers in mind, so you’ll always be prepared for whatever comes your way.
You’ll get access to thoughtfully vetted, “like a local” travel itineraries for new towns and cities each month. You’ll also have the chance to hop on and chat with Sheryl live, ask your travel questions, and get connected to other travel experts and fellow Daring Darlings.
A Note from Sheryl
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I am passionate about supporting women in stepping out of their day-to-day, trying new things, and embodying a vibrant sense of exploration, creativity and play. I am also a gal who:
Has guided 200+ women on Detours in Montana and beyond
Loves to solo travel in her van
Worked on Wall Street back in the day
Is currently studying to become a Master Naturalist
Survived breast cancer
Is a proud mom to two amazing young adult kids
Always wished she had studied internationally, so is planning her "semester abroad" in Italy for the end of 2026
Finds that learning and trying new things lights her up
My sense is that if you've landed here, we're more alike than we are different and should probably be friends.
Transform How You Travel
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Transform How You Travel ✈️
