Advisor - Sheryl WrightDare to Detour logo

Sheryl Wright

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  • Based in icon

    Based in Bozeman, Montana

  • Languages spoken icon

    English

Ask us about

Off-the-Beaten-Path
Boutique Travel
Outdoors & Nature
American West
Italy
Scotland

Our Story

Exploring back roads, intentionally getting lost, and discovering hidden gems is my jam.

Travel Style

Curating bespoke travel itineraries truly lights me up. I love being able to connect people with places and experiences that shift their perspectives and leave them wanting more. Like a week on horseback in Big Sky country, exploring Rome via scooter, or driving the North Coast 500 in a Defender 110. And if there’s a way to slow down and connect with local makers and artisans, all the better.

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Reviews (11)

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Amy W.

travel to Florence

2 days ago

Sheryl was instrumental in helping me plan a last-minute trip to Italy. Her recommendations were spot-on and saved me time and money, but most of all provided the most memorable experience! I'm so appreciative of her willingness to talk over my expectations and line up an itinerary that checked all my boxes and was within my budget. Her gentle nudges in the right direction were just what I needed to have the experience that I never could have planned on my own. She was readily available to jump in and help whenever I had questions and followed up with me before, during, and after my vacation. I'm so glad I discovered her service and would recommend her to anyone who wanted to ensure that their vacation was done right the first time without regrets. I can't wait to plan another trip with her.

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Lily K.

travel to Santa Barbara

about 1 month ago

We loved working with Sheryl on our last vacation and now can't imagine planning another trip without her. Her extensive travel experience, phenomenal taste, and keen intuition make her outstanding at planning trips that feel like bespoke experiences. She regularly checks to make sure you're getting the best rate even after you've booked, called our hotel ahead of time to confirm we'd be upgraded, and made sure every special request was taken care of. Thank you, Sheryl, for a wonderful trip and for the special attention you gave our family.

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Michelle M.

travel to Portugal

about 2 months ago

Sheryl truly went above and beyond in helping us choose the perfect vacation and destination for our family. Her expertise, guidance, and incredible attention to detail made the entire experience seamless and unforgettable. We felt so well taken care of every step of the way and couldn’t have asked for a better travel planning experience.

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Michelle G.

travel to Florence

4 months ago

Sheryl is wonderful to work with when planning a trip. She listens carefully to what your dreams and desires are in an adventure and takes the time necessary to cultivate an itinerary that truly exceeds your expectations. She is creative, intelligent, professional, and efficient. I would highly recommend booking your next travel experience with Sheryl!

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Luke G.

travel to London

4 months ago

I've used other travel advisors in the past and Sheryl Wright by far has been the best travel advisor! She gave great advise on hotels, sites to see, and new experiences within the city. Her itinerary that she puts together made everything go smoothly. I would reference it constantly throughout my trip. I wouldn't want to book a travel without her. Will definitely be having Sheryl book my trips in the future.

Travel ideas (1)

Travel photos

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