Sheryl Wright
Based in Bozeman, Montana
English
Dare to Detour
Ask us about
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.
Reviews (9)
Michelle M.
10 days 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.
Michelle G.
2 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!
Luke G.
2 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.
Sydney L.
3 months ago
We've been taking a family trip to Banff for years, but this was our first time working with Sheryl to book our accommodations. She was able to get us rates that we couldn't find on our own, and it was lovely having someone else plan and think about the logistics - requesting a crib and making sure we have a room spacious enough for our whole family. I love working with Sheryl. She's my go-to travel planner for everything -- weekend getaways, work trips, or longer international adventures!
Bradford L.
3 months ago
I travel a lot and always have, but I've never enjoyed it more than I do now thanks to Sheryl. Not only does she make every trip fun and easy, but she adds a ton of insights, suggestions and guidance to make each trip so memorable. She's always super prompt to respond and send ideas, even when I throw her last minute travel changes. I can't imagine ever taking a trip (whether for work or fun) without having Sheryl plan it.
Michelle M.
10 days 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.
Michelle G.
2 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!
Luke G.
2 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.
Sydney L.
3 months ago
We've been taking a family trip to Banff for years, but this was our first time working with Sheryl to book our accommodations. She was able to get us rates that we couldn't find on our own, and it was lovely having someone else plan and think about the logistics - requesting a crib and making sure we have a room spacious enough for our whole family. I love working with Sheryl. She's my go-to travel planner for everything -- weekend getaways, work trips, or longer international adventures!
Travel ideas (1)

Montana Dude Ranches for Any Budget
Some of my fondest memories are tied to a dude ranch vacation: watching my kids learn to ride, learning to cut cattle on horseback, supporting women to step out of their comfort zones, and waking to elk bugling on an overnight pack trip. There is something special about time spent at a dude ranch, especially the way you find yourself letting your guard down, relaxing, and truly connecting with yourself and your people. I’ve been going to and hosting travelers at Montana dude ranches for nearly 10 years. For me, they offer the best possible reset.

Montana Dude Ranches for Any Budget
Some of my fondest memories are tied to a dude ranch vacation: watching my kids learn to ride, learning to cut cattle on horseback, supporting women to step out of their comfort zones, and waking to elk bugling on an overnight pack trip. There is something special about time spent at a dude ranch, especially the way you find yourself letting your guard down, relaxing, and truly connecting with yourself and your people. I’ve been going to and hosting travelers at Montana dude ranches for nearly 10 years. For me, they offer the best possible reset.

Montana Dude Ranches for Any Budget
Some of my fondest memories are tied to a dude ranch vacation: watching my kids learn to ride, learning to cut cattle on horseback, supporting women to step out of their comfort zones, and waking to elk bugling on an overnight pack trip. There is something special about time spent at a dude ranch, especially the way you find yourself letting your guard down, relaxing, and truly connecting with yourself and your people. I’ve been going to and hosting travelers at Montana dude ranches for nearly 10 years. For me, they offer the best possible reset.

Montana Dude Ranches for Any Budget
Some of my fondest memories are tied to a dude ranch vacation: watching my kids learn to ride, learning to cut cattle on horseback, supporting women to step out of their comfort zones, and waking to elk bugling on an overnight pack trip. There is something special about time spent at a dude ranch, especially the way you find yourself letting your guard down, relaxing, and truly connecting with yourself and your people. I’ve been going to and hosting travelers at Montana dude ranches for nearly 10 years. For me, they offer the best possible reset.
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