Haley Shepherd
Based in Jacksonville, Florida
English
Trips starting at $400/night
Haley Shepherd
Ask me about
My Story
A longtime style and travel creator turned luxury travel advisor, I specialize in bespoke travel experiences rooted in thoughtful detail, refined taste, and a deep love of meaningful travel. From the English countryside to Europe beyond, I help clients plan seamless escapes that feel both elevated and personal.
Travel Style
When I travel, I love to really experience a place... mostly by being out in it. Walking is one of my favorite ways to explore. It’s how you really get to know a destination. With that said, I believe a thoughtfully chosen hotel is essential, something well-located that feels just as special to return to at the end of the day.
When I am traveling solo, I enjoy seeing the highlights while also discovering local spots and hidden gems along the way. I’m drawn to the small, meaningful moments like learning about the local food and wine and experiencing a place in a way that feels more connected and personal. But, I can’t deny my love for more ‘fun’ experiences like a perfect boat day, a zip-line experience, a scenic hike, or finding a beautiful view to enjoy a glass of wine or dinner.
When I am traveling with my husband and my two little boys, we are still trying to immerse ourselves in the destination but go at a much slower pace and select experiences that are more fun for them.
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Reviews (2)
John M.
about 1 month ago
Haley’s attention to detail was great, she went above and beyond to assist our needs making our trip feel smooth seamless. We even got some nice perks on arrival. She’s amazing! Thanks again, Haley. Can’t wait to use your expertise again!
Taylor C.
8 months ago
After following Haley‘s influencer Instagram page for many years & getting many travel ideas from her recommendations, I had no doubt that her travel service would be top-notch. Haley checked in often and was able to provide many complementary upgrades and perks with her booking service. She and the hotel worked together beautifully to create such a memorable stay for my family and I. After a long overnight flight with my 15 month old son, we were able to check in early thanks to Haley. No detail was spared. Can’t wait to book my next trip through her :)
John M.
about 1 month ago
Haley’s attention to detail was great, she went above and beyond to assist our needs making our trip feel smooth seamless. We even got some nice perks on arrival. She’s amazing! Thanks again, Haley. Can’t wait to use your expertise again!
Taylor C.
8 months ago
After following Haley‘s influencer Instagram page for many years & getting many travel ideas from her recommendations, I had no doubt that her travel service would be top-notch. Haley checked in often and was able to provide many complementary upgrades and perks with her booking service. She and the hotel worked together beautifully to create such a memorable stay for my family and I. After a long overnight flight with my 15 month old son, we were able to check in early thanks to Haley. No detail was spared. Can’t wait to book my next trip through her :)
Travel photos
