Hosted Trips

You’re Invited to My Favorite Table

I believe the best way to experience a region is through its flavors and its people. That’s why I design intimate, hosted trips that feel less like a "tour" and more like a journey among friends.

From the first vineyard walk to the final shared dinner, I handle the details so you can focus on the connection. Together, we’ll dive deep into the local culture, tasting world-class wines alongside the families who craft them and finding the quiet, authentic corners that make each region unique.

More 2027 Trips Are in the Works!

"Everything was incredibly organized from beginning to end..."

Everything was incredibly organized from beginning to end...
Jenn did an outstanding job planning our trip! Everything was incredibly organized from beginning to end, making the entire experience smooth, stress-free, and enjoyable. Her attention to detail and thoughtful planning ensured that every part of the cruise and the... read more
Joyce C

"Jenn Hilchey was an absolute dream to work with."

Jenn Hilchey was an absolute dream to work with.
Absolutely an amazing experience! Jenn Hilchey was an absolute dream to work with. Have I ever experienced anything like the trip she put together? it was a first. Hopefully, more trips to book with her. I am impressed. Class act... read more
Elle E

"Jenn, thank you for cultivating such a wonderful travel experience."

Jenn, thank you for cultivating such a wonderful travel experience.
Jenn, thank you for cultivating such a wonderful travel experience.  I had an amazing time and truly appreciated all the thought, care, and effort you put into making everything so enjoyable and seamless. Your dedication to creating a welcoming and memorable... read more
Hazal L

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