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I’m a travel advisor passionate about the transformative power of travel and the experiences it creates. I take the time to truly understand my clients’ interests and design personalized journeys that reflect what matters most to them. Whether you’re exploring new destinations, relaxing in nature, or enjoying the local food and wine, I’m here to craft an unforgettable experience that fits your unique vision. Let’s create a trip that not only meets but exceeds your travel dreams.
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Wine Cruises
"An unforgettable STRESS FREE experience thanks to Jenn!"
OMG!! We are so grateful and thankful to have Jenn helping us with our wine tour in Piedmont, Italy! SHE IS THE BEST! She not only recommended us with the most amazing wine tour in the area but she also... read moreTaro L
"I would recommend Jenn over and over again."
I recently came back from a Girls Trip to Marseille, France, with Jenn. She is the absolute best! From assisting in pairing me with a roommate (I'm a solo traveler) to her thoughtful communication leading up to the trip. She... read moreKatrina G
"First international trip to Europe and we are so appreciative of Jenn"
The vacation of a lifetime! My wife and mine's first international trip to Europe and we are so appreciative of Jenn Hilchey from Travel Box International for helping us to plan and execute our trip. Our cruise excursions to Mykonos, Kusadasi, Santorini,... read moreRandy F
"Everything was 5 star from transportation, food, and of course wine!"
I highly recommend Jenn Hilchey. She booked a trip of a lifetime for my friends and I to Italy. Everything was 5 star from transportation, food, and of course wine! Jenn was patient, kind, and attentive to everyone’s needs (which... read moreAlexis S
Hosted Trips
From the travel blog
Slow Travel, Done Properly: Why Boutique Stays Change Everything
There’s a difference between seeing a place and actually experiencing it.Most trips move quickly—city to city, hotel to hotel—fitting in...
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Why I Love Hosting Girls’ Trips—and What I’ve Learned Along the Way
Sometimes I pause and think about the women who have joined me on my trips. Women from all over the...
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Why I Fell in Love with Santa Margherita Ligure! (And You Might Too)
Santa Margherita Ligure had been on my radar for a while.You’ve probably seen the Santa Margherita wine—it’s everywhere. But here’s...
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Embracing the Real Turkey, A Personal Reflection
I’ve just arrived home safely and have been reflecting on my time in Turkey. I’m honestly blown away by how...
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