Jenn Hilchey

hi there!

I'm so happy you’re here!

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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Every Region has a Story

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Wine Cruises

"Everything was exceptional, from the food, to the venues, delicious wine"

Everything was exceptional, from the food, to the venues, delicious wine
I just got back from an epic trip to S. France with host Jenn Hilchey of Travel Box International. Everything was exceptional, from the food, to the venues, delicious wines, and personal touches. I usually do all the planning for... read more
April A

"We’re so grateful for all the care she put into this trip."

We’re so grateful for all the care she put into this trip.
Working with Jenn was one of the best parts of planning our trip. She understood exactly what we wanted and made everything feel easy from beginning to end.She booked our cruise rooms right next to each other and arranged private... read more
Jeff G

"If there was a way to give more than 5 stars, Jenn would get them!"

If there was a way to give more than 5 stars, Jenn would get them!
If there was a way to give more than 5 stars, Jenn would get them! Her care to planning and attention to detail is unmatched, with every part of our recent girls trip to France being amazing and every detail... read more
Ashley G

"Trust Jenn, we’re glad we did!"

Trust Jenn, we’re glad we did!
We recently visited the Tuscan hills for a wedding then spent a few days on our own - kid free! Jenn curated a few experiences for us to which we are eternally grateful! From where to get a massage in... read more
Brittanie H

Hosted Trips

From the travel blog

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Featured Fall Experience: Blackberry Farm, Walland, Tennessee

Featured Fall Experience: Blackberry Farm, Walland, Tennessee

Phil & Friends: November 20–23, 2025 Join Phil Rosenthal, star of Netflix’s Somebody Feed Phil, and James Beard Award-winning Chef Nancy...

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Riviera Designates World First Solo Cruise Ship

Riviera Designates World First Solo Cruise Ship

Solo travel keeps growing, and now there’s a river ship just for singletons to enjoy cruising together for the whole...

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Holiday Vacay: Why to Travel for the Holidays and Top Tips to Make it a Triumph

Holiday Vacay: Why to Travel for the Holidays and Top Tips to Make it a Triumph

The festive season is no longer just about gathering ‘round the hearth and home; it’s increasingly becoming the perfect time...

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FAQ's About the EU's New Entry System, Launching October, 2025

FAQ's About the EU's New Entry System, Launching October, 2025

Are you ready for your next trip to Europe? The European Union’s new, automated, digital entry and exit system for...

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