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

"We cannot thank Jenn Hilchey enough!"

We cannot thank Jenn Hilchey enough!
We cannot thank Jenn Hilchey enough for planning such a wonderful trip to Napa Valley! She provided numerous beautiful locations to stay that gave us great options to choose from depending on the budget we wanted to stay in, as... read more
Stephanie R

"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

"I put everything in her hands, was definitely the best trip all around!"

I put everything in her hands, was definitely the best trip all around!
Jenn Hilchey was absolutely AMAZING!!! She helped me plan a very special 46th birthday to the Bahamas. I put everything in her hands and it was definitely the best trip all around. Her advice was the best along with making... read more
Christy W

"We highly recommend reaching out to Jenn Hilchey for the perfect getaway"

We highly recommend reaching out to Jenn Hilchey for the perfect getaway
An Unforgettable Honeymoon Experience!We cannot thank Jenn Hilchey enough for making our honeymoon in Dubrovnik, Croatia, absolutely magical! As huge Game of Thrones fans, we were thrilled when Jenn recommended and booked an incredible tour that took us to all... read more
Tony C

Hosted Trips

From the travel blog

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Why I Fell in Love with Santa Margherita Ligure! (And You Might Too)

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

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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ArtCava: A Sparkling Adventure You Won't Want to Miss!

ArtCava: A Sparkling Adventure You Won't Want to Miss!

What happens when you mix ancient history, artisan cava, and a warm, welcoming team? You get an unforgettable experience at...

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Sipping Through the Seasons: The Best Times to Visit Iconic Wine Regions

Sipping Through the Seasons: The Best Times to Visit Iconic Wine Regions

Hello, fellow wine lovers and adventure seekers! If you’re anything like me, you know that timing is everything, especially when...

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