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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
"Five stars isn’t enough! this is the travel wizard you want on your side"
Five stars isn’t enough! Our Tuscany wine trip was an absolute dream — and it’s all thanks to the incredible planning and care from Jenn. From start to finish, every detail was seamless: charming vineyard tours, perfect food and wine... read moreCindy B
"Wine Travel by Jenn Hilchey is the way to go!"
If you want a seamless and memorable day trip, Wine Travel by Jenn Hilchey is the way to go! Jenn provided a variety of excursions for our honeymoon at varying price points during our time in Florence. She listed out... read moreRebecca M
"If you are looking to travel I highly recommend working with Jenn!"
Jenn went ABOVE & BEYOND to make this the best girls trip ever! From the moment I showed interest and committed she made sure I knew the plan, helped coordinate all of my travel (flights, trains, hotels, dinner reservations and... read moreLaura L
"Jenn planned the most incredible trip of my life."
Jenn at Travel Box International planned the most incredible trip of my life. From start to finish, every detail was handled seamlessly, allowing me to simply show up and enjoy. My sister and I spent five unforgettable days in Tuscany,... read moreLindsey F
Hosted Trips
From the travel blog
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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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
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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