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.
Learn MoreEvery Region has a Story
Learn More
Wine Cruises
"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
"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
"If you book with Jenn you will be in very good hands, she is exceptional"
I just got back from the trip of a lifetime! Jenn curated the most amazing 5 day girls wine getaway in Tuscany. When I saw it posted on instagram, I reached out…only one spot open…and I went for it! I... read moreVickey D
"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
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...
Read More
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...
Read More
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...
Read More
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...
Read MoreGet On The List For
Emails You'll Look Forward To!
Subscribe to receive updates on special promotions, exclusive events & announcements from us.