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I'm so happy you’re here!
Great food, local wine, beautiful places to stay, and meaningful experiences are always at the heart of what I do. I design private trips and host small groups throughout Europe, pairing a well-planned itinerary with authentic experiences and enough free time to actually enjoy where you are.
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Wine Cruises
"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
"The excursions were spectacular and unique..."
I loved the women’s trip Jenn hosted on Virgin Voyages. It was my first cruise and she answered all my questions. I met amazing people and made new friends. The excursions were spectacular and unique. I will be booking another... read moreSarah S
"I cannot say enough wonderful things about Jenn Hilchey"
I cannot say enough wonderful things about Jenn Hilchey and the incredible women’s solo travel experience she planned at Tenuta Torciano in Italy. From start to finish, every detail was thoughtfully arranged, creating a truly stress-free and unforgettable journey. Our itinerary... read moreSally M
"Our whole trip came together better than I could have imagined"
I seriously don’t even know where to start. Planning a destination wedding is a lot, and I truly could not have done it without our coordinator Jenn. From the very beginning she was patient, organized, and always on top of... read moreJaid S
Hosted Trips
From the travel blog
Tuscany vs. Piedmont: Which Italian Wine Region Is Right for Your Trip?
If you're planning a wine-focused trip to Italy, chances are you've come across Tuscany and Piedmont. Both are incredible, both...
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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...
Read MoreLet's Plan Something Beautiful
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