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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
Jenn Hilchey turned my “too busy to plan” & “last minute” birthday chaos into a Tenerife dream - the best birthday getaway with my girls. Jenn has the patience of a saint, provided speed of light replies and somehow knew... read morePhebe P
This was truly one of the most memorable trips I’ve ever taken. A huge thank you to Jenn for planning such a seamless and well-organized experience from start to finish. Every detail was thoughtfully arranged, and it was such a... read moreFatema W
It’s one thing to find a good travel advisor, but it’s another thing to find a true partner who delivers a flawless experience. After a first seamless trip to Marseille, Jenn planned a trip to Istanbul and Cappadocia.From a private... read moreLisa G
The Honeymoon of Our Dreams — Thanks to Jenn Hilchey!My wife and I recently returned from our 22-day honeymoon in Italy, and we can confidently say it was the trip of a lifetime — all thanks to Jenn from Travel... read moreMarissa A
Hosted Trips
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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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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Sometimes I pause and think about the women who have joined me on my trips. Women from all over the...
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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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