Hi, I'm Jenn Hilchey

Travel advisor and group travel host based in Tampa, Florida. I design private trips and personally host small groups, with a focus on Europe and a love for exploring through food, wine, and local culture.

My 15+ years in food, wine, and hospitality shape how I care for my travelers—from understanding what you enjoy to anticipating the details you might never think to ask about. I travel often, building firsthand knowledge and relationships with local guides, hoteliers, chefs, winemakers, and travel partners who help me bring a destination to life for you.

Whether you’re planning a getaway of your own or joining a trip I’m hosting, you’ll have my experience, personal attention, and enthusiasm behind the plans. I love introducing people to places that have meant something to me—and helping them find their own reasons to return.

"The trip plan exceeded all my expectations, unfolding seamlessly..."

The trip plan exceeded all my expectations, unfolding seamlessly...
There are truly no words to capture how essential it was for me to travel to Italy and experience an unforgettable girls' trip. From the moment the idea of visiting Italy crossed my mind, I felt a mix of excitement... read more
Marize L

"Our whole trip came together better than I could have imagined"

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 more
Jaid S

"Jenn, thank you for cultivating such a wonderful travel experience."

Jenn, thank you for cultivating such a wonderful travel experience.
Jenn, thank you for cultivating such a wonderful travel experience.  I had an amazing time and truly appreciated all the thought, care, and effort you put into making everything so enjoyable and seamless. Your dedication to creating a welcoming and memorable... read more
Hazal L

"Look to Jenn. She is in a league of her own."

Look to Jenn. She is in a league of her own.
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 more
Lisa G

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