Vacations by Jillian
Signature Experiences · Custom Itineraries

Every journey,
a grand tour.

Custom itineraries designed to help you explore deeply, connect with the people who matter most, and engage with the history, culture, and community of every place you go.

Begin Your Journey
Explore · Connect · Engage · Change the Way You See the World
The Way We Travel

Your ideal vacation, designed around you.

We think that travel is about choosing to invest in your most important relationships, deliberately slowing down, and letting the environment, history, and community of a place inspire you. Helping our clients create meaningful memories they will reflect on and carry with them for the rest of their lives is why we do what we do. It's never just about the logistics of travel (although we handle those, too). It's about getting to know you and making sure you have your ideal vacation.

Customize your travel experience

Signature Experiences

International & Cultural

Castles, history, and the insider corners only a local would know.

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Romantic Escapes

Slow mornings, golden evenings, moments made for two.

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Family Vacations

The grand sights and the small surprises they'll remember forever.

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What we do

One point of contact. Every detail, handled.

Help you visualize your ideal trip, then bring it to life.
Design custom itineraries, from headline sights to insider spots.
Arrange transfers, excursions, and private guided tours.
Provide a travel app with all your trip details, beautifully organized.
Open doors through our connections across the travel industry.
A single point of contact through every detail, with trusted contacts on the ground as you travel.
Meet the team

The people behind your trip.

Jillian

Founder & Custom Itinerary Specialist

My first window onto other places was through literature — London, Paris, Scotland, Budapest. I'm here to help you write the story you want for your vacation, every time.

Victoria

Travel Administrator

A New England girl with a Sagittarius's wanderlust. There's a certain magic in a beautiful, new-to-you place — I help make sure your trip carries that same wonder.

Kind Words

Jillian put together a vacation that grandparents, parents, and kids all enjoyed — two beautiful properties and a perfect itinerary for every age.

— Reesa Gottschalk · Family trip

Her expertise in finding the perfect hotels, tours, and restaurants is exemplary. You are the best of the best at what you do.

— Judy Sanclements · Italy

Attentive and thorough! We loved working with Jillian — she made honeymoon planning a (tropical) breeze.

— Mesa Sharp · Honeymoon

The itinerary you designed for our 10-day tour of Iceland was perfect. Jillian really listened — every request was met, and beyond.

— Iceland · 10 days

Jillian's honesty and integrity helped me feel safe and supported as a solo traveler. I'm so grateful for the care she put into my trip of a lifetime.

— Solo journey · Scotland

We've just returned from Paris and Barcelona. From start to finish, everything about the planning and the trip was perfect.

— Michelle Apuzzio · Paris & Barcelona
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Your Journey Begins

Let's design your next trip.

Tell us where you're dreaming of — we'll take it from there.

Book a Consultation
Proud Member
Rainbow Getaways Travel Network Ensemble Travel Group ASTA — American Society of Travel Advisors Certified Travel Associate