Let's Plan Your Next Great Trip

Personal travel planning for Italy, river cruises, group trips, and guided tours. I take care of the details so you can enjoy the journey.

Theresa Heine smiling outdoors

Meet Theresa

I'm Theresa Heine, and I started Olive the Journey because I love helping people plan trips that feel special. I've been to Italy more times than I can count, and I still get excited every time I help someone plan their first visit. When you work with me, you get a real person who answers the phone and takes care of every detail.

Tuscan vineyard and stone villa at sunset

Italy Is My Specialty

Italy is where my heart is, and it's the trip I plan more than any other. From the rolling hills of Tuscany to the canals of Venice, I know the small towns, the best times to go, and the little details that make a trip feel just right. If you've been dreaming about Italy, I can help make it happen.

River cruise boat passing an old town riverbank

Featured Trip: Rhine River Cruise

Picture yourself drifting past castles and little villages along the Rhine, with someone else doing all the driving. This cruise includes stops in charming towns, cozy included meals, and plenty of time to relax on deck. It's a wonderful way to see a lot without the stress of packing and unpacking every night.

Travelers walking through a European plaza

Tours and Cruises

Guided tours and river cruises where everything is planned for you.

Friends posing at a scenic overlook

Group Travel

Bring your friends, family, or club and travel together with group perks.

Travel journal with coffee and a map

Travel Blog

Tips, stories, and ideas to help you plan your next trip.

What Clients Are Saying

Canal lined with colorful buildings and moored boats, their reflections shimmering on calm water at sunset

Carol and Jim, Tuscany trip

Theresa planned our Italy trip and thought of everything. We didn't have to worry about a single thing.

Common Questions

  • What does it cost to work with a travel agent?

    Most of the time, it costs you nothing extra. I'm often paid by the travel suppliers, not by you. We can talk about any fees upfront so there are no surprises.

  • How far in advance should I start planning?

    It depends on where you want to go, but for popular trips like Italy or river cruises, 6 to 12 months ahead gives us the best options.

  • Do you only plan trips to Italy?

    Not at all. Italy is my specialty, but I plan personal trips, group trips, river cruises, and guided tours all over the world.

  • What if something goes wrong during my trip?

    I'm just a phone call away before, during, and after your trip. You are never on your own.

Ready to Start Planning?

Let's talk about where you want to go. Reach out and I will help you figure out the perfect trip.