Italy Trip Planning Services

Your Italy is out there. We know exactly where to find it.

Whether you have been to Italy before or this is your first visit, we have a level of support that will open the door to your Italy.

You want those moments away from the crowds, the trattoria in Rome where they serve carbonara you dream about for years, or the Tuscan winery where you stay for hours – for the sunny terrace, vineyard views, and wine straight from the barrel. But the trip in your mind is not matching what you have on paper, or you don't know where to begin.

That is where we come in. We design Italy trips that live up to the one you imagined. Not what works for everyone but your version of Italy, done right.

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italy trip planning services katy and liv

WHY TRAVELERS HIRE US

Most people don't realize that the trip that they planned is not the version of Italy that they wanted to experience until they are already there.

You dream of a small town in Tuscany where they can watch the sun glow as it dips below the horizon. A moment of awe and wonder in the Sistine Chapel without a crush of people. The perfect base in Puglia where you can wander to the local osteria and try dishes recommended by the owner. 

You want a trip that is well paced. An itinerary that flows and authentic experiences that they could not have found on your own.

Most people come home from Italy saying their trip was amazing but also wishing that they had done things differently. That is not something we allow to happen for our clients.

Whether it is your first trip, your fifth or fifteenth, we help you build a trip that fits your dreams of an Italian vacation. A trip that goes beyond the obvious checklists and reflects what you care about. Because this is not just a vacation. It is a trip you will talk about for the rest of your life.

Italy Trip Planning Services

Choose the right service for you

✦ You need someone who really knows Italy to cut through the noise. Yes, choose this winery. No, skip that Colosseum tour. Or, here is what to tweak in your Puglia itinerary to maximize your time there.

QUICK FIX CHAT

You do not need a full plan. You need thirty minutes with someone who has been there, knows the difference between what looks good online vs what is worth your time, and can give you a clear direction.

You get: a focused 30‑minute Zoom with an Italy expert, clear next steps, and key links and resources.

 

 

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So helpful to have a local expert to bounce our itinerary off and help with questions – Grazie Henna! Your recommendations were just what I needed! – Karen L.

You have done the research and have a rough idea that you want to go to Rome and the Amalfi Coast. Or spend a week exploring Umbria. But you are struggling to pull it into a plan that reflects your dream vacation in Italy.

TRIP CONSULTATION

We take what you have and make it better. Stronger flow. Better locations. Experiences that fit what you are after. So you do not spend $1,000s on a trip that almost feels right and still come home feeling like something was missing.

You get: 1 hour with an Italy expert and a concise written plan built to your vision, with personalized logistics, hotel, restaurant and activity recommendations, transport guidance, and follow-up notes.

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The trip was a great success and we had a fabulous time. A large part of that was the pre planning we did with you. Your recommendations were spot on for us  – Skip S.

✦ You have hundreds of lists and ideas saved about Italy – days on the Amalfi Coast, the island of Capri. You know what you want your trip to feel like and you want all this inspiration organized into a perfect itinerary.

COMPLETE ITINERARY

We design everything. Where you go. How long you stay. What actually matters for someone with your interests. By the time you land in Italy, you are not planning details or worried about logistics. You are just there soaking it all up.

You get: A day-by-day itinerary built by an Italy expert around your interests, timings and logistics, curated experiences, two follow-up calls, and emergency support while you are in Italy.

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THE BEST! If you want a curated Italian adventure, this is your solution. We hired Tyla and the Untold Italy crew to put together our itinerary through Tuscany. We had the vacation of a lifetime! – Jamey I.

THE BEST! OUR CURATED ITALIAN ADVENTURE

If you want a curated Italian adventure, this is your solution. We hired Tyla and the Untold Italy crew to put together our itinerary through Tuscany. We had the vacation of a lifetime! – Jamey Ice (Google)

decades of combined italy travel planning expertise

untold italy services team

Our team does not just visit Italy. We live it.

Untold Italy trip consultants know Italy from top to toe. We live, travel and work across multiple Italian regions and maintain real relationships with local contacts — built over many decades, not sourced from a directory.

We have helped thousands of travelers design trips that actually delivered, from first-timers who wanted to get it right to seasoned travelers who wanted to explore somewhere new.

Our podcast has reached millions of listeners, not because we repeat what is already online, but because we show people what makes a trip worth taking. 

our team of italy experts

Want to plan a multi-generational trip, a solo adventure or rent a villa with friends in Tuscany or Puglia? We can help. Each of our Italy travel specialists has different passions – for particular places, travel styles and interests. From the best ski school in the Alps to favorite cooking classes in Tuscany and Sicily, favorite restaurants in Rome and even vintage markets in Puglia – our clients access an unparalleled depth of resources across the whole of Italy. 

katy clarke founder untold italy

KATY CLARKE

Founder of Untold Italy and host of a podcast with over 5 million downloads, Katy has been traveling Italy since the 1990s and has visited more time than she can remember. She built these services on the belief that great Italy planning comes from depth of experience, not a list.

LEARN MORE ABOUT our founder KATY
olivia windsor untold italy trip consultant

OLIVIA WINDSOR

An Australian living in Italy for five years (Turin and Rome), Olivia specializes in Rome, Tuscany, Piedmont, Umbria, Sicily, and Puglia, with a particular focus on food experiences and Italian wine. She is also the consultant to speak to about traveling in Italy with a baby.

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sarah marano untold italy trip consultant

SARAH MARANO

Based in Umbria where she has run an agriturismo near Gubbio for over 15 years, Sarah specialises in Umbria, the Dolomites, and off-the-beaten-path country escapes. She is the consultant to speak to if you want to get beyond the tourist trail and connect with local people, food, and culture.

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CASSANDRA TRESL

An American living in Abruzzo, Cassandra specialises in southern Italy, Puglia, Calabria, Naples, the Dolomites, and road trips, with a particular strength in family travel. She is the consultant to book if you are planning a road trip, heading south, or traveling to Italy with children.

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henna garrison untold italy trip consultant

HENNA GARRISON

Now based in Liguria after eight years living and working at a cooking school in Sicily, Henna holds a Master's degree in food and gastronomy and specialises in Sicily, Liguria, Puglia, Piedmont, Rome, Venice, and Bologna. Food and wine are at the heart of everything she plans.

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carrie smith untold italy trip consultant

CARRIE SMITH

With over 15 years of planning Italian itineraries, Carrie specialises in Tuscany, Liguria, Puglia, unique accommodation, and family and multi-generational travel. She is the consultant to book if you are traveling as a group or need a classic Italian trip done exceptionally well.

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tyla train untold italy trip consultant

TYLA TRAIN

Having lived in Florence, Milan, and Trieste, Tyla specialises in Florence, Tuscany, Milan, Venice, the Italian Lakes, the Dolomites, and winter trips. She is the consultant to book if you are planning a classic northern or central Italy trip, or considering Italy for a skiing vacation. 

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kristen jackson

KRISTEN JACKSON

Kristen specialises in Rome, Florence, Cinque Terre, Sorrento, Ischia, Lucca, and Orvieto, with a particular focus on immersive travel and solo travel. She is equally at home planning a first trip to Italy's big cities as she is helping returning visitors get further off the beaten track.

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Client Feedback

Thank you! Now excited about our Italy vacation 

I just did a 1hr consult with Untold Italy and it was invaluable! I recommend it highly! I went from completely overwhelmed to having a solid plan and booking.

Anna N / USA

 

Your Italy is waiting. Let us help you find it.

There is a moment that happens on a great Italy trip. You are sitting somewhere you would never have found alone. The food is extraordinary. The light is doing something you cannot explain. And you think — this is exactly what I was hoping for.

That moment does not happen by accident. It happens because someone who knew Italy helped you find your way to it. That is what we are here for.

view of matera basilicata italy - trip planning services

Wonderful time in Italy

Thank you so much for your help with our trip to Italy.. I thoroughly enjoyed our time in Italy and the lovely hotels you suggested helped tremendously. We loved them all. The views from the terraces, the breakfasts, the position, the service, all great!

Christine / Australia
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WHAT TO EXPECT

Watch our consultant Tyla assisting one of our lovely clients with her trip to Rome and Venice

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