Italy Trip Planning Services

We open the door to your Italy

Italy is more than a checklist.

Most people put enormous effort into planning their trip to Italy and still feel like something was missing when they get home. It is not for lack of trying. It is because the Italy you actually want takes more than many Google searches to find.

We open the door to your Italy. Tell us your vision for your travels and one of our expert Italy trip planners will take care of the rest.

Find the right service for you
italy travel planning experts

Planning a trip to Italy?

You do not have to figure this out alone.

Planning Italy takes more time than most people expect. There are too many options, too much conflicting advice, and too much at stake to get it wrong.

Our team has decades of on-the-ground experience in Italy. We know how to match your travel style with the right places, the right pace, and the right experiences. Not what works for everyone. What works for you.

CHOOSE THE RIGHT SERVICE FOR YOU

✦ You have done your planning but you are stuck on a few things OR you need some direction on where to start.

QUICK FIX CHAT

When you need smart answers now or a sanity check on your itinerary.

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

BOOK NOW LEARN MORE

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 a rough idea of where you want to go, do and see. You need someone to shape it into something real.

A PLAN FOR YOUR TRIP

One hour with an expert and a concise written plan built to your trip vision.

You get: personalized logistics, hotel, restaurant and activity recommendations, transport guidance, and follow‑up notes

BOOK NOW LEARN MORE

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 want every detail figured out before you go. Share your ideas and we build the full plan.

A COMPLETE ITINERARY

A day‑by‑day itinerary designed for you and your interests. We design everything. 

You get: timings, logistics, curated experiences, two follow‑up calls, and emergency support while in Italy.

BOOK NOW LEARN MORE

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)

italy travel expert services

Why travelers hire us

  • Save weeks of research and avoid decision fatigue
  • Make confident choices with clear, expert recommendations
  • Travel your way (not a cookie cutter experience)
  • Italy experts – we know the classic and off the beaten path destinations
  • Top 10 travel podcast – trusted source of expertise with over 300 episodes featuring locals and fellow travelers.

HOW IT WORKS

1) Tell us about your trip to Italy
Share your dates, travelers, and wish list.

2) We design your plan
You get clear recommendations (or a full itinerary) that fit your style and budget.

3) You book and go
Use our plan and recommendations. Travel confidently knowing your trip has been designed to your vision by people in the know..

WHY UNTOLD ITALY

Untold Italy was built on one idea: the Italy most travelers want is not the one many do not get.

Since 2018, we have helped thousands of people plan trips that actually reflect their vision, interests and what they care about.

Our team lives and works across Italy and around the world. We have a trusted network of local contacts and years of on-the-ground knowledge.

Our podcast has become one of the most listened-to Italy travel resources in the world. We do not do cookie-cutter. We do your Italy.

untold italy services team

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

 

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
read more reviews

OUR EXPERT ITALY TRAVEL TEAM

Planning your Italy well takes more than enthusiasm. Our team has decades of combined on-the-ground experience across the country. That is the difference between advice from someone who has been there and advice from someone who actually knows it.

olivia windsor untold italy trip consultant

olivia WINDSOR
italy BASED SPECIALIST

more about olivia

SARAH MARANO
italy BASED SPECIALIST

more about sarah

HENNA GARRISON
ITALY BASED SPECIALIST

more about henna
cassandra tresl

CASSANDRA TRESL
ITALY BASED SPECIALIST

more about cassandra

carrie SMITH
canada bASED specialist

more about carrie

TYLA TRAIN
EUROPE BASED SPECIALIST

more about tyla

KRISTEN JACKSON
UNITED STATES BASED SPECIALIST

more about kristen
katy clarke untold italy

KATY CLARKE
PODCAST HOST AND FOUNDER

more about kATY

SERVICES SUMMARY

Quick Fix Chat

$US 130

For travelers who want fast, expert answers to specific trip planning questions

  • 30 minute Zoom call
  • Summary recap email
BOOK NOW

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.

LEARN MORE

Trip Consultation

$US 350*

Ideal for travelers seeking expert guidance to enhance their self-planned itineraries

  • 1 hour Zoom call
  • Summary recap email
  • Personalized recommendations
  • Follow up email support

BONUS!

  • Untold Italy app premium access
BOOK NOW

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.

LEARN MORE

Itinerary Planning

$US 1,250*

Fully structured personalized day by day itinerary and emergency in country support

  • 1 hour Zoom call
  • Detailed day-by-day itinerary including timings, transport, accommodation and activities
  • Up to 2 follow up calls and email support
  • Emergency trip support in Italy with our bilingual team

BONUS!

  • Untold Italy app premium access
BOOK NOW

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.

learn more

* Pricing for Trip Consultations and Itinerary Planning valid for trips up to 14 days

WHAT TO EXPECT

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

© 2026 Untold Italy