Your personalized Italy itinerary. Ideas from you, built by us.

We design a detailed day by day custom Italy itinerary built around your pace, interests, and budget. Includes emergency on call support when you are there.

BONUS 🇮🇹 Untold Italy premium app access 

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.

Itinerary Planning  •  From $1,250 USD
book your itinerary planning session questions? email us - trips@untolditaly.com
italy itinerary planning service

Some people want to plan every detail themselves. Others want someone to take the whole thing off their hands. If you are in the second group, this is the service for you. We build your personalized Italy itinerary from the ground up, day by day, destination by destination, with every timing, transport, and accommodation decision made for you. You tell us what matters. We take care of the rest.

Your custom Italy itinerary arrives as a PDF and via a handy app. It covers your complete day by day plan including train departures, approximate drive times, recommended hotels, restaurants, and experiences, all timed and sequenced for the way you want to travel.

What you get

  • A detailed day by day itinerary for up to 14 days and 4 to 5 destinations
  • Transport plan with specific trains, drive times, or transfers
  • Hotel, restaurant and experience recommendations
  • Timing for key visits, suggested daily pacing, and rest moments
  • Two follow up calls to refine the plan
  • Your itinerary delivered as a PDF or available on a handy app
  • Emergency in-country support while in Italy – a direct contact number for our bilingual team
  • 🇮🇹 BONUS – Premium upgrade to the Untold Italy app

How it works

  1. Kickoff consultation (60 minutes) – Tell us your travel style, must-dos, and anything that is non-negotiable.
  2. We design your itinerary – Route, daily flow, transport, accommodation, and experiences, all chosen for you.
  3. Review and refine – Two rounds of revisions until the plan feels right.
  4. Travel confidently – Use the plan and links to make your arrangements. We are available throughout your trip in case of emergencies.

We had the vacation of a lifetime.

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 Ice – Google review

Assist(ed) during our trip when we had questions.

The travel professionals at Untold Italy thought of everything when assisting me with my trip to Italy. We cannot thank them enough for their willingness to answer questions, offer options and even assist during our trip when we had questions. – MaryAnn B. – Google review

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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

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HENNA GARRISON
ITALY BASED SPECIALIST

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cassandra tresl

CASSANDRA TRESL
ITALY BASED SPECIALIST

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carrie SMITH
canada bASED specialist

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TYLA TRAIN
EUROPE BASED SPECIALIST

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KRISTEN JACKSON
UNITED STATES BASED SPECIALIST

more about kristen
katy clarke untold italy

KATY CLARKE
PODCAST HOST AND FOUNDER

more about kATY

IS our CUSTOM italy itinerary SERVICE RIGHT FOR YOU?

Perfect if you..

  • Want a curated day by day plan created just for you 
  • Do not have the time to plan every detail and want to arrive in Italy knowing exactly what you are doing
  • Want direct access to our bilingual Italy team while you are travelling, just in case

Not ideal if you..

  • Only need quick answers to a few questions – choose our Quick Fix Chat
  • Don't need a complete day by day plan but are looking for suggestions and guidance – choose our Trip Consultation
  • Expect us to make bookings – we recommend, you book
book your itinerary planning session

FAQ

italy planning service faq

No. We recommend and link to our picks so you can book direct.

Yes. We tailor picks to your budget and priorities.

Yes, we have a broad range of trusted contacts across Italy and give timing guidance where it matters.

Small adjustments are fine within the revision rounds. If the route changes significantly, we will talk through what is needed.

The standard itinerary service covers up to 14 days, four to five destinations, and up to six travelers. Your first draft arrives within seven business days of your kickoff call.

We are not travel agents and do not make bookings on your behalf.

The plan covers everything agreed in your kickoff call. We do not offer unlimited revisions or open ended research outside that scope.

We do not offer open ended research beyond what is agreed, or ongoing support during your trip beyond emergency assistance.

If you have a longer trip or larger group in mind, reach out before booking and we will let you know what is possible.

Six months ahead is ideal. If you are travelling in peak season, earlier is better. Reach out and we will let you know what is possible.

We can try to help, but a Trip Consultation may be faster given availability.

Yes. You will have a direct contact number for our bilingual team throughout your trip. We are there if anything urgent comes up.

Please reach out to us at trips@untolditaly.com

 

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