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Authentic Tuscany Trip Planning

Plan your unforgettable Italy Trip with an Expert

Plan your intimate, bespoke excursions and activities in Tuscany with Truly Italy

When planning for a trip to Tuscany, you want it to be easy and taken care of from the minute you decide.

 

Our excursion packages are for those who enjoy traveling authentically, in small groups, with real Italians. 

 

This is for you if:

  • You’ve never been to Tuscany. 

  • You have no expectations about your trip.

  • You are adventurous.

  • Your trip is planned 3 months out.

  • You trust that Katie will send you to authentic, intimate places.

  • You honor value, connections and culture.

  • You'd rather eat well at a family run restaurant off the beaten path.

  • You are open to Katie's suggestions.

  • You want to feel special, apart of a family.

  • You enjoy conversing with new people even in a different language. 

  • You want every excursion taken care of, you just want to show up.

  • You travel in small groups (4-6 people) and enjoy to immerse in each intimate experience with locals.

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We book activities like wine-tastings, cooking classes, hiking paired with an artisan activity, private tours through the Chianti region, workshops like marble paper-making, book-making classes, and jewelry making.

 

Every experience is uniquely different and special. From the locals hosting you to the wine you will taste. 

 

Let us help you by doing all the research and supplying you with a plan that is easy to follow, already booked and paid for.

 

We're here to offer you the most authentic, bespoke, and intimate excursions.

 

Every place has a story, these excursions have been picked for you.

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Fill out the questionnaire below to get started!

Travelers with an expert guide

We want to help you experience...

Authentic Italy

Custom Excursion Planning
Travelers at a wine tasting

Escape, Experience and Indulge in Intimate, Authentic Tuscany using Truly Italy as your personal guide!

How Custom Trip Planning works:

Easy as uno, due, tre....​

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Step 1: Fill out the questionnaire then you'll receive an email to book a call-30 minutes.

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Step 2:​ The 30 minute call will include a review your excursion interests and other travel needs for your upcoming trip.

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After about 2 weeks, Katie will email you a draft of your custom excursions and costs. From there, we'll work together to create your unique, authentic Tuscany Trip!

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Note: Please note we do not offer a breakdown of prices on the packages.

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Step 3: Book your flight and off you go to Bella Tuscany

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Badia a Passignano

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Set up call 

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Let's get started!

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After 2 weeks, you'll receive a draft itinerary to approve.

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Once approved, pay 30% of balance.

how TO start YOUR Custom Trip planning

Custom Trip Packages

Price varies depending on: 
-How many travelers?
-How many excursion days?
-How much time we have for planning: 6 months before travel is recommended

Vespa

Trip Planning 
Pricing Includes:

  1. Booked activities like wine-tastings, cooking classes, guided hikes and bike tours in the Tuscan Hills. 

  2. Advice on Train, car rental, private driver transfers

  3. Insider Information & Tips

  4. Travel Preparation advice

  5. A Written Itinerary (pdf &/or app) with all contact information of excursions.

  6. Communication access through phone or message

  7. Support before & during 1-7 day itinerary

  8. 2 hours of face to face consultation over zoom

Consulting Calls

Family Package
2 adult and 2 teens
starting at $500

What's included in the Family Package​

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  • ​A family run wine tasting and lunch in the hills of San Gimignano​

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  • A Jewelry Making Class with a local artisan

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  • Cooking class with a professional chef

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  • A Chianti Classico wine tasting in a small family run vineyard​​

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  • A Written Itinerary (pdf &/or app) with all contact information of excursions.

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  • Option to add more excursions ​​​​

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  • Communication access through phone or message

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  • Support before & during 1-7 day itinerary

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  • 2 hours of face to face consultation over zoom

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  • Planning Fee

Please fill out the questionnaire below to get started

C0uples package
for 2 couples
starting at $800

What's included in the Couples Packge?​

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  • ​A family run wine tasting and lunch in the hills of San Gimignano​

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  • Cooking class with a professional chef

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  • A Jewelry Making Class with a local artisan

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  • A Chianti Classico wine tasting in a small family run vineyard​

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  • A Written Itinerary (pdf &/or app) with all contact information of excursions.

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  • Option to add more excursions ​​​​

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  • Communication access through phone or message

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  • Support before & during 1-7 day itinerary

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  • 2 hours of face to face consultation over zoom

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  • Planning Fee​​

Please fill out the questionnaire below to get started

Solo Traveler Package 

starting at $300

What's included in the Solo Package

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  • Assistance in accommodation in Tuscany

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  • Assistance in NCC driver

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  • ​A family run wine tasting and lunch in the hills of San Gimignano​

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  • Cooking class with a professional chef

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  • A Jewelry Making Class with a local artisan

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  • A Chianti Classico wine tasting in a small family run vineyard​

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  • A Written Itinerary (pdf &/or app) with all contact information of excursions.

​​

  • Option to add more excursions ​​​​

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  • Communication access through phone or message

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  • Support before & during 1-7 day itinerary

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  • 2 hours of face to face consultation over zoom

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  • Planning Fee

What others are saying about Truly Italy Trip Planning...

"Katie has lived her knowledge of Italy. Her extensive travels and thorough research provides a lot of information that allow you to form an itinerary and she does it in a easy to follow fashion.  She's a wonderful listener and works with you for your unique experience.  After consultations she's provide follow up information specific to your trip.  Additionally she knows such a wide range of people in Italy that she'll assist you in getting to meet locals and smaller niche type places that are marvelous and off the beaten path.  This isn't a cookie cutter approach. It's a tailored approach.  Katie makes herself available and thoroughly follow up on any questions or needs. I believe I've saved 10-20 hours of work by utilizing her in addition to the fantastic places that she advised us to take in on our trip."

 

- John Livio

Buccelletti Villa

Guidelines of Custom Trip Planning

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We offer customized travel to Italy for YOU! This is for you if you'd like everything taken care beforehand and would like help creating a custom, bespoke Italian vacation for you and your family. 

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Contact Katie 3 months before your trip. 

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Included in each Custom Trip Planning Package is:
 

  • Behind the scenes research of your personal must-sees and activities to experience in & around Tuscany

  • A personalized, detailed itinerary with all your excursions.

  • Connections with Katie's personal network on the ground.
  • 2 hours of face to face consultation before your trip using zoom.

  • Personal advice and recommendations from Katie's experience of living in Italy for over 20 years.

  • Communication access through travel app before your trip and during your trip. (delayed response due to time zone).

  • Any booking requests/reservations by Katie on the behalf of the client.

  • FYI...Katie does not get commission from the vendors or experiences she recommends when you book. 

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Are you ready to get started?

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