Tuscany Travel Planning with Stefano
1-hour planning session
Zoom/Google Meet
$150 USD
4.9 rating from 20+ Reviews

Meet Stefano, your expert in Tuscany!

Tuscany tour guide and trip planner Stefano takes a selfie in an olive grove outside of Florence, Italy.

🌍 Lives in: Florence

Regions of Expertise: Tuscany, Cinque Terre, Umbria

Experience: 13 years as a guide and tour operator

Languages: English, Italiano, Español

Stefano’s Specialties:

Outdoors
Dining
Wineries
Itineraries
Hidden gems
 

Get to know Stefano!

Tuscany tour guide and trip planner Stefano in front of a stone church in Tuscany, Italy.
Tuscany tour guide and trip planner Stefano laughing with an elderly friend holding a newspaper during a walking tour of the Tuscan countryside in Italy
 

A note from Stefano

“Ciao, buongiorno! My name is Stefano, and I am a native Tuscan. I was born and grew up in Fucecchio, a small village 30 minutes outside Florence on the Arno river. For the past 13 years I have been living in Florence and working as a guide all over Tuscany, Liguria, and Umbria.

I am a fully licensed guide, with a special license in hiking, and so I love to show people special green corners of Florence and Tuscany. I like to show them a different perspective of my city and region and what better way to do it than on two feet?!

I like to help guests get out into the countryside to see unique places and so that together we can taste local regional foods and wines and also to see Tuscany in a sustainable way.

Read more

In addition to guiding, I am also a licensed Wine Sommelier from FISAR and I am passionate about wine and good craft beer. When I have some time off from all the eating and wine tasting, I like to get out into the hills and forests around Florence for trail running.

I’m looking forward to chatting with you and helping you explore a side of Florence and Tuscany beyond just the most touristic highlights. My region has so much to offer beyond the main Tripadvisored things, rushed day tours, and overcrowded museums. Let me help you discover them!”

 

Tuscany Travel Consultations

Plan a better trip with some help from Stefano

1-hour travel planning session
Connect via Zoom/Google Meet
Get advice that's tailor-made for you
$150 USD with 100% satisfaction guarantee*
4.9 rating from 20+ Reviews
 

Sit down with Stefano for a one-hour planning session to get his expert advice and the best local tips and recommendations.

Our travel consultations are the perfect solution for do-it-yourself travelers who want to plan on their own, but could use some expert local advice. Each consultation is personalized, and Stefano is available to help in whatever way you need.

From working on your itinerary and advising on routes and transportation, to ideas for off the beaten path destinations and truly authentic experiences, he's got you covered.

For the best local advice, go ask a local!

 
 
 

Why plan with Stefano

Spend 60 minutes tapping into Stefano’s hyperlocal expertise to plan a better trip.

An expert-approved itinerary
Immediate answers to all your travel questions
Hidden gems & authentic local favorites
Personalized & practical travel advice
Hours of time saved

Frequently Asked Questions

 
  • Consultations cost $150 USD.

  • Consultations are held over Google Meet. Once you’ve scheduled your call, you’ll receive a confirmation email containing the link for your video call. On the scheduled day and time, just click that link to join.

  • Each consultation is different, but here are some common things that our experts typically help with:

    • Itinerary planning

    • Transportation, driving routes, and tips for how to get around

    • Practical travel information; culture, safety, weather, language, money/tipping, etc.

    • Suggested hotels/accommodations and advice on where to base yourself

    • Local recommendations for restaurants, activities, and unique experiences

    • Advice on reputable tour guides, tour operators, and excursions

    • Pro tips on how to best visit popular sights and attractions

    • Ways to avoid overcrowded destinations and tourist traps

    • Insider ideas on off the beaten path places, authentic experiences, and ways to connect with locals

  • What you can get done in an hour depends on your goals for the consultation and how organized you are coming into it.

    In most cases, an hour is ample time to create a solid itinerary, answer your major travel questions, get practical advice on how to travel in your destination, and discuss lots of great local tips and recommendations.

    To ensure that the hour is used efficiently, when you schedule your call, our pre-consultation questionnaire will ask you what your primary goals for the consultation are. Prior to the call, your Local Expert will review your questionnaire and prepare detailed information addressing those goals.

    They’ll come into the call ready to share specific advice, recommendations, itinerary ideas/revisions, and useful links and resources for you to review together.

  • Yes! Each consultation is guided by a comprehensive pre-consultation questionnaire that you fill out immediately upon booking.

    We’ll ask you a series of 30+ detailed questions that really dig into you, your trip, your interests and travel style, and what you want to discuss with your Local Expert.

    The questionnaire will cover things like: the dynamics of your group, the things you enjoy while traveling, your budget, how early you want to start your day and how late you want to end it, whether you want to hit the highlights or roam the back streets, and even what types of restaurants you want to eat at.

    Your Local Expert will focus only on your interests and travel style.

  • Our Local Experts are seasoned travel professionals who have spent decades working in their countries/regions. While their personal interests may be different from yours, they’ve worked with thousands of travelers and have recommendations and advice for every type of individual.

    They know their destinations in-depth and can help plan a trip for every traveler and taste.

  • No. Our service is geared toward independent, do-it-yourself travelers who intend to make bookings on their own.

    Our goal is not to plan your trip for you, but rather to help you plan a better trip independently. To that end, our Local Experts will give you all of the information that you need to confidently put your trip together yourself.

    When Local Experts recommend things like restaurants, hotels, excursions/activities, tours, drivers, etc., they’ll provide you with contact details and links so that you can make the final arrangements on your own.

  • Almost every Go Ask A Local expert has at least 10 years of professional travel experience as a guide or trip planner in their country/region.

    We work with a vetted team of seasoned professionals who know their destinations inside and out.

    Unlike other companies, when you book a call, you’ll always be connected directly with your chosen Local Expert. We never pass anyone on to a junior sales associate or some anonymous back office team. With us, what you see is what you get.

 

Ready to plan with Stefano?

Here’s how to schedule your consultation:

1. Book a time on Stefano's calendar
2. Fill out our pre-consultation questionnaire
3. On your scheduled day & time, hop on Zoom and talk to Stefano!
 

Private Guided Tours

In addition to our Tuscany Travel Consultations, Stefano is also a fully licensed local guide. He offers tours and day trips all over Tuscany, Umbria, and the Cinque Terre.

All of Stefano’s tours can be fully customized. If you don’t see what you’re looking for, send him a message to discuss what you could create together!

 

Stefano’s Tuscany Guides

Florence to Cinque Terre as a Day Trip

Tuscany Travel Guide

Guide to Wine in Tuscany