San Gimignano
A skyline of medieval towers.
San Gimignano — Fourteen stone towers rise above golden hills. Wander its UNESCO lanes, taste crisp Vernaccia and watch the valley turn amber at dusk.
PLAN YOUR EXPERIENCE
Discover Tuscany and embrace its slow way of life. Every experience, from family-run vineyards and medieval villages to authentic cuisine and local traditions, is carefully chosen based on your interests and pace, presenting a Tuscany that is more than just a place to visit—it is a way of life.
PLAN YOUR EXPERIENCEONE REGION, ENDLESS HORIZONS — YOUR JOURNEY, YOUR WAY.
Discover your Tuscany.
Explore the map and discover the places that make Tuscany unforgettable.
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CURATED PRIVATE JOURNEYS
Effortless journeys. Seamless transfers.
Tell us what you want—tours, transfers—and we will take care of it. We will get in touch with you soon to start creating your special Tuscan experience.
Private Journeys
Personalized transportation designed around your itinerary, preferences, and pace.
Intercity & Villa Transfers
Comfortable, door-to-door journeys between cities, private villas, and wine estates.
Airport Transfers
Rome Fiumicino · Florence · Pisa
Cruise Port Transfers
Livorno · La Spezia · Civitavecchia
We’ll be in touch soon to discuss your plans and start creating your personalized Tuscan experience.
BEHIND THE SCENES
Meet your travel curator.
Tuscany goes beyond finding another beautiful destination; it is about discovering a beautiful way of experiencing life.
After living in the United States for 22 years and traveling extensively, I eventually found myself building a life between Norway and Tuscany. Curiosity has always shaped the way I travel: exploring independently, staying in different places, discovering local restaurants, and seeking out the stories behind the destinations I visit.
As a flight attendant, I spent years meeting people from different cultures and understanding what makes a journey memorable. When I began exploring Tuscany more deeply, I discovered that its greatest treasures are often found beyond the familiar highlights — in family-run wineries, traditional kitchens, historic villages, and the people whose passion keeps local traditions alive.
YES.TUSCANY grew from that discovery.
Today, I bring together my international perspective, love of travel, and personal knowledge of the region to create thoughtful, customized Tuscan experiences for travelers who want something more meaningful than a standard itinerary.
For me, authentic travel is not about seeing everything. It is about discovering the places, people, and moments that make you feel connected to where you are.
I would love to help you discover your Tuscany.
SheilaFOUNDER · YES.TUSCANY
PLAN YOUR EXPERIENCE 
ESSENTIALS
Frequently asked questions.
Everything you need to know before planning your Tuscan journey. If your question isn’t answered here, we are always one message away.
PLAN YOUR EXPERIENCEAbsolutely. Every experience is tailored to your interests, preferred destinations, and pace. Share your ideas with us, and we’ll work together to create a journey that reflects your vision of Tuscany.
Our experiences focus on Tuscany, from Chianti and Siena to Montalcino, Val d’Orcia, San Gimignano, and the region’s charming villages and countryside. Other destinations may be arranged depending on your itinerary.
Yes. We arrange private transfers from selected airports and cruise ports, as well as door-to-door transportation between hotels, villas, cities, and countryside destinations.
When booking an airport or train station pickup, please provide your flight or train number. We will monitor your arrival using real-time transport information and adjust your pickup time accordingly, whether you arrive earlier or later than scheduled. One hour of complimentary waiting time is included, starting from the pickup time agreed upon at the time of booking. If your flight or train is delayed by more than one hour beyond the agreed pickup time, additional waiting time will be charged at €40 per hour.
If your flight or train is cancelled, please notify us as soon as possible. Cancellations made at least 24 hours before the scheduled pickup are free of charge. Cancellations made less than 24 hours before the scheduled transfer will incur a €100 cancellation fee.
Yes. Depending on availability and your preferences, we can coordinate winery visits, wine tastings, farm-to-table dining, cooking experiences, and other opportunities to discover Tuscany’s traditions, flavors, and local culture.
Pricing depends on your itinerary, duration, group size, and requested services. Once we understand your plans, we’ll provide a personalized quote with all the details clearly outlined.
Simply get in touch with your travel dates, group size, accommodation details, and ideas for your stay. We’ll contact you to discuss your plans and explore the best options for your Tuscan experience.
We recommend reaching out as early as possible, particularly during the busy spring, summer, and harvest seasons. Advance planning allows us to coordinate transportation, winery visits, and special experiences. Last-minute requests are also welcome, subject to availability.
A €40 non-refundable confirmation fee is required to secure your booking. This amount will be deducted from your final payment. Any additional payment terms and applicable cancellation conditions will be communicated clearly before your booking is confirmed.
Yes. Arrangements depend on your group size and the type of experience you’re looking for. Larger groups can be accommodated through our trusted local transport partners, subject to availability.
Tuscany enjoys four distinct seasons, each offering its own charm. Spring and autumn bring mild temperatures and beautiful countryside, summer is generally warm and sunny, and winter can be cool, with occasional rain. Weather conditions can vary depending on the area and time of year, so we recommend checking the forecast before your trip and dressing in layers to stay comfortable while exploring.
Absolutely! Tuscany is the perfect setting for celebrating life’s special moments. Whether you’re planning a birthday, anniversary, romantic getaway, or another meaningful occasion, we can help coordinate personalized touches and memorable experiences to make your celebration truly special. Share your ideas with us, and we’ll explore the possibilities together, subject to availability.
Absolutely. If you have food allergies, dietary restrictions, or specific preferences, please let us know when planning your experience. We’ll do our best to coordinate suitable options with our local restaurant and experience partners, subject to availability. For severe allergies or specific dietary requirements, we recommend informing us in advance so we can discuss the available options.
GUEST STORIES
Tuscany, in the words of our guests.
Stories in their own words from guests who visited Tuscany with us.
- ★★★★★
I just wanted to say a huge thank you for such a wonderful day! You were absolutely amazing, and the hillside restaurant was simply breathtaking. I also loved our conversations along the way — they made the journey just as enjoyable as the destination. Thank you for making the day so memorable and special for us!
- ★★★★★
Thank you so much for your time all day yesterday touring us all around the San Gimignano area and more ! We really enjoyed our day at Casa Lucii and the other stops we made .. You are a world of knowledge and more. You are a very kind friendly and personable individual who I now am happy to add to my circle of friends!! We can't thank you enough for such a great experience and for all the driving you did! Thanks for helping my family and I make more memories in Italy. Grazie Millie!
- ★★★★★
Tuscany with Sheila... highly recommend! It was relaxed and unhurried, exactly the pace we were after. She knew all the great local spots, the kind of places you'd never find on your own, and we got to soak up beautiful countryside and wander through gorgeous little towns, which is exactly what we'd hoped for. Sheila herself was the highlight. Super friendly and bubbly, and by the end of the day it felt like we'd known her for years. We loved chatting away while scooting around the countryside with her. If you want a genuine, laid back Tuscan experience with someone who makes you feel right at home, book Sheila. Highly recommend!
- ★★★★★
Sheila was amazing! She picked us up extremely early in the morning to make our train on time. She was very communicative & also guided us on what time would be best for pick up. She was very pleasant and informative during the drive. She clearly knows Tuscany well! Would definitely recommend Sheila!!
- ★★★★★
Sheila is an exceptional asset, known for her outstanding customer service, extensive knowledge, and strong sense of responsibility. She also speaks several languages, making her an excellent choice for international guests.
Start planning
Plan your experience.
Give us some details, and we will get in contact with you to help you design a well-curated Tuscany experience.