Highlights
Walk the hidden rooftop terraces of Florence Cathedral, guided along elevated pathways that reveal rare perspectives of the city
Join a family of truffle hunters and their dog, uncovering seasonal treasures in the forest before sharing a home-cooked truffle-based lunch
Meet the farmers of Podere Il Casale on a guided tour, watching cheese take shape and sampling their celebrated wines and produce
Savour a private olive oil tasting with the artisans of Buccia Nera, guided through olive oils produced on their hillside estate
Itinerary
The essence of Tuscany unfolds in the Renaissance splendour of Florence and the timeless elegance of Siena, where art, architecture, and history shape every view. From the cobbled streets to soaring domes, these cities tell stories of creativity and culture that echo through the hills. Led by your handpicked Signature Guide, and primarily based in a privately owned medieval village, you’ll journey through a land defined by beauty and craft, where flavours and traditions reflect centuries of refinement. This is the story of Tuscany: revealed in every piazza, every masterpiece, every glass raised in celebration.
Venture to the very heart of each destination on our Signature Collection, where every journey is shaped by our unrivalled local connections and insider expertise. Step beyond the ordinary with private invitations, rare encounters, and experiences few will ever share. So when someone says, “I’ve been there,” you’ll simply smile, knowing you’ve experienced it differently.
Signature Day: Experience our distinctive Signature Day, choosing between immersive optional activities such as a forest walk and bocce game, a Chianti vineyard visit, a heritage tour in Cortona, or a hands-on Tuscan cooking class
Signature Stay: Stay at Castello di Gargonza, a fortified medieval village restored into a characterful countryside retreat
Signature Guide: Let your hand-picked Signature guide lead you to the region's soul — sharing their home, heritage, and heart
day 1Settle into the rhythms of Tuscany | Welcome reception at 2 Stone Room
After a transfer from Florence, a warm welcome awaits at our Signature Stay, Castello di Gargonza, a privately owned medieval village nestled in the Tuscan countryside. Perched on a quiet hill overlooking the iconic Val di Chiana, it appears almost suspended in time.
Before our welcome reception, join Neri, our host at Castello di Gargonza for an introduction to the village, tracing stone pathways and ascending the 14th-century tower that once sheltered Italian poet Dante.
As dusk softens the courtyard, we gather at 2 Stone Room in the garden for a welcome drink, followed by an intimate dinner.
day 2Follow flavours and ancient crafts | Hunt for truffles with a family of experts
day 3Peel back Siena’s history and heritage | Enjoy a private lunch in the medieval Torre di Roccabruna
day 4Taste your way through Tuscan traditions | Discover Montepulciano
day 5Signature Day | Follow your curiosity through craft, cuisine, and Tuscan landscapes
day 6Savour the Tuscan countryside | Join artisans for a private olive oil tasting in a family estate
day 7Discover the splendour of Florence | Gaze over the cityscape from the cathedral terraces
day 8Say a fond farewell to Florence
What's Included
Customer Reviews
An unforgettable Tuscan adventure
Our first time travelling under the "Signature" label, we were impressed with the service we received from Exodus right from the time of booking. Our questions and needs were quickly and accurately addressed, with everything running smoothly before and after departure to Italy. The trip itself met and often exceeded our expectations, with many cultural, meaningful and memorable encounters in locations such as Arezzo, Florence, Siena and Pienza. For example, not many people get to have a delicious private lunch on the roof of one of Siena's tallest towers overlooking the Piazza del Campo (the only way the experience could have been bettered was if the Palio was being held at the same time)! Our stay in the medieval village of the Castello di Gargonza was also a magical experience; our rooms were superb, the views stunning and the staff always attentive to our needs. We highly recommend the new "Signature Collection" and will soon be looking to book our next Signature trip.
The most authentic experiences with inspirational locals giving a genuine insight to Tuscan life
As an Exodus staff member (Senior Product Manager), I’ve been lucky enough to travel on quite a few trips, but this one really stuck with me. In just a week, I met some of the most passionate, larger-than-life people I’ve come across in a long time. What I loved most were the Signature experiences. Every one of them felt genuinely personal. We weren’t just passing through, we were welcomed into family-run businesses, spending time with the owners, hearing their stories, and seeing traditions that have been passed down for generations. You could feel how much it meant to them, and honestly, it was pretty infectious. It even made me stop and think about my own lifestyle. Tuscany is, of course, beautiful and full of incredible history, but what surprised me most was how much the people shaped the trip. Getting that kind of access into their lives, and knowing you’re supporting something sustainable for the future, made it feel far more meaningful than I expected.
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