About the tour
Starts
Ends
Pancole, Italy
Pancole, Italy
Highlights
Experience classic Tuscany on foot: rolling vineyards, Renaissance cities and medieval villages
Sip chianti and other local wines on three separate tasting experiences
See Siena through the eyes of local on a history and culture tour with a local guide
Discover magnificent Florence on a walking tour with a local guide
Feel like one of the family with a stay in the Tuscan hills at Hotel Le Renaie
Itinerary
Imagine wandering through the rolling vineyards and sun-drenched hills of Tuscany, glass of Chianti in hand, with Renaissance cities as your backdrop. The "Tuscany Walks & Chianti Wines" trip is tailored for seasoned travelers who appreciate a balance of invigorating exploration and cultural depth. Over eight days, this guided trekking tour lets you absorb the essence of the region at a comfortable, moderate pace, taking in Chianti, Siena, San Gimignano, Florence, and more.
Your home base is the welcoming village of Pancole, where the Sabatini family’s hospitality offers a true taste of Italian life. Daily walks wind through lush vineyards and olive groves, leading to iconic sites and off-the-beaten-path treasures alike. Expert guides share Tuscany’s history and secrets as you explore Siena’s medieval streets and Florence’s Renaissance masterpieces, ensuring every moment is rich with local insight.
This tour package’s unique selling point is its combination of scenic hikes, immersive cultural experiences, and convivial wine tastings that foster genuine connections with fellow travelers. With all accommodation, transport, and meals included, your only focus is to savor Tuscany’s flavors and vistas. If you’re seeking a walking tour that weaves together fine wine, local hospitality, and historical wonders, this journey through the heart of Italy is not to be missed.
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Customer Reviews
Tuscany Walks & Chianti Wines
A wonderful trip with a great group leader who went above and beyond to make sure we were all comfortable and well taken care of.
It's Not Just About the Wine
The whole week was fantastic! The walks were beautiful, the group was lovely and gelled well, the wine and food were delicious, the hotel staff was gracious and accommodating, and Jordan (our guide) made the whole experience work!
A fabulous week in Tuscany
The week was full of many different experiences. Despite a smaller group than usual, the walking was excellent, even though it was very hot. The wine-tastings were very different, and all informative, some with some nice nibbles included. The hotel is lovely with an excellent (ask for a room with a view) with a swimming pool and home made pizzas to die for. City-wise, we visited St Gimignano, Siena (brilliant guided tour included) and Florence. Our guide, Jordan, did a great job keeping us under control.
Tuscany Kevin
An excellent tour with sensible walks, great food and marvellous sightseeing.
A wonderful trip from beginning to end!
I had a brilliant experience walking and wine tasting in Tuscany, led by our fantastic guide, Jordan. This trip has a good balance of picturesque walks, wine tasting and city days and offers a great introduction to one of Italy's most beautiful and historic regions. Our itinerary ran seamlessly and there was never a moment where I felt it was too full-on, as we were given plenty of free time between activities. I would do this trip again in a heartbeat!
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