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25,000+ trip reviews, with an average rating of 4.8 out of 5.
Starts
Ends
Rome, Italy
Rome, Italy
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Our travel experts are ready to help.Share an apartment in our local friend Ugo's home.
eat delicious Tuscan cuisine and sample regional wines.
stroll the lanes of medieval San Gimignano.
walk along the beautiful Tuscan countryside.
make new friends at your home away from home.
For a truly immersive escape into the Tuscan lifestyle, "Local Living Italy—Tuscany San Gimignano" offers a week-long adventure centered in the medieval gem of San Gimignano. This guided wildlife trip invites you to settle into shared accommodations with fellow travelers and a knowledgeable CEO, all while having Rome and Florence at your fingertips.
Venture into the heart of Tuscany: stroll vineyard-laced hills, discover medieval treasures, and embrace your creative spirit amid the region’s rolling countryside. Optional day trips to Siena and Florence add depth for those who want to experience Italy’s cities, while ample free time lets you savor local wines or wander rustic farmsteads.
The unique selling point of this tour package is its focus on forging meaningful connections—with the land, local traditions, and your travel companions. Whether you’re a solo explorer or seeking a communal travel vibe, this trip provides a rare opportunity to live and breathe the authentic Tuscan way of life.
It was a great way to see and learn about the Tuscany and area. We received great tips for when we ventured out on our own. These were very helpful. The activities were timely but yet gave us the opportunity to be on mood own.
I love the flexibility and friendships that develop through small group travel. I also appreciated the semi-structured nature of the tour which allowed space to pursue my own particular interests. Having someone else take care of logistics such as booking accommodation and organizing train and bus tickets freed me up to focus on the experiences and having a local, knowledgeable CEO enhanced my time in Italy. Thank you!
It was delightful to experience Tuscany life in a personal way. We were immersed into the culture and learned so much about the history of this medieval village as well as Florence and Siena. Being in Rome was a bonus and I felt we got a good mix of Italy. It will be a trip to remember!