Local Living Italy – Tuscany San Gimignano
If you’ve ever wanted to forge a deeper bond with a destination, this is your chance. Centred in San Gimignano, this Local Living adventure places you in the heart of central Tuscany. You’re free to explore the town, visit vineyards, discover medieval highlights, or embrace your inner artist wandering the Tuscan countryside. If you’re looking for a deeper dive into Italian cities, there’ll be day trips to visit Siena and Florence. You’ll share the main accommodation with like-minded travellers and a CEO (Chief Experience Officer) there to point you in the right direction. Prepare to fall in love with Italy.
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.
• Your Welcome Moment: Meet Your CEO and Group
• Your Foodie Moment: Half-day Cooking Class, San Gimignano
• Your Local Living Moment: Home Cooked Dinner with Ugo, San Gimignano
• Your Local Living Moment: Local Wine Tasting, San Gimignano
• Orientation walks in Rome, San Gimignano, and Siena
• Walk along San Gimignano's medieval wall
• Quarter-day walk through the Tuscan countryside to Montauto
• Day trips to Siena and Florence
• Transport between destinations and included activities
Our home for the week is just outside the beautiful medieval hill town of San Gimignano. The property owner and San Gimignano native Ugo is a fountain of information about the area and lives in one of the apartments of his remodeled medieval house. We will stay in two apartments in his home. While you're here, relax on the private terrace and feel free to use fresh herbs and produce that are ripe from the garden. Located minutes from a supermarket and 600 meters to the town's medieval gate, the location is ideal as a base of exploration and relaxation.
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Travel Style: Local Living
Intimate unpack-just-once adventures that bring out the best of the world’s best destinations.
Service Level: Standard
Comfortable tourist-class accommodations with character; mix of public and private transport.
Physical Rating: 2 - Light
Light walking and hiking suitable for most fitness levels. Nothing too challenging.
Trip Type: Small Group
Small group experience; Max 8, Avg 6
Age requirement: 12+
All travellers under age 18 must be accompanied by an adult.
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Day 1 - Rome
Arrive at any time.
Day 2 - Rome/San Gimignano
Enjoy a morning orientation walk in Rome, then travel in the afternoon via train and bus to your home for the week. Take an orientation stroll with the CEO for a first glance at San Gimignano.
Transfer by train and bus to San Gimignano and walk to your home for the week, which is located just outside the beautiful medieval hill town of San Gimignano. The property owner, Ugo, is a San Gimignano native and is a fountain of information about the area. He lives in one of the apartments in his remodeled medieval house.
Day 3 - San Gimignano
Walk on top of the medieval city walls of San Gimignano for a new perspective on the town and sweeping views of the area. Enjoy an included half-day cooking class in the afternoon.
Day 4 - San Gimignano
Enjoy a day trip to Siena including an orientation walk with the CEO. In the evening, sit down to a home cooked dinner with your Local Living host, Ugo.
Day 5 - San Gimignano
Enjoy free time to visit the San Gimignano market in the morning before a leisurely walk through the Tuscan countryside along the historical Via Francigena path to Montauto, where great views of San Gimignano from afar await. In the evening, enjoy a tasting of some local wines.
The Via Francigena, a historical path in use approximately 1,000 years ago by those making pilgrimage between Canterbury, England, and Rome, runs very close to the Local Living house. It is great path for those who wish to explore the Tuscan countryside by foot.
Day 6 - Florence
Enjoy a day trip to Florence with plenty of free time to check out local museums and plazas. Opt to go out for a final group dinner back in San Gimignano or cook together at the apartments.
Day 7 - San Gimignano/Rome
Transfer by bus and train to Rome. Depart in the early afternoon from the Rome train station (Termini).
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