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G Adventures
OFFER ID 1688190
Local Living Italy - Tuscany San Gimignano
If Tuscany has ever called your name, this is your chance to answer. For seven days, you’ll settle into a charming farmhouse in San Gimignano — your home for the week and your base for exploring the heart of central Italy. Wake up to vineyard views, stroll medieval streets, and soak up sunsets over rolling hills, all at a pace that feels truly local. With free days to embrace the countryside or head out on day trips to Florence, Siena, and Volterra, this isn’t just a visit — it’s living Tuscany, one unforgettable day at a time.
Highlights
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.
Accomodation
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.
In Ugo's home, there are two bedrooms with a private bathroom, as well as two bedrooms with a shared bathroom.
Group Leader
This G Adventures group trip is accompanied by one of our group leaders. The aim of the group leader is to take the hassle out of your travels and to help you have the best trip possible. They will provide information on the places you are travelling through, offer suggestions for things to do and see, recommend great local eating venues and introduce you to our local friends. While not being guides in the traditional sense you can expect them to have a broad general knowledge of the countries visited on the trip, including historical, cultural, religious and social aspects.
Group Size Notes
Max 8, Avg 6
Meals Included
6 breakfasts, 1 dinner
What's Included
Your Welcome Moment: Meet Your CEO and Group
Your Local Living Moment: Home Cooked Dinner with Ugo, San Gimignano
Your Foodie Moment: Half-day Cooking Class, San Gimignano
Your Local Living Moment: Local Wine Tasting, San Gimignano.
Orientation walk Florence. Welcome briefing with local host. Dinner at Ugo's. Cooking class in San Gimignano. Orientation walk San Gimignano. Orientation walk Volterra. Alabaster workshop tour and demonstration. Hike through the Tuscan Countryside. Free time to explore Siena. All transport between destinations and to/from included activities.

6 nights from $1,386 per person
G Adventures: Local Living Italy - Tuscany San Gimignano
Day 1: Florence
Arrive at any time.
Day 2: Florence/San Gimignano
Enjoy a morning orientation walk in Florence, 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 then sit down to a home cooked dinner with your Local Living host, Ugo.
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
Enjoy an included half-day cooking class this morning before setting out on an afternoon 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 this morning before setting out on an afternoon walk on top of the medieval city walls of San Gimignano for a new perspective on the town and sweeping views of the area.
Day 4: San Gimignano
Set off for Volterra today, a medieval city known for its ancient Etruscan walls, and visit an Alabaster workshop. Tour the facility and take in a demonstration before exploring on your own with a free afternoon.
Day 5: San Gimignano
This morning, take a leisurely walk through the Tuscan countryside along the historical Via Francigena path to Montauto, where great views of San Gimignano from afar await. Then enjoy some free time to visit the San Gimignano market. 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: San Gimignano
Enjoy a day trip to Siena including an orientation walk with the CEO. Spend one final evening at the the agriturismo as you see fit with free time.
Day 7: San Gimignano/Florence
Transfer by bus and train to Florence. Depart in the early afternoon from the Florence train station. Book flights for no earlier than 3 pm.
All fares are quoted in US Dollars.
35 Old South Road
Nantucket, MA 02554
USA
(508) 228-3201