Local Living Italy-Tuscany San Gimignano

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.
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.
Accommodation
Hotel (1 nt), apartments in a locally owned home (5 nts).
Group Leader
CEO (Chief Experience Officer) throughout.
Group Size Notes
Max 8, Avg 6
Meals Included
6 breakfasts, 1 lunch, 1 dinner
What's Included
Your Welcome Moment: 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 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.
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.
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.
Accommodation
Hotel (1 nt), apartments in a locally owned home (5 nts).
Group Leader
CEO (Chief Experience Officer) throughout.
Group Size Notes
Max 8, Avg 6
Meals Included
6 breakfasts, 1 lunch, 1 dinner
What's Included
Your Welcome Moment: 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 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.
Interests
- Local Experiences
About G Adventures

We’ve been the leaders in small group adventure travel for 30+ years. How’d we get here? By listening to our travellers and giving them what they want: flexible itineraries, freedom to explore, smaller groups, safety and peace of mind, and locally based guides who show you your destination in a way you’d miss travelling any other way.
The trip of your dreams doesn’t need a Hollywood-sized budget or years of planning. Simply join a small group of like-mi
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Oct 19, 2025 through
Apr 26, 2026
Apr 23, 2026
12:00 AM
6 Nights
from
$1,749.00
(USD)
Per Person
9 departures, various dates
8734010
|
Oct 05, 2025 through
Oct 11, 2025
Oct 2, 2025
12:00 AM
6 Nights
from
$1,849.00
(USD)
Per Person
8734008
|
May 03, 2026 through
Jun 28, 2026
Jun 25, 2026
12:00 AM
6 Nights
from
$1,849.00
(USD)
Per Person
9 departures, various dates
8734014
|

Itinerary
Day | Destination | ||
---|---|---|---|
1 | Rome | ||
2 | Rome/San Gimignano | ||
3 | San Gimignano | ||
4 | Florence Day Trip | ||
5 | San Gimignano | ||
6 | Siena Day Trip | ||
7 | San Gimignano/Rome |