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Local Living Italy - Tuscany San Gimignano
7 days, Florence to Florence
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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.
7 days
Florence to Florence
Sold Out
There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.
Trip Code: EIFL
Is this tour for me?
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
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Itinerary
Day 1Florence
Arrive at any time.
Day 2Florence/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.
Meals included:
Breakfast | DinnerDay 3San 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.
Meals included:
BreakfastDay 4San 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.
Meals included:
BreakfastDay 5San 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.
Meals included:
BreakfastDay 6San 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.
Meals included:
BreakfastDay 7San 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 4 pm.
Meals included:
BreakfastWhat'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 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
Accommodations
Hotel (1 nt), apartments in a locally owned home (5 nts).
Meals
6 breakfasts, 1 dinner
Allow USD235-305 for meals not included.
Transportation
Local bus, train, walking
Staff & experts
CEO (Chief Experience Officer) throughout.
Departures
There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.
Please Contact Us to inquire about dates for next season, or to discuss other tour options.