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Local Living Italy
Tuscany San Gimignano
Tour Description:
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.
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Dates & Pricing
| Sunday 22 Mar 26 — Saturday 28 Mar 26 | Starting at $1,749 | Get a Quote | |
| Sunday 29 Mar 26 — Saturday 04 Apr 26 | Starting at $1,749 | Get a Quote | |
| Sunday 12 Apr 26 — Saturday 18 Apr 26 | Starting at $1,749 | Get a Quote | |
| Sunday 19 Apr 26 — Saturday 25 Apr 26 | Starting at $1,749 | Get a Quote | |
| Sunday 26 Apr 26 — Saturday 02 May 26 | Starting at $1,749 | Get a Quote | |
| Sunday 03 May 26 — Saturday 09 May 26 | Starting at $1,849 | Get a Quote | |
| Sunday 17 May 26 — Saturday 23 May 26 | Starting at $1,849 | Get a Quote | |
| Sunday 31 May 26 — Saturday 06 Jun 26 | Starting at $1,849 | Get a Quote | |
| Sunday 07 Jun 26 — Saturday 13 Jun 26 | Starting at $1,849 | Get a Quote | |
| Sunday 14 Jun 26 — Saturday 20 Jun 26 | Starting at $1,849 | Get a Quote | |
| Sunday 28 Jun 26 — Saturday 04 Jul 26 | Starting at $1,849 | Get a Quote | |
| Sunday 12 Jul 26 — Saturday 18 Jul 26 | Starting at $1,749 | Get a Quote | |
| Sunday 26 Jul 26 — Saturday 01 Aug 26 | Starting at $1,749 | Get a Quote | |
| Sunday 09 Aug 26 — Saturday 15 Aug 26 | Starting at $1,749 | Get a Quote | |
| Sunday 23 Aug 26 — Saturday 29 Aug 26 | Starting at $1,749 | Get a Quote | |
| Sunday 06 Sep 26 — Saturday 12 Sep 26 | Starting at $1,949 | Get a Quote | |
| Sunday 13 Sep 26 — Saturday 19 Sep 26 | Starting at $1,949 | Get a Quote | |
| Sunday 20 Sep 26 — Saturday 26 Sep 26 | Starting at $1,949 | Get a Quote | |
| Sunday 27 Sep 26 — Saturday 03 Oct 26 | Starting at $1,949 | Get a Quote | |
| Sunday 04 Oct 26 — Saturday 10 Oct 26 | Starting at $1,849 | Get a Quote | |
| Sunday 11 Oct 26 — Saturday 17 Oct 26 | Starting at $1,849 | Get a Quote | |
| Sunday 18 Oct 26 — Saturday 24 Oct 26 | Starting at $1,749 | Get a Quote | |
| Sunday 25 Oct 26 — Saturday 31 Oct 26 | Starting at $1,749 | Get a Quote | |
| Sunday 01 Nov 26 — Saturday 07 Nov 26 | Starting at $1,749 | Get a Quote | |
| Sunday 08 Nov 26 — Saturday 14 Nov 26 | Starting at $1,749 | Get a Quote |
Destination & Sightseeing
ITINERARY
ITINERARYFlorence
Arrive at any time.
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.
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.
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.
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.
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.
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 4 pm.
