Local Living Italy—Tuscany San Gimignano - 7 Days
Who is this trip for
Genders
- Female60%
- Male40%
Average age
Start / End
- Rome
- Rome
Physical rating
Group size
1 - 8Meals included
8Highlights
- 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.
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Summary
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.
Itinerary
Day 1
Rome
Arrive at any time.
Day 2
Rome/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
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
Florence Day Trip
Enjoy a day trip to Florence with plenty of free time to check out local museums and plazas. Opt to go out for a group dinner back in San Gimignano or cook together at the apartments.
Day 5
San Gimignano
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
Siena Day Trip
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/Rome
Transfer by bus and train to Rome. Depart in the early afternoon from the Rome train station (Termini). Book flights for no earlier than 6 pm.
What's Included
Accommodation
Hotel (1 nt), apartments in a locally owned home (5 nts).
Meals
Breakfasts: 6, Lunches: 1, Dinners: 1
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Sep 25
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from £964Nov 25
from £964Mar 26
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from £1,224May 26
from £1,302Jun 26
from £1,302Jul 26
from £1,224Aug 26
from £1,224Sep 26
from £1,371Oct 26
from £1,224Nov 26
from £1,224
- Save 22%Sun 2 Nov 2025 > Sat 8 Nov 2025Guaranteed Departure4 spaces of 8 left£1,229Best offer£964
Customer reviews & ratings
We had the pleasure of having Alessandro Magliozzi as our tour guide, and he made our experience truly unforgettable. Alessandro was incredibly informative, accommodating, and always attentive to our needs. He ensured our safety and comfort throughout the entire trip, offering great recommendations for restaurants, shopping areas, and additional tours. His knowledge of the area and personalized touch made our visit extra special. We would definitely love to have Alessandro as our guide again if we ever return! - Bob Brown
James Oct, 2024 VerifiedMy husband and I had an amazing time on this tour. We met a bunch of really lovely people and had a lot of fun. We also learned a lot from our CEO, Alessandro, who was excellent. He was very knowledgable about the area and very friendly. Everything was excellent
Melanie Oct, 2024 Verified
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
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