Local Living Italy - Tuscany San Gimignano - 7 Days

From £1,273£182 per day Save 2%

Who is this trip for

Age range

12 - 100

Start / End

  • Florence
  • Florence

Physical rating

2/5

Group size

1 - 4

Meals included

7

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Summary

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.

Itinerary

  • Day 1

    Florence

    Arrive at any time.

  • Day 2

    Florence/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

    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

    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 4 pm.

What's Included

  • Accommodation

    Hotel (1 nt), apartments in a locally owned home (5 nts).

  • Meals

    Breakfasts: 6, Lunches: 0, Dinners: 1

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Local Guide

    Guided

    This 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

  • Mar 26

    from £1,273
  • Apr 26

    from £1,273
  • May 26

    from £1,351
  • Jun 26

    from £1,351
  • Jul 26

    from £1,273
  • Aug 26

    from £1,273
  • Sep 26

    from £1,420
  • Oct 26

    from £1,273
  • Nov 26

    from £1,273
  • Save 2%
    Sun 1 Nov 2026 > Sat 7 Nov 2026Guaranteed Departure
    4 spaces of 4 leftPay Monthly
    £1,299Best offer£1,273Book for£250 today, pay the rest later
    Solo Room from +£1,244
  • Save 2%
    Sun 8 Nov 2026 > Sat 14 Nov 2026Guaranteed Departure
    4 spaces of 4 leftPay Monthly
    £1,299Best offer£1,273Book for£250 today, pay the rest later
    Solo Room from +£1,244

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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