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  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
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Call us on 01707 817260

  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
  • SundayClosed
  • Bank HolidaysClosed

Trails of Tuscany

Peaceful walking among the rural footpaths and vineyards of Tuscany with time to savour Chianti wines and eat in local restaurants.

  • Half Board with Dinners in Hotel and Local Restaurants

What does this mean?

What does this mean?


Holiday Highlights

  • Walk sections of the Via Francigena, as the pilgrims once did.
  • Enjoy Siena and wander around Monteriggioni for a taste of historic Tuscany.
  • Savour wonderful landscapes, hilltop villages and Italian cuisine.
  • Visit the village of Greve, in the Chianti wine region.
  • Hear Siena come to life with a local guide.
  • Spend a day in the UNESCO World Heritage Site of San Gimignano.
  • Savour Chianti wines at the end of our walk in Greve.

Tuscany, famed for its hilltop villages, rolling landscapes, olive groves and vineyards, is criss-crossed by ancient pathways and medieval pilgrimage routes. This region is home to Chianti wines, cypress lined country roads and forests of oak, beech, and chestnut. The gently rolling scenery offers sweeping views across vineyards and fields of sunflowers to San Gimignano and beyond.

We’ll follow sections of the Via Francigena, a pilgrimage trail from Canterbury to Rome (the route was first documented in 876 AD), explore the Chianti region as our trail winds around the sedate Tuscan landscape around Greve, where we enjoy wine tasting with a view, and we’ll explore the charismatic town of Siena with its glorious Renaissance architecture.

Our holiday is centred around the well known segments of the Pilgrimage route the Via Francigena. On two days we follow the route in and out of San Gimignano, the town has been given UNESCO status and it is easy to see why, it is known as the Town of Fine Towers, with its well-preserved buildings and churches, main piazza and a wonderful local flair. 

  • Return flights from London to Pisa
  • Airport transfers
  • Bed and breakfast en suite accommodation
  • Dinners in the hotel & local restaurants
  • All local transport costs.
  • A half day tour of Siena with an English-speaking local guide
  • Wine tasting in the Chianti hills
  • Entry to Siena Cathedral and the walls of Monteriggioni.
  • Entrance fees (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Travel Insurance

Holiday Information

Click the button below for a detailed Holiday Information Sheet containing all the particulars about this trip.

NOTE: Itineraries and Holiday Information Sheets can vary by a specific date chosen

View Holiday Information Sheet

Itinerary & Travel

Itinerary Details

Whilst every effort will be made to adhere to the outlined itinerary and advertised programme, local conditions can change due to weather or other unforeseen circumstances. This may mean that routes and timings need to be amended or the order of days may change, sometimes at short notice.


Accommodation information

Below is the accommodation featured on this holiday across all departure dates. Please refer to the Itinerary for more detail about each night's accommodation for each departure date.


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