The world's more beautiful on foot...

close

Call us on 01707 331133

  • Mon to Fri9.00am - 5.00pm
  • SaturdayClosed
  • SundayClosed
close

Call us on 01707 331133

  • Mon to Fri9.00am - 5.00pm
  • SaturdayClosed
  • SundayClosed

View our latest travel safety updates on Coronavirus here

Close

Search Walking Holidays

Trails of Tuscany

Peaceful walking among the rural footpaths and vineyards of Tuscany

From£1,529

  • Italy

  • 7 nights
  • Half Board
  • Apr

    May

    Sep

    Oct

Moderate

What does this mean?

Tour codes: 17500

Close

View Destinations

Close

Our holiday walking grades

Moderate

Grade 4

Full and half day walks at a moderate pace over hilly terrain.

Most of these holidays have an element of sightseeing as well.

Half day walks will probably involve about 3 hours of walking, with full day walks having around 5 hours. Expect ascents and descents of up to 600m.

Overview

Holiday Highlights

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

Tuscany, famed for its hilltop villages, rolling landscape, 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.

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 leads to the fortified hill-top village of Volpeia where we enjoy wine tasting with a view, and we’ll explore the charismatic town of Siena with its glorious Renaissance architecture.

We stay in the heart 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 wonderful restaurants.

  • Return flights from London Heathrow to Pisa (British Airways or Easyjet)
  • Airport transfers
  • Bed and breakfast en suite accommodation
  • All dinners in local restaurants
  • All local transport costs.
  • Half day English-speaking local guided tour of Siena.
  • Entrance fees (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Travel Insurance (you can add this when you book)

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.

Your Itinerary

Day 1

Welcome to the Tuscan Lifestyle!

Meals

Dinner

Accommodation

After arriving into Pisa Airport we will take a 1hr 15m private transfer to our home for the week San Gimignano. The rest of the day will be spent getting used to the Tuscan's' laid back lifestyle while exploring the towns piazzas.

Day 2

Getting to know San Gimignano

Meals

Breakfast & Dinner

Accommodation

Today we spend our time getting to know San Gimignano better from its walls to its surrounding countryside. This is the perfect day to get to know where the local supermarkets and other amenities you may need for your stay.

Day 3

Following the Via Francigena!

Meals

Breakfast & Dinner

Accommodation

  • Distance

    9 miles

  • Ascent/Descent

    200/230m

Taking transport out of town we enjoy a fine day of walking from Gambassi Terme along the Via Francigena, especially in the second half of the day as the landscape of famous Chianti vines and olive groves begins to incorporate forest, fine houses and a monastery. Approaching San Gimignano you will soon spot the impressive town towers which are so famous.

Day 4

A tale of two towns!

Meals

Breakfast & Dinner

Accommodation

 

  • Distance

    4.5 miles

  • Ascent/Descent

    Minimalm

We start our day in Siena with a local guide bringing the capital of Tuscany with its fan shaped central square to life for us. After lunch we hitch up our laces, get back on our private bus and pop 20 minutes down the road to Monteriggioni for an afternoon walk. Monteriggioni is a quiet pretty walled town that makes for a picture perfect backdrop surrounded by the Chianti hills.

Day 5

Free Day

Meals

Breakfast & Dinner

Accommodation

Today is a day at your leisure. Your leader will have plenty of ideas but Pisa and Volterra are all achievable in a day. Be aware each of these will be a full day and involve quiet some travel.

Day 6

Into the Chianti Hills

Meals

Breakfast & Dinner

Accommodation

  • Distance

    9 miles

  • Ascent/Descent

    550/750m

Starting from a picturesque typical Tuscan countryside house today you enjoy a typical route from near Greve, crossing the highest part of the Chianti hills and taking in the remarkable fortified settlement of Volpaia. The castle of Volpaia was built by the Florentines in the 12th century to garrison the borders of the Sienese territory, today it is one of the most well respected origins of Chianti wine to date.

Day 7

One final stretch of the Via Francigena

Meals

Breakfast & Dinner

Accommodation

  • Distance

    7.5 miles

  • Ascent/Descent

    150/300m

This is one of the most beautiful routes of the Via Francigena as you walk through pleasant olives groves and cypresses up to the charming village of Montecchio. Only fitting for our final days walking as we walk from San Gimignano to Colle Val d'Elsa that we find ourselves following in the footsteps of past pilgrims one last time.

Day 8

Goodbye Tuscany

Meals

Breakfast

It is time to say goodbye to Italy, her people and stunning countryside as we head back to Pisa Airport for our return to the UK.

From (GBP)£1,529

Departure dates for your selected tour

15th Apr 2021 - 22nd Apr 2021 (7 Nights)

20th May 2021 - 27th May 2021 (7 Nights)

23rd Sep 2021 - 30th Sep 2021 (7 Nights)

7th Oct 2021 - 14th Oct 2021 (7 Nights)

Travel Details

  • Return flights from Heathrow to Pisa (British Airways or Easyjet)
  • Airport transfers by road c. 1 hour 15 minutes
  • Upgrades are available on most flights. For scheduled flights this may be Premium Economy, Business or First Class. Most low-cost carriers also have extra legroom seats.
  • If direct regional flights are not available, we can often offer add-on flights to a London airport at a competitive rate. Please ask us for details and a competitive quote.

Accommodation

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.

Hotel Leon Bianco

Deep in the heart of Tuscany lies San Gimignano, a small walled town steeped in history and dotted with many high towers. The town is well known for as a UNESCO World Heritage Site offering its visitors a stay that is like stepping back in time.

It's main square the 'Piazza della Cisterna' is lined with quaint restaurants offering local produce and is also home to the Hotel Leon Bianco. Vehicle movement is heavily restricted so a peaceful stay is guaranteed. 

Like many hotels in the town the Hotel Leon Bianco is small with only 26 rooms but prides itself on a warm and traditional welcome.

Rooms are spacious and colourful but still keep a hint of traditional Italy. All have air conditioning, en-suite, hairdryer, safe, satellite TV and Wi-Fi.

Trip Information

All the details you need

Holiday Grade

This Grade 4 moderate holiday includes full and half day walks at a moderate pace over hilly terrain and is likely to include an element of sightseeing as well. Half day walking will probably include about 3 hours of walking, with full days having around 5 hours. Expect ascents and descents of up to about 600m. See the 'Proposed Itinerary' section for more information.

Walks & Excursions

Local Transport Costs

All local transport costs in conjunction with the advertised activity programme are included in the holiday cost. There may be occasions where additional visits or excursions are added to enrich your experience, these will be paid for locally by you if you choose to participate. Local transport can be a mix of private hire coaches, taxis, local buses and ferries depending on the itinerary.

Optional Excursions

A range of local excursions and activities may be available to book at your destination through a local operator. We have no involvement in such activities or excursions which are not run, supervised or controlled in any way by us. Your contract will be with the local activity supplier and we accept no responsibility for their actions or omissions.

Spending Money

Holiday Budgeting

When budgeting for your holiday, you will need to consider drinks, any meals not included in the holiday price, non-included entrance fees, optional excursions you may choose to participate in locally and any souvenirs or additional services such as laundry. A general guideline for lunches and drinks is £10-£20 per person per day.

Currency in Italy

The currency in Italy is the Euro.

Tipping

Although entirely at your own discretion, tipping is an important aspect of tourism and hospitality life and expectations are fairly high. In order to simplify tipping, we strongly recommend that you allow your leader to take care of making sure tips are given to hotel and restaurant staff and to local guides and drivers. This will be done using some funds provided by us together with, if you wish, a contribution from you, which he/she will collect during the holiday.

Tour Leaders & Local Guides

Tour Leaders

Your tour leader makes the world of difference to your holiday and ours are as passionate about discovering the world on foot as you are. They're resourceful, organised and widely travelled. They will handle all the local administration and other needs that might arise to ensure that you don't have to worry about planning your days and you can enjoy your holiday. Although leading group holidays, they won't forget that every group is made up of individuals. Each tour leader has their own individual style, talents and professional backgrounds and all are trained, qualified, experienced and dedicated to making your holiday as enjoyable, interesting and inspiring as possible.

Leader's Evening Briefing

Each evening, your tour leader will discuss with you the programme for the following day. This will be your opportunity to discuss the details and ensure the planned activities suit your walking ability. If you have concerns on clothing or equipment, this can be discussed then also. If you do not wish to join the organised group programme, please let the leader know.

Local Guides

To enhance your experience, as well as your tour leader, each holiday will be accompanied in some centres by a well qualified and knowledgeable English-speaking local guide.

Your Travel Details

We fly from London to Pisa and back with British Airways. The transfer between Pisa Airport and the hotel is by road and takes approximately 1 hour.

There is roughly a 15 minute walk from where our transfer vehicle drops us off in San Gimignano to hotel due to the town having very strict vehicle admission limits, however not to worry your main baggage will taken to the hotel for you.

Once in Tuscany transport will be via foot or hired transport.

Booking Your Own Travel Arrangements?

If you wish to organise your own flights from a non-UK or provincial airport or travel by rail or car to your holiday destination, 'land only' reductions are often available. Please contact us for details.

Before finalising any independent travel arrangements, please check with us first - especially if doing so 12 weeks or more before your intended date of travel. If you do intend to join your holiday locally please do tell us at least 14 weeks in advance.

If you are joining and leaving your holiday overseas we assume, unless you advise us otherwise, that you will join and leave the holiday at your hotel.

Although airport transfers are not included for those making their own independent travel arrangements, if you wish to join the group at the overseas airport, depending on your flight arrival time, you may be able to be included on the group's transfer. Please contact us at least 5 weeks before departure for more details. 

Please note that your flight must arrive within 30 minutes of the group flight to be able to join the group transfer. We also need your flight number, arrival time and departure point so that the group leader is able to meet up with you.

Luggage Allowance & Travel Documents

For all those booking a flight or rail inclusive holiday, details of your travel arrangements and baggage allowance will be confirmed in your travel documents, sent to you approximately 10 days prior to departure.

Personal Details Check

To ensure that we can accurately administer your holiday arrangements, please confirm that the personal details we hold for you are up to date and that you have provided the information we need to secure your holiday travel and accommodation arrangements. Please check your passport details, date of birth and any other important details necessary for us to properly manage your holiday booking. You can view and update information already provided, and add details not yet asked for, by using the Manage My Booking facility on our website www.ramblersholidays.co.uk, or by calling our Sales and Reservations team on +44 (0)1707 331133. When you receive your booking confirmation please check the details as soon as possible.

Passports and Visas

General Passport Advice

It is a good idea to carry photocopies of the personal details pages of your passport. Should you lose your passport, this may assist with the issue of replacement documents and your return to your home country.

Passport and visa requirements can change at any time. It is your own responsibility to ensure that you inform yourself from a professionally qualified source on, and comply with, such requirements.

General travel and destination advice for UK nationals is available from the Foreign and Commonwealth Office at www.fco.gov.uk/travel and at www.gov.uk/travelaware.

Brexit Passport Advice

You should have at least 6 months validity left on your passport from your date of arrival.

If you renewed a 10 year passport before it expired, extra months may have been added to your passport’s expiry date. These extra months will not count, so you should ensure that your passport is not older than 9 years and 6 months from the date of issue at the time of travel.

You may wish to renew your passport sooner rather than later, in order to make sure you have it in time for your holiday or travel plans.

Please ensure to regularly check the Foreign and Commonwealth Office website for updates on passport requirements leading up to and after Brexit or contact us for more assistance. 

UK Government Brexit Information for Passports can be found at www.gov.uk/guidance/passport-rules-for-travel-to-europe-after-Brexit.

The UK Government has published a website tool to check the validity of your passport under these rules  which can be found at www.passport.service.gov.uk/check-a-passport.

In the event the UK leaves the EU without a deal, UK citizens will be able to visit the EU for up to 90 days within a 180-day period without a visa. The UK Government also has information for travellers available at gov.uk/EUexit

Non British Passport holders should consult the host country’s embassy for applicable passport and visa entry requirements.

Meals

Breakfasts are served each morning at the hotel. Lunches are packed lunches with items sourced and paid for by yourselves from local supermarkets or markets.

Each evening dinner will be taken in local restaurants close to the hotel giving us the chance to sample local cuisine and get to know the colourful locals more.

Footwear & Kit List

Footwear

Lightweight waterproof walking boots with a good moulded sole (such as Vibram or similar) and a deep tread and which provide ankle support are strongly recommended and may be essential for some walks. 

General Kit List

Outdoor activities are always safer and more enjoyable if you are prepared.

If you have not travelled with us before the following list might be of use:

  • Waterproof jacket (Goretex or similar) and trousers
  • Lightweight quick-drying trousers
  • Walking T-shirt/shirts
  • Walking socks
  • Fleece or jumper
  • Sun hat, sunglasses, lip salve and sun block
  • Warm hat and gloves (if appropriate)
  • Swimwear (if appropriate)
  • Day sack (this should be able to carry all you would need for the day's activity)
  • Day sack liner
  • Water bottle - at least 1 litre capacity (more than 1 bottle may be required)
  • Basic first aid kit
  • Lunchbox
  • Walking poles (should you find them useful)
  • Sit mat

This list is not exhaustive and every walker is different and may have their own preference.

Travel Documents Checklist

Documents and Information to take with you:

  • Passport (make sure it's yours and valid)
  • Your travel tickets or e-ticket itinerary
  • Any visa or electronic travel authorisation (if required)
  • Holiday money
  • Credit or debit cards (and separate details of who to call if lost)
  • Car parking ticket and car park directions (if prebooked)
  • Coach or rail travel tickets (if prebooked)
  • Your holiday Booking Confirmation document
  • Your travel insurance details
  • Alternative form of identification (such as a driving licence)
  • Photocopy of the personal details pages of your passport
  • A valid European Health Insurance Card (EHIC) if relevant
  • Details of any medical condition or allergy your holiday leader should know about

Electricity in Italy

Electricity in Italy is supplied at 220 Volts. If you wish to use electrical equipment you will need a European two pin adaptor with round pins. More information can be found at https://www.power-plugs-sockets.com/

Water To Go

An alternative to bottled water from single-use sealed water bottles is filtered water from a refillable bottle containing its own water filter such as a Water-to-go bottle available from www.watertogo.eu. Just fill up from any water source and save the environment from disposable plastic bottles.

We have negotiated an exclusive 15% discount with our partners Water-to-Go for you as a thank you for helping the environment. Please go to their website at www.watertogo.eu and enter the code RWH17 when ordering. In addition, Water-to-Go will match the discount with a donation to our charity, Heart & Sole, which will allow us to continue to make a difference in the countries you visit on our holidays.

Maps, Guidebooks & Other Information

The Map Shop

Maps and guidebooks relating to the areas you will be walking in may be bought before your holiday from The Map Shop at www.themapshop.co.uk

Weather

Visit the following websites for an idea of the climate in your destination:

Staying Healthy On Holiday

Health requirements can change at any time. It is your own responsibility to ensure that you inform yourself from a professionally qualified source on, and comply with, such requirements at least 6 to 8 weeks before departure. Advice on vaccinations is available from your GP.

Health Advice for Italy

No compulsory immunisations are required for visits to Italy.

You should be up to date with the usual immunisations recommended in the UK. 

You may wish to consider immunisations against Tetanus and Tick-borne Encephalitis.

Further Travel Advice

For further advice please visit:

You might wish to take a small bottle of antibacterial hand gel with you for times when you're unable to wash your hands.

Travel Insurance

You must be adequately insured to join our holidays. We do not insist that you insure with us but we require that you are adequately insured for the nature of your holiday. You will be unable to participate in our local walking and other activity programmes without being able to demonstrate that you have valid travel insurance.

Please ensure that as a minimum your travel insurance policy covers you for travel to your holiday destinations (country and geographical region) and for medical expenses, mountain rescue (including helicopter rescue) and emergency repatriation to your home country in the event of illness or injury. Your policy should also provide adequate cover for the activities, included and optional, you are likely to participate in during your holiday.

See our brochure or website for further advice regarding holiday insurance.

Whoever you insure with, please ensure that you take full details, and ideally the policy itself, with you on holiday and provide our tour leader with your insurer's name, the policy number and emergency assistance contact numbers.

Please note that it is very difficult to obtain travel insurance once your holiday arrangements have started.

EHIC Cards

Please take your European Health Insurance Card (EHIC) with you; it will help you in the event of you needing medical assistance during your holiday. Please note that the EHIC has an expiry date, so please check that your card is valid for the duration of your holiday. Please note however the EHIC should not be considered a substitute for medical or travel insurance. 

For more information please visit ehic.org.uk.

Personal Safety

The UK Foreign & Commonwealth Office provides up to date information on security and local laws for travellers, together with current passport and visa information, at www.gov.uk/travelaware. Please take a few minutes to look at the current advice on your planned destination.

Please be aware of what's going on around you, take sensible precautions with your credit cards and passport and avoid displays of wealth such as wearing expensive jewellery or watches. Do not carry more cash on you than you will need for each day, and we recommend that a money belt is used.

Cultural Awareness

Italian Laws & Customs

In some Italian towns and cities you may be fined for dropping litter and in some towns or cities it’s an offence to sit on monument steps or to eat and drink in the immediate vicinity of main churches, historic monuments and public buildings. It’s also an offence to enter or bathe in public fountains.

In May 2019, the Municipality of Capri introduced a law forbidding the use of any disposable plastic objects such as bags, cutlery, plates, cups, food packaging, trays, straws on the island of Capri. Violations can incur a fine of up to 500 euros.

Illegal traders operate on the streets of all major Italian cities, particularly tourist cities like Florence, Venice and Rome. Don’t buy from illegal street traders. You could be stopped by the local police and fined.

It is illegal to remove sand, shells or pebbles from coastal areas in Italy. Doing so may result in heavy fines. It’s also forbidden to collect various species of flowers, plants and herbs from mountain and wooded areas. For more information, check with the regional authorities of the area you’re visiting.

Responsible Travel

We're committed to ethical tourism in all our destinations. Our holidays are designed for you to discover the essence of the country you are visiting. Travelling in small groups not only gives you an up close and personal experience of your destination, but minimises your impact on the immediate environment. We feel that the most important starting point to protect the environment is to be out in it. For more details visit our website.

The Ramblers Holidays Charitable Trust

Unlike many tour operators we have our own trust through which RWH Travel’s profits are channelled back into a variety of outdoor, walking-related or environmental conservation projects in the UK. The focus of the Trust’s financial support is Britain’s leading walking charity, The Ramblers, and their role in promoting the benefits and importance of walking to the British public. In addition the Trust welcomes applications for small grants from local organisations in the UK who need support for walking-orientated activities. This includes the establishment of footpaths and bridleways, funding for rebuilding bridges and renovating huts, as well as bursary funding for the Duke of Edinburgh’s Award for children who could not otherwise afford to do it. Please visit the ‘About Us’ section of our website and click on the Charitable Trust link for more details.

Heart and Sole

We appreciate that we are in a fortunate position to be able to use our profits to help make a difference to people's lives. Heart & Sole is a venture managed by our office staff, whose aim is to reach the heart of the communities in the countries we visit. Through Heart & Sole, we hope to make more of a long term, direct impact to these communities, particularly in less developed countries where even a small amount goes a long way. See our website for more information and details of some of the projects we support.

Staying In Touch

Mobile Phones

Please do provide us with a mobile phone contact number. We will only use this to contact you with important information relating to your holiday arrangements. 

Do keep your mobile phones switched on and readily available when travelling to the airport or if delayed in transit so that we can contact you with any last minute information relating to your travel arrangements.  

As a matter of courtesy, please switch off your mobile phone during walks, or endeavour to minimise its use. Please also try to minimise the use of mobile devices during group meals.

Reviews

What customers are saying

Useful Information

Find out more

Italy

  • Capital

    Rome

  • Currency

    Euro

  • Language

    Italian

  • Time Difference

    UTC +02:00

  • Flight duration

    2.5hrs from UK

Visas and Passports

No Visa Required

Average weather

  • January

    6°C

    Avg. Rain: 67mm

  • February

    7°C

    Avg. Rain: 62mm

  • March

    9°C

    Avg. Rain: 63mm

  • April

    12°C

    Avg. Rain: 61mm

  • May

    16°C

    Avg. Rain: 56mm

  • June

    20°C

    Avg. Rain: 47mm

  • July

    22°C

    Avg. Rain: 35mm

  • August

    22°C

    Avg. Rain: 48mm

  • September

    20°C

    Avg. Rain: 64mm

  • October

    15°C

    Avg. Rain: 89mm

  • November

    10°C

    Avg. Rain: 96mm

  • December

    7°C

    Avg. Rain: 82mm

View Dates & Book

Choose your preferred departure date

Can't find what you're looking for?

Call for help or regional flights on 01707 331133

View Dates And Book
Close
Close