Hampshire Hikes & Historical Sites
Bring intriguing coastal trails and history alive in South Hampshire.
Peaceful walking among the rural footpaths and vineyards of Tuscany
What does this mean?
Tour codes: 17500
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.
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 Volpaia 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.
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
Itinerary & Travel
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.
Due to the ongoing COVID-19 pandemic, we may unfortunately need to withdraw a tour that is currently confirmed to operate and we therefore reserve the right to cancel your booking. We would always do our utmost to give you plenty of notice should we have to do this. Selected elements of this tour, including local attractions and restaurants, may change at late notice. Please ensure you have valid insurance cover before you travel.
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.
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.
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.
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.
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.
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.
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.
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.
Departure dates for your selected tour
23rd Sep 2021 - 30th Sep 2021 (7 Nights)
7th Oct 2021 - 14th Oct 2021 (7 Nights)
14th Apr 2022 - 21st Apr 2022 (7 Nights)
19th May 2022 - 26th May 2022 (7 Nights)
22nd Sep 2022 - 29th Sep 2022 (7 Nights)
6th Oct 2022 - 13th Oct 2022 (7 Nights)
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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:
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:
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.
The Map Shop
If you cannot find the maps or books locally we recommend:
The Map Shop
5 High Street
Upton upon Severn, Worcs
If you key many of the local places mentioned in this holiday fact sheet into YouTube, you will find a vast array of spectacular footage of the area.
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.
It is a condition of booking with Ramblers Walking Holidays that you have adequate valid travel insurance. It is your responsibility to arrange appropriate travel insurance and ensure you have read and understood the full terms and conditions of your travel insurance policy to ensure that you are covered for all activities you intend to undertake whilst on the trip, including all optional activities.
Your travel insurance policy must fully cover you for medical expenses and emergency repatriation. Please ensure your policy covers the entire duration of your holiday. If you are walking at altitude please ensure that there is no upper altitude limit which may limit or exclude cover for your trip. Medical and repatriation insurance cover are not mandatory for UK residents who are travelling on trips within the United Kingdom.
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.
Looking for travel insurance cover?
If you have not already arranged cover, please visit SunWorld who offer travel insurance.
SunWorld policies include cover for COVID-19, subject to applicable terms and conditions.
From January 1st, 2021 UK travellers can continue to use their European Heath Insurance Card (EHIC) – which can last up to five years, until its expiry date, to gain access to medical assistance during your holiday. However, you will no longer be covered in Iceland, Liechtenstein, Norway or Switzerland. Travellers without a valid EHIC can apply for a new UK Global Health Insurance Card (GHIC), which will replaces the EHIC once it has been phased out. Please note however that the EHIC/GHIC should not be considered a substitute for medical or travel insurance.
For more information, please visit www.nhs.uk/ehic
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.
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.
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.
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.
Visas and Passports
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