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Walking in Tuscany

From £1,999
Duration 8 Days
Departures from: Apr 2027 - Sep 2027
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From £1,999
Duration 8 Days
Departures from: Apr 2027 - Sep 2027

Tour Overview

Imagine idyllic rolling vineyards, sun-drenched hilltop towns and picture-perfect villages. Our Walking in Tuscany tour is your invitation to experience one of the world's most beautiful regions, one glorious step at a time. Over eight days, we’ll explore it all together. Wander through classic Chianti countryside, discover the Etruscan heritage of Volterra, and unlock the secrets of the Medici dynasty in the magical Mugello valley. Iconic Siena and the medieval gem of Monteriggioni await too with optional adventures in Florence and Certaldo for those who want to explore even more.

Your Tour Includes

  • Just You Holiday Director as your host & Specialist Local Guide
  • Return flights from your chosen airport
  • 7 nights half-board in a 4-star hotel
  • A guaranteed twin or double room of your own
  • 16 included meals: 7 breakfasts, 2 lunches, 7 dinners including a welcome drink
  • Overseas transfers, other transportation & porterage

Included Tour Highlights

  • Discover the charms of Volterra and its Etruscan heritage
  • Chianti walk 
  • Castello di Verrazzano wine-tasting and lunch
  • Visit Siena, a timeless Tuscan highlight
  • Small group travel style - Max 20 people on this tour

Tour Itinerary

UK - Pisa

Day 1 UK - Pisa

Today, you fly to Pisa and on arrival we will transfer you to your hotel. This evening, you will meet your fellow travellers over a drink and dinner. Meals included: D
Chianti Walk & Castello di Verrazzano

Day 2 Chianti Walk & Castello di Verrazzano

Walk 8km/5miles - 3 hours

The day begins in Badia a Passignano, from where we'll begin our scenic walk towards Castello di Verrazzano. The route gently unfolds through classic Chianti landscapes of vineyards, olive groves and rolling hills. At the castle, we'll enjoy a light lunch with wine tasting, a perfect moment to relax and fully embrace the flavours of the region. In the afternoon, we'll travel by coach to Greve in Chianti, a charming village known for its picturesque main square and authentic local atmosphere.

Meals included: B,L,D
Chianti - Free Time

Day 3 Chianti - Free Time

Walk 10 km/6.2 miles - 3 hrs

You can take today to enjoy time for yourself, or join the optional excursion to Florence. We will explore Florence on foot, starting at Piazzale Michelangelo, which sits on a hill and offers stunning views of the city. We’ll then make our way to the city centre, past hidden treasures including one of the finest Romanesque churches in Tuscany and the Porcellino covered market. We will enjoy a light lunch together, followed by some free time.

Meals included: B,D
Volterra & San Gimignano

Day 4 Volterra & San Gimignano

Walk 8km/5 miles - 3 hours

Today begins with a visit to Volterra, a fascinating hilltop town known for its Etruscan heritage, stone streets and unique atmosphere. During our time here, we'll also observe a traditional alabaster workshop, discovering this ancient local craft.

From here, the walk begins with a scenic downhill route towards Prato d’Era, offering a different perspective of the surrounding landscape.

Later, we'll travel to San Gimignano, where the experience continues with a walk in the surrounding countryside, followed by time to explore the historic centre and its iconic towers.

Meals included: B,D
Chianti - Free Time

Day 5 Chianti - Free Time

Walk 5.5km/3.4 miles - 2hrs

Spend today at leisure, or join the optional visit to the medieval village of Certaldo. The day begins with a scenic walk in the Parco Collinare di Canonica, following gentle hillside trails through woodland and cypress-lined paths, offering beautiful views over the surrounding countryside.

After the walk, we'll make our way to the delightful Certaldo Alta, either on foot, or take the opportunity to experience the local funicular. We'll then enjoy a typical Tuscan light lunch, featuring local specialities from the area, including the renowned Certaldo onion.

Meals included: B,D
Mugello - The Medici Heartland

Day 6 Mugello - The Medici Heartland

Walk 6km/3.7miles - 2.5 hours

Today we explore the wide Apennine valley north of Florence, Mugello. The original homeland of the Medici family, it is a patchwork of cultivated fields and rolling lanes, framed by oak and chestnut woods and crossed by quiet waterways, with open views towards Lake Bilancino. Our walk follows a scenic trail through woodland, rural hamlets and protected nature. Towards the end of the walk, we'll enjoy a light farm-to-table lunch at a local restaurant, including the traditional potatoes used for tortelli di patate, before returning to the hotel in the afternoon.

Meals included: B,L,D
Siena & Monteriggioni

Day 7 Siena & Monteriggioni

Walk 7km/4.3 miles - 2.5 hours

Today we'll enjoy a guided walk through Siena, a city of soaring Gothic architecture and warm terracotta tones, where grand landmarks open onto lively piazzas and quieter lanes lead to hidden courtyards and elegant palazzi. The atmosphere is unmistakably Sienese - timeless, local, and beautifully alive. Later, we'll continue to Monteriggioni, a storybook hilltop village enclosed by its intact medieval walls. Here, time slows along the ramparts and through the tiny streets and it's ideal for a final gentle stroll in a timeless setting.

Meals included: B,D
Pisa - UK

Day 8 Pisa - UK

Today we'll transfer to the airport for our flight to the UK. Meals included: B

Additional Information

 Please note: We want you to get the most from your holiday with us. Please be advised this tour requires a good degree of physical fitness and is not suitable for anyone with limited mobility.

There will be plenty of rest stops and time to enjoy the local scenery. Most walks take place on paths and tracks. Some will be slightly more strenuous and may involve moderate slopes, tracks, hills, stiles and foot bridges, which may be rough underfoot at times. Sturdy walking shoes and walking poles are essential.

Hotel pools are typically open from June-September, at the discretion of the hotel.
  What to expect from food and drink in Italian Hotels: The cuisine that you will enjoy in Italy is based on the Mediterranean diet. It is often very simple with many dishes just featuring a handful of locally sourced ingredients.

Traditionally evening meals are served as a three-course dinner and as a group you will enjoy a set meal together. 

The first course ‘Primi’ will be a local dish of pasta, risotto or occasionally pizza or soup, ‘Secondi’ is the second course which will be a protein-based dish with a local meat or fish served simply with one vegetable or potato on the side. Some food that is served hot in the UK, may be served cold in Italy, for example roast beef and some of those vegetable side dishes.

‘Dolci’ the dessert part of the dinner is a simple traditional dessert of fruit, cake or gelato.

Enjoying a coffee is a typical social activity in Italian culture. An electric kettle is not a common domestic appliance in Italy and therefore it is quite common for hotels to not offer coffee and tea facilities within the rooms, but instead serve in the main restaurant or bar.  

Accommodation (as specified or similar)

Chianti Village Morrocco

The Chianti Village Morrocco is situated south of Florence in a quiet and secluded location in the Tuscan countryside. The property is surrounded by hills and the nearest town, Tavernelle, is approx 3km away making this hotel a quiet and peaceful stay, while being well located to explore the local area during the days activities. The hotel rooms have either a balcony or patio with a view of the garden or swimming pool. Rooms feature air-conditioning and flat screen TV. The hotel restaurant is open for light lunches and serves dinner daily on the outside patio. The swimming pool is open from May to September

The Chianti Village Morrocco is situated south of Florence in a quiet and secluded location in the Tuscan countryside. The property is surrounded by hills and the nearest town, Tavernelle, is approx 3km away making this hotel a quiet and peaceful stay, while being well located to explore the local area during the days activities. The hotel rooms have either a balcony or patio with a view of the garden or swimming pool. Rooms feature air-conditioning and flat screen TV. The hotel restaurant is open for light lunches and serves dinner daily on the outside patio. The swimming pool is open from May to September

Optional Excursions

Experience even more of your destination by adding one or more optional excursions to your holiday before you set off. Take a look below at the extra trips you can enjoy on this tour.

Florence on Foot - Local Guide

Florence on Foot - Local Guide

Florence on Foot - Local Guide
Florence on Foot - Local Guide...

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Certaldo & Tuscan Flavours

Certaldo & Tuscan Flavours

Take the opportunity to visit to the medieval village of Certaldo. We will take a leisurely walk of the delightful Tuscan town, with brick lanes, artisan corners and postcard viewpoints. The day is enriched by a light Tuscan lunch, featuring local specialities from the area—including the renowned Certaldo onion.
Take the opportunity to visit to the medieval village of Certaldo. We will take a leisurely walk of the delightful Tuscan town, with brick lanes, artisan corners and postcard viewp...

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Read more

Further Information

Deposit information

When you book a holiday, you will be asked to pay a deposit, this will be made clear at the time of booking. In most cases we will charge the following deposit amount;

  • UK Holidays - £150 per person
  • European Holidays - £200 per person
  • Worldwide Holidays - £400 per person
  • Ocean and River Cruise - £400 per person


On some holidays we may charge a slightly higher deposit, to cover any costs we have to pay immediately to secure your booking with our suppliers. This will be made clear at the time of booking.

If you choose a tour that is within 84 days of departure you will need to pay the full balance when you book.

Our cancellation policy

If you decide to cancel your confirmed booking you must notify us (or your travel agent) in writing, as soon as possible. Since we incur costs in cancelling your arrangements, you will have to pay the applicable cancellation charges up to the maximum shown below.

  • More than 75 days before departure - Loss of deposit only
  • 43 - 74 days - 50% of tour price
  • 29 - 42 days - 75% of tour price
  • 15 - 28 days - 90% of tour price
  • Day of Departure - 14 days - 100% of tour price

Our full cancellation policy can be found in our booking terms and conditions, section 8.

How do I find out Entry and Health Requirements for my holiday?

We have partnered with Sherpa, an on-line self service tool that allows you to search up-to-date information regarding travel entry requirements for all countries and also allows you to apply for eVisas or eTAs via their on-line portal. Just click on this link to find out more – Travel requirement & Visa Service.

You can also refer to the Foreign Travel Advice section on the gov.uk website: Foreign travel advice - GOV.UK (www.gov.uk). Click on your destination and then click on 'Entry Requirements'. For Health Requirements, the Department of Health also offers travellers health advice on www.travelhealthpro.org.uk, click on country information to locate your destination.

It is important to remember that passport, visa and health requirements can change before departure; therefore, we recommend you regularly familiarise yourself with the latest requirements before you travel. If you cannot travel because you have not complied with any passport/entry/immigration requirements, we are unable to accept any responsibility.

For some destinations, it is not always discernable that a visa is required for entry at the border.  For example, for some customers, to travel to the United States, an ESTA may be required. For Canada, an ETA and to India, an e-visa may be needed. Please do check your requirements to avoid any unnecessary cost and delays.

 

Click here to discover THE 2026 itinerary for this tour.

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