Classic Tuscany Walk
Personalized quotation
Luggage transfer
24h telephone assistance
Hotel accommodations
Explore the best of Tuscany as you tour Volterra, San Gimignano, Colle Val D'Elsa Monteriggioni and Siena. Live a unique and enriching experience in one of the most important Italian regions for its historical, artistic and cultural value.
On this holiday, you will discover landscapes with paths of ascents and gentle descents among amazing villages located in the middle of green meadows and incredible vineyards that will lead you to experience the medieval and Renaissance essence and Gothic architecture.
Delight in the best local organic food accompanied by the best pecorino cheese, artisan pasta, sweet wine, saffron dessert and an innumerable offer of gastronomic delights on offer in this region.
- Get to know the essence of classic medieval style.
- Taste a wide range of excellent wines from this region.
- Get to know and enjoy the best local organic food.
- Explore the wonders of Volterra, San Gimignano, Colle Val D'Elsa and Siena.
Itinerary
Day 1 - Arrival in Volterra
Arrive by train in Poggibonsi or Pontedera station, where we will take you to the magical Volterra with its incredible cathedral and historic ruins, located at 1770 feet above sea level.
Overnight in Volterra
Albergo Etruria
Built in the 8th century, this hotel is an incredible renovated building located in the historic centre of Volterra.
Its rooms have all the comforts you need to make your stay a unique experience, its beautiful gardens offer views over the city.
*In case this accommodation is not available, you will stay at a similar category one.
Its rooms have all the comforts you need to make your stay a unique experience, its beautiful gardens offer views over the city.
*In case this accommodation is not available, you will stay at a similar category one.
Day 2 - Circular route from Volterra 11 miles | 18 km
Start the day with a transfer to San Cipriano, the point of origin of your route, and travel to the northwest of Volterra. Walk through beautiful meadows as you explore undulating lands with soft and colourful ascents.
Perfectly aligned cypress trees will surround you during the gravel road route amid typical crops in the region.
Perfectly aligned cypress trees will surround you during the gravel road route amid typical crops in the region.
Overnight in Volterra
Albergo Etruria
Built in the 8th century, this hotel is an incredible renovated building located in the historic centre of Volterra.
Its rooms have all the comforts you need to make your stay a unique experience, its beautiful gardens offer views over the city.
*In case this accommodation is not available, you will stay at a similar category one.
Its rooms have all the comforts you need to make your stay a unique experience, its beautiful gardens offer views over the city.
*In case this accommodation is not available, you will stay at a similar category one.
Day 3 - Volterra to San Gimignano 13,1 miles | 21,2 km
Start your day with a delicious breakfast in your accommodation and then we will take you to the small village of Ulignano near the Montenero Nature Reserve.
Walk on the road eastwards, and cross the forest trails to the wonderful Castelvecchio Nature Reserve.
Afterwards, visit the village of San Donato, its green mountains, with its medieval atmosphere and be amazed by the wonderful view towards the famous San Gimignano towers.
These towers were built in medieval times by wealthy families competing for the construction of the tallest towers; today there are 12 towers of which we recommend you not to miss any. In addition, San Gimignano was declared a Unesco World Heritage Site.
Walk on the road eastwards, and cross the forest trails to the wonderful Castelvecchio Nature Reserve.
Afterwards, visit the village of San Donato, its green mountains, with its medieval atmosphere and be amazed by the wonderful view towards the famous San Gimignano towers.
These towers were built in medieval times by wealthy families competing for the construction of the tallest towers; today there are 12 towers of which we recommend you not to miss any. In addition, San Gimignano was declared a Unesco World Heritage Site.
Overnight in San Gimignano
Hotel La Cisterna
Once a monastery, this elegant 14th-century property became a hotel in 1988. It is located in a typical Italian square in the centre of San Gimignano.
Its rooms have a delicate Florentine style, overlooking the square. In addition, the hotel has an incredible bar equipped with a great variety of wines.
*In case this accommodation is not available, you will stay at a similar category one.
Its rooms have a delicate Florentine style, overlooking the square. In addition, the hotel has an incredible bar equipped with a great variety of wines.
*In case this accommodation is not available, you will stay at a similar category one.
Day 4 - Circular route around San Gimignano 10,6 miles | 17,2 km
After breakfast you have two walking options for today: you can walk through San Gimignano, climb its towers and tour its squares, or venture into a wonderful landscape of vineyards and forests in a long and pleasant walk.
Fattoria Poggio Alloro is a spectacular country house where you can have lunch, relax on its terrace and observe breath-taking views of San Gimignano, accompanied by an exquisite red wine. Enjoy an unforgettable route on the way back.
Fattoria Poggio Alloro is a spectacular country house where you can have lunch, relax on its terrace and observe breath-taking views of San Gimignano, accompanied by an exquisite red wine. Enjoy an unforgettable route on the way back.
Overnight in San Gimignano
Hotel La Cisterna
Once a monastery, this elegant 14th-century property became a hotel in 1988. It is located in a typical Italian square in the centre of San Gimignano.
Its rooms have a delicate Florentine style, overlooking the square. In addition, the hotel has an incredible bar equipped with a great variety of wines.
*In case this accommodation is not available, you will stay at a similar category one.
Its rooms have a delicate Florentine style, overlooking the square. In addition, the hotel has an incredible bar equipped with a great variety of wines.
*In case this accommodation is not available, you will stay at a similar category one.
Day 5 - San Gimignano to Colle di Val D'Elsa 15,5 miles | 25,1 km
On this day, you will enjoy a walk that will take you along the famous Via Francigena that starts in the English town of Canterbury and ends in the city of Rome. This 21 km walk can be shortened by taking a bus to travel on the last 4.5 km.
Continue walking and look out for the beautiful vineyards as you traverse Porta Nova and its wonderful houses built in the 16th and 17th centuries to reach the magical Colle di Val D'Elsa, where you will find the historic and unmissable Palazzo Campana building.
Colle di Val D’Elsa is famous for its picturesque and well-kept ancient constructions, also for its glass production. There you will find artisans, and you can take home a unique souvenir from this region.
Continue walking and look out for the beautiful vineyards as you traverse Porta Nova and its wonderful houses built in the 16th and 17th centuries to reach the magical Colle di Val D'Elsa, where you will find the historic and unmissable Palazzo Campana building.
Colle di Val D’Elsa is famous for its picturesque and well-kept ancient constructions, also for its glass production. There you will find artisans, and you can take home a unique souvenir from this region.
Overnight in Colle di Val d’Elsa
Arnolfo B&B
Located in the historic centre of Colle di Val D'Elsa, this guest house offers rooms decorated in a rustic style, each with a private bathroom, Wi-Fi and satellite TV.
It also has a guest and reading room with access to a beautiful garden.
*In case this accommodation is not available, you will stay at a similar category one.
It also has a guest and reading room with access to a beautiful garden.
*In case this accommodation is not available, you will stay at a similar category one.
Day 6 - Colle di Val D'Elsa to Siena 12,4 miles | 20 km
Today, some incredible places await you. After a short transfer, start your route in the walled and medieval Monteriggioni, located in the middle of hills. Afterwards, continue along the Via Francigena to Siena, one of the best known cities in this region for its culture, monuments and 14th-century architecture.
In addition, you can see the incredible historic centre of Siena that has been declared a World Heritage Site by UNESCO.
In addition, you can see the incredible historic centre of Siena that has been declared a World Heritage Site by UNESCO.
Overnight in Siena
Hotel Chiusarelli
This 3-star hotel is located in the city centre. Built around 1870 and restored in 2004, it retains its original style and beautiful halls with frescoes.
The 48 rooms in the hotel are very comfortable: hairdryer, safe, air conditioning, central heating, telephone, satellite TV and wifi.
*In case this accommodation is not available, you will stay at a similar category one.
The 48 rooms in the hotel are very comfortable: hairdryer, safe, air conditioning, central heating, telephone, satellite TV and wifi.
*In case this accommodation is not available, you will stay at a similar category one.
Day 7 - Enjoy your day in Siena
Siena has a lot to offer you on this free day for you to explore every space and take the best memories such as Piazza del Campo, the main square located in the centre of the city, where the Palio horse race festival is held twice a year.
Enjoy your walk while you get to know the famous San Domenico Basilica with its Gothic style and other traditional, numerous and spectacular churches.
Enjoy your walk while you get to know the famous San Domenico Basilica with its Gothic style and other traditional, numerous and spectacular churches.
Overnight in Siena
Hotel Chiusarelli
This 3-star hotel is located in the city centre. Built around 1870 and restored in 2004, it retains its original style and beautiful halls with frescoes.
The 48 rooms in the hotel are very comfortable: hairdryer, safe, air conditioning, central heating, telephone, satellite TV and wifi.
*In case this accommodation is not available, you will stay at a similar category one.
The 48 rooms in the hotel are very comfortable: hairdryer, safe, air conditioning, central heating, telephone, satellite TV and wifi.
*In case this accommodation is not available, you will stay at a similar category one.
Day 8 - Siena
Enjoy your breakfast at the property and remember that you can take the train from Siena to Florence or Pisa to return to your place of origin.
End of our services.
End of our services.
Itinerary map
Services
Included
- Accommodation in en suite rooms in charming hotels
- Daily Breakfasts
- Luggage transfers between accommodations
- Transfers as specified in the itinerary (Days 1, 2, 3 and 6)
- Information dossier with maps and routes
- 24-hour telephone support
- Sustainable travel, we compensate the CO2 emissions of your trip
- Taxes
Extras
- Travel insurance
- Cancellation insurance
- Additional nights
Travel & transfers
To start your holiday, we recommend that you arrive at Florence or Pisa Airport and take a train to Pontedera or Poggibonsi.
A taxi will be waiting for you and will take you from the train station of the city you have chosen to Volterra.
When you finish your holiday, you can go by train to Pisa or Florence so you can take the flight back to your home city.
A taxi will be waiting for you and will take you from the train station of the city you have chosen to Volterra.
When you finish your holiday, you can go by train to Pisa or Florence so you can take the flight back to your home city.
FAQs
Is luggage transfer included? What are the luggage requirements?
Absolutely! Each traveller has included 1 piece of luggage that we will transfer between your accommodations. It's important that this piece of luggage meets the following criterias:
- Maximum weight of 45 lbs (20 kg).
- Must be only 1 piece of luggage without any attachments or accessories.
- Should not contain valuables, fragile items, food or medications.
- Must be correctly identified (booking reference of your trip and the full name of the trip holder).
When should I book my trip?
We suggest that you make the reservation as soon as possible, as soon as you have decided the dates of your holiday, since Tuscany is a highly sought after and popular destination.
What is the best time of year to make this trip?
If you prefer to hike in cooler seasons, May, September and October are perfect.
Although in autumn Tuscany is dressed in beautiful and unique colours, in summer you can also travel, but temperatures can be very high on these dates.
What should my physical preparation be?
On this holiday, you will have walks between 17 km and 25.5 km each day, so you must have an active lifestyle with a very good level of physical endurance.
If you decide not to take any of the walks, remember that with advance notice you can travel in the taxi that transports your luggage between accommodation.
What kind of equipment do I need?
The most important thing is that you bring everything you need to make your holiday comfortable. For example, waterproof boots, instead of shoes, as they will give you better support during the walk; light clothing and a backpack to carry during the day with a cap, sunglasses and sunscreen.
What if I can't complete one of the stages?
If you cannot do one of the stages, we can transfer you in the same taxi that carries your baggage between accommodation and avoid those walks, provided that you notify us in advance. Also remember that you have days off where you can choose short routes or relax.
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