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Things to do in Tuscany

From the Renaissance cities of art to the rolling hills, Tuscany has so much to offer its guests. Simply driving along Tuscany’s country roads can prove to be a life changing experience. The roads, that weave their way through vineyards and olive groves, get more dramatic and spectacular with every kilometre marker passed. Tuscany is as diverse in terms of culture as it is with its landscape. Everybody knows that Tuscany produces some of the world’s finest wines and olive oil, but many may not know that it is also contains the world's capital for Renaissance art.

We are the To Tuscany Experience specialists and we want to share our passion and extensive local knowledge of this blissful region. Explore the pages below to find things to do in Tuscany. We’ve done the research for you and included local contact details.

Click here for our bespoke To Tuscany Experience guide.

Things to do in Tuscany

Tuscany for children

Tuscany is a great choice for families looking for a fun and relaxing break. There are plenty of attractions here for kids – large and small – enough to fill every day of a villa holiday in Tuscany.

Get their adrenalin going with the thrills and spills of white-water rafting or shooting down the region’s highest slide. Take them to meet the wilder residents of Tuscany at one of Italy’s top nature parks. Help them learn to make ice cream and get crafty at a top museum. Explore cool caverns together beneath Tuscany’s mountains or take a boat out to see the village drowned in a lake. And introduce them to Pinnochio or Tyrannosaurus Rex.

You’ll have no problem keeping boredom at bay on a family holiday in Tuscany.

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Local Events & Festivals In Tuscany

Don’t miss out on the chance to experience some of the festivals and wonderful local events that Tuscany has to offer. Tuscany is home to many historic towns and charismatic cities, both of which hold exciting and fascinating events throughout the year.

Attending a local festival or event will give you a true feel for the real Tuscany and enable you to immerse yourself in the local culture. You will learn more about the history and culture of this artistic and visually stunning region.

Tuscany hosts a wide variety of different events to suit every taste. Attend events such as local markets, food and wine festivals, theatre shows, carnivals, live music concerts and colourful parades.

We have put together a selection of some of the best events in Tuscany that are a stone's throw away from our luxurious private villas. Browse through the events below or check the Italian tourist board for more information.

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Shopping in Tuscany

Love shopping? Then you’ve chosen a great place to book your holiday villa. In Tuscany, you’ll find a mix of shopping experiences, whether you want to buy the latest designer clothes or a chunk of tasty local cheese.

Tuscany is well known for its wine, olive oil, and fresh local produce. It’s also a good place to pick up leather goods, lace and terracotta. Visit a local market early in the morning to purchase the freshest produce. And check out the markets across the region that specialise in artisanal crafts and antiques. The quaint traditional shops found in smaller villages are also a good place to seek out lovely hand-crafted products for a fabulous souvenir to take home.

There are fantastic factory outlets here, too, with many of the top Italian design houses selling luxury items at bargain prices, including Prada, Dolce & Gabbana and Gucci. While Tuscany’s cities – Siena, Arezzo, Florence and Pisa among them – have some great high-street shopping, too.

Check out our suggestions below on where to enjoy a shopping trip during your villa holiday in Tuscany.

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Local Wildlife In Tuscany

The hot sun and long, warm days have encouraged a surprising diversity of wildlife to inhabit Tuscany. Tuscany’s national parks, wildlife reserves, mountains and vast woodland areas provide a habitat for wildlife to flourish.

Not many people realise that Tuscany has some fantastic local wildlife to see. Deep in the Tuscan countryside you may come across European animals such as hare, deer, porcupines, badgers, dormice, red foxes, pheasants, wolves, and even wild boar.

Tuscany is also a great place to go bird watching. A wide range of beautiful birds can be spotted throughout the region. Birdwatching enthusiasts should head to the mountains and marshlands to see birds such as the tawny owl, herons, ring ouzel and the rare glossy ibis.

Read about some of the most common animals found in Tuscany by clicking on the links below and book your Tuscan wildlife adventure.

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Fishing in Tuscany

Tuscans love to fish and in most towns you’ll find a fishing and hunting shop. Call in and tap into their knowledge about good local places to fish and the licences you’ll need.

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Golf in Tuscany

Rich in art, history, culture and traditions, Tuscany also has fabulous scenery, great food and superb wine - all the ingredients of a relaxing holiday destination. Add the fact that it has some of Italy's finest golf courses and it makes the region an excellent target for discovery.

Until the arrival of Costantino Rocca, Italy hardly figured as a top golf nation but the emergence of 2009 Open Championship silver medallist Matteo Mannasero and World Cup-winning brothers Francesco and Edoardo Molinari, has sparked many people's interest in the country's golfing future.

Tuscany is widely known for its picturesque landscape of rolling hills and intriguing history and with golf stirring and added passion it seems the perfect place to be. I didn't know what to expect but I was very pleasantly surprised.

Tuscany has some of Italy’s finest golf courses; below we have listed a few of them with some tips from Grant Leggate – Assistant Secretary at Royal St Georges, Sandwich.

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Art & Culture in Tuscany

It’s not surprising that the striking landscapes, medieval villages and rolling hills of Tuscany have inspired artists, writers and creative legends over the years. Michelangelo, born in in Caprese near Florence, is a fine example of the artistic gifts this region has to offer.

Tuscany is blessed with a collection of historic buildings, cultural landmarks, world class art, and seven World Heritage Sites. Considered the birthplace of the renaissance, The art and culture in Tuscany can be seen through its art galleries, museums, sculptures and breathtaking architecture.

Florence and Siena, two of Tuscany’s major cities are infused with delicate art and magnificent masterpieces. Then there’s the historic hilltop towns such as San Gimignano, Lucca and Pienza to uncover. There’s a very relaxed culture throughout Tuscany, here the locals enjoy a slow pace of life. If you are lucky enough to spend a fair amount of time in Tuscany, you may want to consider discovering its language.

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L’Eroica vintage bike event Gaiole Tuscany

L'Eroica is a vintage bike race which takes place at the beginning of October in Gaiole in Chianti in Tuscany, normally the first Sunday. It started in 1997 and aims to reenact historical cycling. It is open to everyone as long as a vintage bicycle is used. The bicycle is considered vintage if it is from before the 1980s and has a metal frame, gears on the frame and cage pedals.

There are various routes that can be done, from 38km to 205km, over both paved and the famous Tuscan 'white roads' (unpaved).
The event is not competitive. During the weekend there is a fantastic historical bicycle market and along the route there are various 'aid' stations which have local products ranging from bread and honey or salami to the traditional Tuscan bread soup (Ribolita). Many participates and volunteers are dressed in historical costumes making the event very colourful.

The route is completely permanently signed and is ideal for avid cyclists to follow throughout the year. For information about this visit: http://www.eroicagaiole.com/

For more information visit the L'Eroica website click here: http://www.eroicagaiole.com/
Our blog: tuscanguru.to-tuscany.com/get-pedaling-theres-an-ice-cream-waiting-at-the-top-of-the-hill/
Have a look at our villas within 10km of the start of the L'Eroica.
Please note that some of the villas have unpaved access roads, check carefully the approach road description if you are planning on biking to the start. 

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Photography course in Tuscany

Photography workshop - written by our UK agent Dympna Docherty

The question “would you like to do a photography course next time we are in Tuscany?” really didn’t need any thought before answering, “Absolutely!!”.  Tuscany needs no introduction to many people and I am lucky enough to be able to visit the region at least twice a year but not normally with any free time to indulge in my love of photography.
My tutor for the day would be Martino Balestreri from the PhotoArt Studio in Radda in Chianti.  His shop is full of the most wonderful photos and prints that he has taken throughout Tuscany – some of which are on my walls at home too!

I have loved photography from the moment that I received a Kodak Instamatic camera at the age of 7, I only got my own because my Dad was fed up with me always trying to use his camera and messing up his light meter.  Thousands of photos later and I finally in 2010 ‘upgraded’ my precious Canon SLR to a Canon DSLR.

The only requirement needed from Martino was to bring my own camera and to get up early - our day started at 6.30!  This was so that we could make the most of the sunrise and morning light and still have plenty of time to be shown how to make the most of the digital enhancement packages on his computer in the shop.

Martino will tell you that he doesn’t speak English very well, but he manages absolutely fine - he learnt most of his conversational English when he spent a year in the UK at a top London hotel in his other ‘guise’ as a pastry chef.

We spent the morning admiring and photographing the landscapes in the Crete Senese region, just South of Siena.  Martino has an amazing ‘Eye’ for what will make a good photograph and what would make an average photograph.  I was lucky enough that by having a Canon camera, it meant that I was able to use Martino’s vast array of different lenses.  A tripod is an essential bit of kit for photographing landscapes, luckily for me, Martino was able to provide one to save me having to bring mine on the flight.

We experimented with the various settings on my camera and the different photographic formats – JPEG and RAW.  This was fascinating for me as I have never used the RAW setting but found it very easy and it was particularly good for post-photography editing.

After a few hours literally on the roadside, we moved on for a welcome Coffee and to relocate to a picturesque town for some more photography tips; who would have known that photographing buildings and people is more complicated than capturing the different colours of a landscape!


Asciano is a typical Tuscan town with houses bunched together around tiny streets, washing drying above the pavements and the ubiquitous colourful pot plants on display year round.

Walking around the town with a professional pointing out the different angles and showing me things that I would otherwise have missed, was fantastic.  Martino is a great teacher and doesn’t insist on you staying with him, he was happy for me to wander off by myself to explore and find different angles and shots by myself, returning to him if when I needed to ask about composing a particular photograph.

All too soon, it was time to return to Radda but this was also, for me, one of the times I was most looking forward to – Photoshop!

When I bought my camera it came with software for my computer that enables me to change, enhance and improve my photos but I have never used it in the time that I have owned the camera; a bit of ignorance, laziness and a lot of ‘not-having-time’ is my excuse for that.

Obviously as a professional photographer, the equipment and the software that Martino uses is fabulous but you can achieve similar results from a general software programme.  Our main goal from this session was to make the landscapes come alive as it was winter-time and the normally verdant rolling hillsides had recently been ploughed and green shoots were only just returning.  The town photos also needed brightening up as the day was overcast.

An hour or so later and I was confident about being able to use my own camera software in the future and keen to use the tips that Martino has given me.

If you or someone you know is a keen amateur photographer looking to get better, then spending a day with Martino will ‘lift’ your skills and confidence.  If there is a particular type of photograph that you want to concentrate on, such as photographing churches or people, he is able to tailor-make your day too.

The cost for the day was 80 Euros (in 2012) and that can be for 8-10 people.  Obviously the more people there are, the less individual time you will get with Martino, but what a great way for a group of friends to spend a day.  Time back in Martinos shop, using his fantastic equipment and the Adobe Lightroom package, processing photos and even printing is also available for an extra cost of 100 Euros

I stayed in the heart of the Chianti region at La Stalla apartment in the Montebuoni hamlet – www.to-tuscany.com/montebuoni/lastalla/ - which offers accommodation from 2-6 people in a variety of apartments and cottages.  Montebuoni is 10 minutes drive from Martinos shop and has a swimming pool, tennis court and internet access.  The setting of the hamlet is in itself full of photographic opportunities in its own right as it is surrounded by woodland, vineyards and the hilltop opposite even has its own Tuscan Castle!  Wildlife abounds in the area and if you are lucky you will see wild boar, deer and porcupines.


Click here to see our yearly client photocompetitions

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Tennis in Tuscany

While on holiday you might want to continue to partake in your favorite sport especially if you have some extra time for yourself. The following are the tennis courts in Tuscany, Orvieto and Perugia where you can go and play even if you are not a club member. Please note that you should book in advance since they allow club members first and they have tennis lessons all year.

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Tuscan Specialities

Tuscany’s unique appeal for foodies is due to the heady mix of natural ingredients nurtured by the warmth of the sun in this beautiful corner of Italy. Wine, truffles and olive oil are just some of the stars of the Tuscan soil. But as well as feasting on Tuscany’s delicious produce, why not learn a little more about it by trying out some of the fascinating experiences being offered by local growers and suppliers.

Discover the Tuscan white truffle, one of the most sought-after and pricey essentials in any discerning chef’s kitchen. Or help handpick the olives that create the golden oil used in every great Tuscan dish. And get to know the world-renowned smooth and spicy red wines of the Chianti Classico vineyards.

Browse through the specialities below and begin your culinary journey through Tuscany.

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Self Guide Walk - Via Francigena walk

The Via Francigena is not a single road but a collection of roads which make up the pilgrim route through central Europe, in particular from France to Rome. There was no precise route however the most well known is the route taken by Sigerico, the archbishop of Canterbury in 990. He kept a precise diary about the roads he took, the villages  and the rest points along the way. This diary has enabled the route from Canterbury to Rome to be easily mapped out and has now become the official Via Francigena with the EU and Italy investing considerably into its rediscovery and maintenance into a beautiful walking route.

The Canterbury-Rome route passes through Dover, Calais, Reims, Lausanne, over the alps at the Gran Saint Bernard pass, through the Val d'Aosta and Susa Valley, Turin, Pavia over the Apennine mountains to Lucca, then San Gimignano, Siena, Viterbo and finally Rome. The route followed the roads of the time and several sections have been paved over with roads and other infrastructure. The present official route has some slight changes from the original to avoid main roads and other difficulties.
In Tuscany the route is completely signed and provides some wonderful walking opportunities. Being a pilgrim walk it has no real difficulties along the route and is adequate for all to enjoy. As the route is completely signed a guide isn't needed although we do recommend one if you're looking to learn more about the area.

To Tuscany staff walked part of the route (from Castello della Chiocchiola just outside of Siena to Abbadia d'Isola near Monteriggioni). We we hosted by two local guides, one of whom walked the route with us and provided us with lots of interesting information about the Via Francigena and area. Our tour was organised by Andrea Rossi (biketourandrea@gmail.com) who provided us with our guide Ingo who spoke excellent English.

For more information about the Via Francigena have a look at the official website where there are also maps of the route  http://www.viefrancigene.org/en/

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Chianti Brew Fighters

In 1998 three good high-school friends, together with a few others, started a “drink’n’roll” music band. From that moment on Stefano, Giulio and Marco were always together. They decided to move on and share their passion for high-quality beer.  They began to appreciate and become passionate for homemade beer.
Giulio, now  a professional taster, Marco, sommelier and restaurant owner, Stefano the technical brewer- in Perugia, are the souls and founders of Chianti Brew Fighters, located in Radda in Chianti - in the heart of Chianti Classico red wine region.
Chianti Brew Fighters is now a brewery which produces 4 different types of beers with a shop where it is possible to taste and buy them. The team is available for private guided tours and tastings, or parties  and special events​ at your villa.

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Self Guide Walk - Gaiole, Meleto

Distance/time: 12km/7.5mi; 3h15min
Grade: easy, with an ascent of 200m/650ft; on good tracks and trails and suitable in any season
Equipment: if walking in sun, sunhat, sunglasses and high-factor sun cream. Trainers or strong shoes with good grip make suitable footwear (not sandals); wear long trousers rather than shorts, also walking boots if there has been rain, as there is a ford to cross. A bottle of drinking water is essential in summer and some high-energy food like sweets or dried fruit may be useful. It is not a bad idea to carry a small first aid kit and a knife.
How to get there: TRA-IN bus service 127 from Siena to/from Gaiole (not Sundays). Or by car: drive to Gaiole and park on the road behind the church.
Refreshments: bar/restaurants in Gaiole, Barbischio and Castagnoli (the latter called www.ilcelliere.it
Note: Meleto Castle can be visited on a guided tour (groups only); ph: 0039 0577 749217 to enquire about the fee and opening times. www.castellomeleto.it

This walk is set in the heart of Chianti and the Chianti Classico wine-growing area. The route has all the ingredients for a typical Chianti walk. It starts in a stone-paved piazza, passes a 10th-century church, a castle involved in the wars between Siena and Florence, and a medieval tower house. It is, of course, set among a myriad of vineyards patterning the hillsides not covered with trees. In autumn, with all the wild fruits around - blackberries, figs and grapes - the walk is a feast both metaphorically and literally.

Start the walk in the centre of Gaiole, by the sculpture. This street, Via Casablanca, is the main road to Siena (SS408). Follow this road towards Siena until you arrive at a junction (5min). Stay on the right-hand side of the road, cross Via Galilei, and look straight ahead for your next route - a track that starts at this junction and winds uphill. It passes a renovated farmhouse and leads into the piazza of the 10th-century parish church of Spaltenna (15min). The surrounding buildings are now a hotel, so are very well kept. Take the track at the right of the piazza, skirting the hotel complex, with the hotel grounds and gardens on the left and a vineyard on the right. Veer to the left at the pond and continue to where the main track turns left: go straight ahead here on an old grassy track into the trees, leaving the CAI 16 behind. Soon you join a second track, where yellow markers indicate the line of an underground pipe. Emerging from the trees, you will see a large derelict farm on your left. Head towards it, skirting the edge of vineyards (25min).
The farm is San Pierone and, if it is still uninhabited, do look around the outside. You will see the outdoor oven, the wells, and a chapel. It looks as if the people left only recently. Head left downhill from the farm, towards a strange, isolated villa with a tabernacle at the crossroads. (The last time we did this walk, land was being cleared for new vineyards, and the stone tabernacle had been moved - temporarily I hope!) Continue with the villa’s garden wall on your left, the cantina for ’Geografico’ wine on your right, and the castle of Meleto on the hillside ahead. What could be more Chianti? The track leads you into the valley, skirting to the right of a farmhouse halfway down (40min).
Meeting the Siena road once more, go left and immediately right over the bridge (signposted for Meleto). Five minutes up this minor road, you pass a derelict building on the right: it was the limekiln for plaster for the walls inside Meleto castle. Plans are now afoot for it to be turned into a restaurant. Turn right up the straight, cypress-lined drive leading into the courtyard of the Castello di Meleto (55min).
After a tour and perhaps a wine tasting, follow the CAI 56 along the chapel wall. This track has wonderful views over the undulating Chianti country with its woodlands and vineyards. The track leads past a farm and up to another, large rectangular farm on the ridge. The track dips and then rises to the road again, by a bus stop (1h15min). Cross the road and follow a track towards another farm. The track divides below the farm: keep left and continue, veering right, back to the road. Turn left on the road and stroll up to Castagnoli (1h45min), with its huge castle-like building by the roadside. Below the wall you can see some of the stainless steel winemaking equipment.
Walk straight on, past the church and restaurant. Just before the next house on the left (where there is a wooden cross on the opposite side of the road; 1h50min), turn left down a track, the CAI 54A. Cross the stream by the ford, then walk up to a pretty holiday home (2h05min). Beyond the next house, the track becomes a sandy trail through chestnut woods and scrub. Follow this marked route, ignoring two trails off to the right, until you meet a wide track. Turn left here; then, at a wide junction with a tabernacle (2h35min), take the right-hand track (CAI 54).
Coming into the medieval hamlet of Barbischio, you meet a Y-junction (2h45min). The road to the right goes up to the 10th-century tower house; take the road to the left, descending past the Papavero Restaurant. The road ends by ’Pietro’, a house covered with old farming artefacts. But a lovely soft woodland trail continues to the right and takes you down to the stream. Turn left, walk parallel with the stream, and you will come to a farmyard, which was once the old village mill (3h). Continue down to the road and turn right over the bridge. At the T-junction, keep left for Gaiole (3h15min).

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Self Guide Walk - Radda to Volpaia

Radda in Chianti – Volpaia- Santa Maria Novella-  a 21km circular walk.

Leaving Radda in direction Gaiole you turn right at the bottom of the hill. After approximately 1,5 km you reach an intersection with several signs, the main one (large, blue) indicating Volpaia. Take this right – hand turn, at first going downhill a bit, then going up again, always keeping to your right. The panorama you enjoy ascending the hill towards the little gem Volpaia (about 4,5 km) is one of the most beautiful the Chianti has to offer. The castle in Volpaia was surrounded by a wall in the form of an ellipse, with the defence towers rising up in a quadrangular arrangement. Today good parts of the wall are still visible, as well as one of the smaller towers (now the enoteca). The Chiesa di Sant’ Eufrosino, the church known as La Commenda, shows magnificent architecture of brunellesque order.
From Volpaia you continue on through the village, taking the gravel road ascending up towards the mountains. Although the road is as of this point only a dirt road you will find it worth the effort. You continue on through the woods until you come to a crossroads with a sign indicating Castelvecchi.
The route takes you through woods full of oak, chestnut, fir and broom. Along the way you come across lovely farms whose names will help you maintain the right direction: Villalmonte, Montanino, Casa del Pievano, Croce di Bracciano, Casa Balza and finally Castelvecchi, a larger estate of which very little historical information exists. Certain is only that in the 11th century it was ruled by the Rinaldi and that its name does not derive from vecchio Castello, but from the presence of the family Vecchi who owned it. Just below it you find the beautiful parish of Santa Maria Novella. The church is mentioned for the first time in a parchment of the year 1010. The church underwent complete reconstruction during the first decades of the 19th century, altering it to the extent that in fact only the arches separating the three naves remain resting on the original supporting walls. The most outstanding element of the parish church is certainly the sculptural decoration on the capitals, unusual for the Florentine.
The itinerary ends with the visit of Santa Maria Novella. Continuing on downhill you once again reach the main road taking you back to Radda.

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Self Guide Walk - Radda to Badiaccia a Montemuro

Length: a 22km circular walk
At the bottom of the slope leaving Radda in direction Gaiole you arrive in front of a small chapel, The Cappella di Mercatale, built 1720 in honour of Santa Maria Maddalena de’ Pazzi. Here you turn off to your left following the signs indicating Badiaccia Montemuro – Parco di Cavriglia.

First the road takes you on down through the woods until after a few minutes you begin to ascend amidst vineyards. On the way you encounter numerous signs of nearby fattorie where you may stop to taste the Chianti Classico. Montevertine is a very old hamlet that in ancient times provided a tower serving as look out for defence. Presently it’s a winegrower’s farm accommodating a small Chianti Museum showing agricultural tools and implements used for decades for daily work in the fields. Across the road from the way leading to Montevertine you may take a small detour arriving at the small village of Selvole, whose name derives from the Latin meaning selve or boschi, woods or forest. Inferred by the remains of pavement still visible winding off the Chiantigiana, the public road, for about 2 km up into the Castello di Selvole, this must have been a Roman way- station. The castle was of strategic importance during the Etruscan – Roman age. From the 11th century on it was transformed into a small rural village with its houses grouped around the church.

Continuing on uphill on the main road you come by Poggerino, “little hill” which at one time also served a logistical as well as an agricultural purpose. Shortly thereafter, turning off to the right onto a narrow gravel road you find the church San Pietro Apostolo a Bugialla, a single nave with a vaulted ceiling at the back covering up the original truss – beamed ceiling. Another place with a long story to tell is Capaccia. The sign indicating the way is just across the road from the access to Bugialla. Capaccia had once been chosen as an observation point and outlook linking and informing the other castles in the vicinity by means of other signals, for example nightly fires. The ancient castle complex consisted of seven houses of which one was a tower. At this point your attention will be attracted by a beautiful house with typical Tuscan features lying on a hill on the main road. This is Le Marangole.

Continuing on uphill you reach the large estate and winery Pian D’Albola. Across from the fattoria you see the imposingly beautiful Castello d’Albola (602 m). Some think that the names comes from the Latin for piccola alba, little dawn, but more probably it derives from the Etruscan Albula, the personal name of the Lucumone (Etruscan ruling class) from the area. Here the road becomes a strada bianca (term for gravel road) that you follow for about 2 km until you reach the main road, turning left to arrive at Badiaccia Montemuro where our itinerary ends.

The town took its name from the Monte Muro (720 m). It was called Badia because of the monastery that was founded there, in the middle of the plateau amongst the houses and church, by the Camaldolesi monks in the 11th century. In the 1794, removed of the monastery, it became the parish church of San Pietro as it is today. Over the entrance there is still the coat of arms of the Camaldolesi monks: two doves drinking from the same goblet. After 1616 it was called, by the pejorative, “Badiaccia” because of the state of abandonment it was in until 1658.

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Self Guide Walk - Milky way in Val d’Orcia

B.Vignoni - Poggio Bacoca - Pieve di Corsignano - Terrapille - Acqua Puzzola - B.Vignoni
Time: 4 hours
Length: 18 km

This itinerary is a wide circle just below Pienza among the clay of Alta Val d’Orcia. The hiking route winds along the ancient way of the Romea. For centuries, travellers of the "Grand Tour" have walked on the Romea and have later documented their experiences in travel books and diaries. That’s why the title of this itinerary reminds us of the movie by Bunuel about the Spanish Romea of Santiago.

Start in Bagno Vignoni and follow the Orcia, then take the road of the Commenda, leaving the farm Casellona to your left. Now you find yourself on the ancient layout of the Francigena (Romea). Shortly after you have reached the paved road, take the unpaved road, which will lead you to the farms of Casabianca, Poggio Bacocda and Costi Lati, all built in clay.

From there the path leads downhill to the left and then, after the farm Poderi Novi, uphill to the fascinating Romanesque parish church of Corsignano (XII century).

From the parish church of Corsignano, walking down to the valley, you will come to the pretty farm of Terra pille. The farm is situated in an elevated position and offers a gorgeous, panoramic view of Pienza. From Costi Lati, continuing your walk for about one kilometre downhill, you have to look for the municipal road that will take you in the direction of Bagno Vignoni.

If you are not too tired, pay a visit to the castle Castello di Spedaletto. It isn’t far, once you are on the paved road.

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Self-Guided Cycle Ride - The Senese Valdelsa Chianti Cycling Tour

Castellina in Chianti (578m) – Castagnoli (427 m) – Bivio Talciona (150m) – Church of Sant’ Agnese (410m) – Castellina in Chianti
Distance: 41km
Time: 4 hours
Road surface: Unpaved for about half the ride, then on quiet asphalt roads.
Difficulty: Requires average athletic preparation. Several steep ascents of medium intensity in the re-ascent to Castellina.
Route: This mountain-bike ride starts and finishes at Castellina in Chianti via the State Road for Poggibonsi. After 2km turn off for the castle at Castagnoli. When the asphalt ends, the wide dirt road descends into lovely countryside, with views across the Staggia and Elsa valleys.

Soon, you’ll come upon several hairpin bends; take great care because it’s easy to lose your balance on the very steep slope and gravel roadbed. Close to Villa Rosa and Gretole, the route appears to follow flat ground yet crosses a ridge with views across the fields. Continue on asphalt until reaching a crossroads signposted for Talciona.

After looking around Talciona, return to the crossroads and head uphill to admire the little presbytery of Santa Maria, which has an architrave sculpted in 1234, bearing a rough but charming Adoration of the Magi. Continue uphill along the little asphalt road that soon becomes a track, in the direction of Villore. The unpaved road meets the State Road from Poggibonsi on a bend. Here, head towards Castellina to finish the ride.

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Self-Guided cycle ride - The source of the Pesa

Fattoria San Michele (847m) – Volpaia (617m) – Dogole (625m) – Badiaccia a Montemuro (706m) – Fattoria San Michele

Length: 14km
Time required: 4 hours 30 minutes
Road surface: Mainly tracks and a short stretch of asphalt.
Difficulty: Average physical challenge. Be very careful on the Volpaia to Dogole stretch, because it is unmarked and becomes tricky near Dogole.
Recommendations and notes: The signposts are old and several segments of road are unmarked. Take a map, preferably to 1: 25.000 scale, and plot the following instructions on it.
Ideal season: All, except very rainy periods, during which the ground becomes very muddy.
The route: From Greve in Chianti, ascend Monte San Michele on the smooth dirt road to the wine estates of Melazzano and Caprolo, enjoying panoramic views of the countryside as you go. Your first stop is the ruins of the medieval presbytery of the church of Santa Maria.

Continuing towards the summit of Monte San Michele (892m), the highest peak in Chianti, cross the road that ascends from Lucolena, climbing continually until you reach the nature reserve at San Michele and the entrance to the estate of the same name.

On leaving the San Michele estate, continue in a southerly direction along the edge of the fields. At the first crossroads, turn off the track and bear left, continuing straight and descending slightly. This is CAI path 30 and 32. At Poggio Sereno you’ll pass through lush pine woods, followed by bush-covered and open terrain.

On reaching a crossroads, continue in the direction of Lamole, ignoring CAI path 30, and head south on the same level as far as Poggio Querciabella. Here, a steep shortcut on the left makes it possible to descend to the dirt road that leads from Panzano to Volpaia, which can be seen amid the crops.

Visit Volpaia then set off along the old mule track to Badiaccia, constantly descending. The route keeps to the left of the valley until it crosses a ditch, then starts to climb through dense woods to the abandoned houses of Dogole. The ancient path here is covered with branches as far as the ditch below the Lungagna house, from where it becomes smooth again, all the way to Badiaccia a Montemuro.

Travel across a few hundred metres of asphalt on the quiet provincial road leading to Lucolena, until the beginning of CAI path 9 appears on the right. Exactly opposite is a track that ascends to roam the southern slopes of Monte San Michele, before returning back to the first crossroads encountered after leaving the San Michele estate.

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