Thursday, 5 February 2026

Tuscany by bike: self-guided bicycling tours in Tuscany

Today I have a few tips on a subject very popular with Tuscans as well as tourists, namely, Tuscany by bike: self-guided bicycling tours in Tuscany. Cycling for pleasure and fitness is extremely popular in Tuscany, as it is throughout Italy, despite (or perhaps because of) Tuscany being on the whole very hilly. The network of lightly-travelled country roads passing through very scenic areas from one picturesque sight to another makes it a real pleasure to get around Tuscany by bike. The idea is NOT to ride within or through the outskirts of the major cities, notably Florence. Unless local experts advise otherwise, put your bike in the baggage space under a bus and start your ride from out in the country.

Tuscany by bike: self-guided bicycling tours in Tuscany
Cycling through the Tuscan countryside - pure joy!
Because cycling as a sport is so popular in Tuscany, there are numerous excellent bike route books available. Some are published by bicycling clubs and others by individual enthusiasts. The routes described as well as the quality of the maps have to be taken into account when choosing your cycling atlas. After you've done a bit if research, it will become evident which are the classic rides. These latter are the ones for a first time visitor to Tuscany to stick with.

My recommendation is to buy one or more bicycle route books well before you depart for your vacation so that you can plan your itinerary and accommodation around the routes rather than vice versa. For example, one of the classic bike rides is from Florence to Sienna and back, along the Via Chiantigiana. Florentines start off from wherever they live in Florence but they have the experience on how to avoid or at least deal with traffic. Newcomers should either take the SITA bus out of Florence or plan to stay in the country and join the cycling routes near where they are staying.

Cycling in Tuscany - Tuscany on a bike
All set to go! Tuscany by bike.
There are several guided bicycle and e-bike tours of Tuscany offered on the internet. These have the advantage of providing the bikes, a support vehicle and accommodation booked along the routes, plus, of course, the planning of the route itself. Some are accompanied by a guide while other provide a route plan and are effectively self-guided. Personally, I don't think it's necessary to lock oneself into an organised tour, guided or self-guided. Armed with a good route book, you can easily choose a base and nearby routes. On the other hand, if the organised tour provides the bicycles, you could well save a lot of time unless you are experienced at shipping your own bike. This applies especially to e-bikes (electrically-assisted bicycles).

bicycling in Tuscany
All set to win the Eroica!
One of the best e-bike guided tour companies is Tuscany Quintessence. They offer a range of tours, from easy, through moderately strenuous to challenging, lasting from one day to as long as seven days. The company is extremely well-organised and for multi-day tours they arrange for your accommodation along the route, meals, extra baggage transport and so on. They have also obviously given considerable thought to the variety of their tours. Some are located in the "big sky" country of the Val d'Orcia, including the Crete Senesi area, and also in Chianti and around the cities of Lucca and Florence (Fiesole).

E-bike tour of Tuscany

Tuscany Quintessence e-bike tour in Tuscany

Click here for full information on Tuscany Quintessence guided electric bicycle tours in Tuscany.

I have reviewed a selection of cycling atlases of Italy and Tuscany here.

Today's top links: For everything you need to know about what to do and where to stay in Tuscany: The Chianti Travel Guide and The Greve in Chianti Tuscany Blog.

Author: Anna Maria Baldini

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Wednesday, 4 February 2026

Montaigne in Tuscany

Michel Eyquem de Montaigne was born at Château de Montaigne near Bordeaux in 1533, in the same year as Elizabeth I. He died there in 1592. The Château still stands unchanged and I have visited Montaigne's evocative tower and study there, where his books remain as he left them on now hugely sagging bookshelves.

Michel de Montaigne in Tuscany

Michel de Montaigne

Montaigne lived through the long summer of the High Renaissance and the slow decline of the intellectual optimism that had marked the Early Renaissance. As my faithful and learned readers will recall, Montaigne is famous for his essays, a genre that he invented and devoted, in his case, to the discovery of a sane and humane manner of living by studying the world in relation to himself. After four hundred years, they are still very much worth reading. As he says, he admired and emulated the soldier's love of bluntness and distaste for claptrap. Take down your copy, select an essay about a topic that interests you, read it slowly two or three times and then think about it when you have a spare moment. One essay a fortnight is optimal. For those misguided souls who as yet have no copy, there are two excellent modern translations of Montaigne's Essays readily available, one by M.A.Screech (1991) and the other by D.M Frame (1948). 

Montaigne's tower at his Château.

Montaigne's Travel Journal

To read Montaigne at his most polished, we read the Essays. However, he also wrote a travel journal that was never prepared for publication and which casts fascinating light on Montaigne's interactions with those he met of all social stations and his observations of how the people lived in the countries he passed through, especially in the spa towns that he visited in the hopes of relieving his painful kidney stones. The Travel Journal is included in D.M. Frame's volume and Frame's translation was published separately by Northpoint Press in 1983 with a introduction by G. Davenport.

Montaigne's journey to Rome 

Montaigne's principal destination was Rome which he approached, accompanied by some friends, a relative, his secretary and servants, by a circuitous route through France, Germany, Austria and Switzerland. He set off from his castle in 1580. In that year, Shakespeare was sixteen, Michelangelo had died in the year of Shakespeare's birth, Raleigh and Drake were on the high seas. Francesco I de' Medici, the second Grand Duke of the cadet line of the Medici family, would rule in Florence for another seven years.

Map of Montaigne's journey through Tuscany
 
Map of Montaigne's journey through Italy, including Tuscany.

Montaigne enters Tuscany

Montaigne travelled from Innsbruck in Austria south and through the Austrian Alps via the Brenner Pass, continuing south through Bolzano, Trento and Verona, then west through Padua to Venice, which he hugely admired. He retraced his path (something for which he had a strong aversion) towards Padua and so south again to Bologna. From there, the party passed through the small town of Loiano and immediately after Piamaggio entered Tuscany. They then "followed a road which in truth is the first on our trip that can be called uncomfortable and wild, and in the midst of the mountains more difficult than any other part of this trip." This road was over the Passo del Giogo di Scarperia (882 m) in the Apuan Alps, to the east of the deep valley followed today by the railway and the A1, and led to Scarperia in the area of Tuscany known as the Mugello, the home territory of the Medici family where they owned estates as well as castles and country villas to which they retreated when out of favour in Florence. Montaigne described Scarperia as "a very small town of Tuscany where they sell quantities of little cases, scissors and similar merchandise." In fact, Scarperia then as now was also famous for the production of knives, especially pocket knives. It's one of the few places where you can still buy a hand-made flick knife over the counter. Just don't get caught carrying it on the streets of Florence!

A knife made in Scarperia

A hand-made Scarperia knife.

On the road to Florence, Montaigne and his party visited Villa Pratolino (now part of Villa Demidoff) which had been completed only twelve years previously by Francesco I de' Medici.

Villa Pratolino, Tuscany

Villa Pratolino as it was when visited by Montaigne.

Montaigne's first stop in Florence

Montaigne entered Florence for the first time on 22 November 1580 for a stay of just a couple of packed days. He explored the town within the walls, climbed to the top of the Duomo - right to the top, apparently entering the gilt globe which, as he mentions, is large enough to hold four people. He visited the Grand Duke's stables "which are very large, with arched roofs; there are very few horses of any value here: at least, there were not, when we went over them. We were shown a sheep of a very strange form; together with a camel, several lions and bears, and an animal as big as a large mastiff, but of the form of a cat, all striped black and white, which they called a tiger." The next day, he dined with the Grand Duke and his wife. At this point, Montaigne, while regarding Florence as beautiful enough, noted that in this regard that it had no advantage over Bologna, little over Ferrara and was incomparably inferior to Venice. As we shall see, he later revised this opinion.

Florence, Tuscany

Florence in November

Montaigne's departure from Tuscany and first stay in Rome

From Florence, Montaigne continued southwards first to Sienna and then to Buonconvento. In Sienna, he noted particularly that the Duke of Florence keeps Silvio Piccolomini close to him - a policy of keeping your friends close and your enemies even closer. Montaigne rated Piccolomini "the most able nobleman of our time in every kind of knowledge and exercise of arms." As we shall, see, he dined with Piccolomini later on his journey through Tuscany. Just past La Paglia, his party left Tuscany and continued on to Rome where Montaigne stayed from 30 November 1580 until 19 April 1581.

Montaigne's journey to take the waters in Tuscany

Montaigne took an unusual route from Rome back to Tuscany to take the waters at La Villa near Lucca. Instead of retracing his steps, he took a longer route through Umbria to the Adriatic coast, passing through Narni, Terni, Spoleto and Foligno in Umbria and so on into Le Marche to La Muccia, Valchimara, Marcerata and Loreto, where he stayed for three days, a couple of km from the Adriatic coast. Loreto was an extremely popular pilgrimage destination and Montaigne describes it in great detail, especially the Sanctuary of the Holy House. From here they proceeded to Ancona, Sinigaglia and Fano, the latter "famous for beautiful women but we saw only ugly ones; when I enquired of a good man of the town, he told me that that time had passed." Oh well! The party then left the coast for Fossombrone and so on to Urbino. Montaigne wasn't much impressed by Urbino ("there is nothing level about it, and everywhere you have to go up and down." - how true!) nor by the palace ("nor is there anything attractive about this whole building either inside or around it.") Perhaps all those steep streets had put him into a bad humour?

Montaigne enters Tuscany for the second time

Sant' Angelo in Le Marche

Sant' Angelo in Le Marche

From Urbino, Montaigne journeyed on to Castel-Durante (originally Castel delle Ripe, now Urbania), Sant' Angelo, described by Montaigne as "very pretty", which it still is, Borgo Pace and so over the mountains from which Montaigne was entranced by the view of the Valdarno. The party passed over the border into Tuscany and so to Sansepolcro and Ponte Boriano. Montaigne writes "We followed a long plain all split by horrible crevices which the waters make in a strange fashion." He was describing le balze, in geological terms the "bad lands" so famous in various parts of Tuscany, especially in the Valdarno and near Volterra.

Le Balze of the Val d'Arno

Le Balze of the Val d'Arno

They passed within a couple of miles of Arezzo and on to Levanella (the hostelry at that time widely held to be the best in Tuscany) and along the route through MontevarchiSan Giovanni, Figline and Ancisa where all the motorway on-ramps are these days, to Pian della Fonte, and the next day to Florence where they stayed only one night. Next day onwards through Prato and Pistoia. They made a brief diversion to Poggio, the Medicean Villa di Poggio at Caiano (Villa Ambra) in the Province of Prato ("a house about which they make much ado"). This palace was the site of the notorious, almost simultaneous deaths of Francesco I and Bianca Cappello in 1587, six years after Montaigne dined with them in Florence – poisoning was suspected although they probably died of malaria.  

 Villa Poggio a Caiano

Villa Poggio a Caiano

After the visit to the villa, they continued on to Lucca where they stayed a couple of days before moving on the their principal destination, the Spa of La Villa.

Montaigne's first stay at La Villa

La Villa is now one of three small towns that make up Bagni di Lucca, about 25 km from Lucca, and Montaigne stayed there twice, first from 7 May until 21 June 1581, treating himself for kidney stones, about which he has a great deal to say, and socialising with the inhabitants and visitors of all classes who flocked there for the season and about whom he also has a great deal of amusing things to say. Montaigne gave a very successful dance for the local girls and handed out numerous prizes which left everyone happy.

Bagni di Lucca, Tuscany

Bagni di Lucca

Montaigne's second stop in Florence

Making a trip back to Florence, Montaigne travelled via Pescia, forgetting to visit the baths at Montecatini, "through absent mindedness" Pistoia, Prato and Castello, and so to Florence for a ten day stay, still complaining about the lack of glass frames in the windows. Among other activities, he dined with Silvio Piccolomini, whom he greatly admired, and discussed fencing, artillery and warfare. The Piccolomini are a noble family prominent in Siennese politics since the 12 C as leaders of the Guelfs and as bankers with branches in France and England as well as in Italy. By the 13 C they had reached their commercial peak, despite being twice banished from their native city, a Ghibelline stronghold. They managed to escape the economic crisis of the 14 C, thanks to large investments in land, and in 1458 were named counts palatine by the Holy Roman emperor Frederick III. The family included soldiers, prelates, literary men, and two popes - Enea Silvio, who became Pius II (1458–64), and his nephew Francesco, who was Pius III (1503). Enea Silvio Piccolomini, Pope Pius II was born at Corsignano and during his papacy created nearby the beautiful town of Pienza as an ideal Humanist City, famous, among other things for the Piccolomini Palace and the Piccolomini Garden looking out over the Val d'Orcia. He also wrote an entertaining memoir which is still readily available in English translation and well worth reading.

 
Pienza and the Val d'Orcia 

As well as socialising, sight-seeing and attending the festivities of the Feast of St. John the Baptist (Festa di San Giovanni), Montaigne dropped in at Giunti's bookshop to buy eleven comedies as well as other books. The publishing firm of Giunti thrives in Florence to this day. Perhaps buying some books put Montaigne in a good humour? "I finally confessed that Florence is rightly called 'the beautiful'."

Montaigne's second stay at La Villa

On Sunday 2 July 1581, Montaigne departed from Florence for the last time and headed for Pisa. Montaigne was delighted by the fertile plains filled with crops, houses, small walled towns and villages. Even now, these plains are enormously fertile and laid out with seemingly endless market gardens and tree nurseries (especially olive trees) for sale all over Tuscany. They passed through Empoli and so onwards to La Scala, a small village in the municipality of San Miniato, and from there to Pisa where he stayed from 3 to 22 July 1581. Montaigne describes all the sights he visited and the eccentric individuals he conversed with, including Girolamo Borro whom he mentions in the Essays as having got into trouble with the Inquisition for being "too perfect an Aristotelian". He provides an excellent description of a violent fracas over who should perform Mass between some priests and some friars in the Church of Saint Francis "fighting with fists, sticks, candlesticks, torches and the like; they used everything", and much else of interest, in a very lively style.

Pisa in Tuscany

Pisa

From Pisa, Montaigne returned to Lucca where he rented the well-appointed ground floor of Ludovico Pinitesi's house for two weeks, and enjoyed a varied social life among the Lucchese. He especially enjoyed dining in the loggias of the homes he was invited to. "A very great ornament indeed to the buildings in Italy is the very high, beautiful and broad vaults. They make the entrances to the houses pleasant and dignified, because all of the lower part is built with that construction, with wide and high doors. In summer the gentlemen of Lucca eat in public under these entryways, in sight of anyone passing along the street." Montaigne also describes the use of bird-lime to trap thrushes and other small, edible birds in specially created copses. The same method is used in the Val d'Orcia where these photogenic copses are still to be seen.

The Cathedral of San Martino in Lucca

 The Cathedral of San Martino in Lucca

From Lucca, Montaigne and his party moved to La Villa for his second stay there, from 14 Aug to 12 Sept 1581, lodging in the same rooms as previously and receiving a warm welcome. Once again, a large part of his attention was given over to taking the waters and recording the state of his health. On Thursday 7 September, he received a letter from Bordeaux, dated 2 August, informing him that he had been elected mayor of that city and urging him to accept this honour, which he did.

On the 12 Sept, they left La Villa and returned to Lucca in time to enjoy the celebrations of the Festa della Esaltazione della Santa Croce. "I have not found in Italy a single good barber to shave my beard and cut my hair." How times change! On 20 September, they left Lucca, en route for Rome, Montaigne having taken the opportunity of sending two bales of cloth back to France. They took the route through La Scala, Castel Fiorentino, past the foot of Certaldo, noted by Montaigne as the birthplace of Boccaccio, and so to Poggibonsi to dine. Onwards to Sienna where they stayed for three nights. "The square of Sienna is the most beautiful that is to be seen in any city." Still true.

Piazza del Campo, Sienna
 
Piazza del Campo, Sienna

Next day they continued on to San Quirico d'Orcia (which Montaigne refers to as San Chirico, an older, dialectical version of its name) and from there visited the nearby spa at Bagno Vignoni, where the original pool visited by our friend Silvio Piccolomini Pius II, not to mention Lorenzo il Magnifico dei Medici, are still to be seen in very attractive surroundings. They were unfortunately in a sad state of neglect when Montaigne visited.

Bagno Vignoni in the Val d'Orcia

Bagno Vignoni in the Val d'Orcia

Montaigne's second stay in Rome and passage through Tuscany on his way home to France and Château de Montaigne

Continuing south, Montaigne's party crossed over the Tuscan border and visited Viterbo and Monterosso before arriving in Rome on 1 October for a final two week stay.

The return journey took the route through Ronciglione and once more into Tuscany passing through San Quirico, Sienna, Ponte a Elsa (known for being uniquely divided between two different municipalities: Empoli (FI) and San Miniato (PI)), Lucca, Massa di Carrara, Pontremoli and over the Tuscan border to continue via Piacenza, Pavia, Milan, Novara, Livorno, Turin and so into France.

Montaigne arrived home at Château de Montaigne on 30 November 1581. He had been away on his excursion to Rome for a total of seventeen months and eight days. He lived another eleven years, polishing and adding to his Essays. He died aged 59 years.


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