My Favourite Day In … Tuscany

Asciano to Montalcino, my favourite day in Tuscany

The second in a series where I write about my favourite day on each of our tours.

This is what Le Crete looks like in May and June
This is what Le Crete looks like in May and June

My favourite day on our Tuscany tour takes us through Le Crete, on Thursday, as we make our way from Asciano to Montalcino, visiting the Abbey di Monte Oliveto Maggiore on the way. Here’s the route in detail.

Don’t forget, you can click on each photo to see a larger image. Most of these photos were taken by Chris Yates – thanks Chris.

From Asciano to the Abbey is just 10 Km – all uphill, as plenty of Chain Gangers will testify! Quite gentle, but it still takes us over an hour, and as the monks at the Abbey throw us out at midday, we try for an early start from Asciano.

1. The Abbey di Monte Oliveto Maggiore.

This is still a working monastery. You pays your money to a monk at the cash desk, you buy your guide book in the gift shop from a monk, and it’s a monk who makes us all take a little brown skirt to wrap around our cycle shorts. The attraction is a fresco cycle that stretches all the way round the cloister highlighting scenes from the life of St Benedict.

St Benedict was a very significant figure in the early part of the 6th Century. Some Saints became saints by claiming to have witnessed the truth of the transubstantiation in a dream – there you go son, become a Saint. Good dream. Others are about to become saints for turning a blind eye to the Holocaust (OK, slightly controversial, but Pius XII didn’t do a fat lot!). But Benedict did stuff, and if you’re European, he’s your patron saint. The Rule of St Benedict, including modesty and work, was the source of the monastic code for all Orders, the Benedictines, the Cistercians, the Franciscans , and his base was his famous abbey, the enormous Monte Csssino between Rome and Naples.

A selection of the frescoes from the Abbey di Monte Oliveto Maggiore
A selection of the frescoes from the Abbey di Monte Oliveto Maggiore
The frescoes, by Luca Signorelli and il Sodoma, are considered amongst the most important Renaissance artworks in Italy, and relate to chapters from Benedict’s life. They’re huge, 3 meters high or more. They tell the story of his meeting with the barbarian leader threatening his monastry; how he saved the life of a servant who had stolen from him; how monks tried to kill him with poisoned wine, but the wine glass shattered. They might be a bit fanciful, but with a guide book they’re fascinating. One of the painters, il Sodoma, often puts little animals in his paintings, dogs and cats fighting under a table, badgers and something that looks suspiciously like a big weasel.

I’m conscious I’m not selling these frescoes very well – they’re fantastic, and you can see some of them in Chris Yates’s collection of photos here. Alternatively, you can read more about the Abbey on Wikipedia here.

2. Brunello di Montalcino

Having cycled 10 Km up to the Abbey, we cycle 10 Km down to lunch in the medieval town of Buonconvento. Last October I tried to cycle all the way from the Abbey to Buonconvento without pedalling. Turns out it’s not all downhill, but bloody nearly. The Mayor of London, Boris Johnson, used the phrase ‘windblown bliss’ talking about his love of cycling. That’s this stretch.

After lunch we head for Montalcino. This is a beautiful medieval hilltop town, sitting 567 metres above sea level overlooking the Val D’Orcia. Montalcino is best-known for its famous wines, the Brunello di Montalcino. Every third shop in the town is an enoteca, a wine shop, and on our climb up into the town we visit the vineyard of Tenimenti Angelini, producers of the famous Val di Suga, among other prestigious wines.

I’ve no idea why they let us visit here. Each year when I call they tell me “we don’t accept visitors in the afternoon. Wait, are you the cyclists? Oh, will we see you at 3 o’clock as usual?” One day they might not say yes, but until then it’s a privilege for a wine-lover to visit this vineyard.

Tenimenti Angelini, reminding their Brunello di Montalcino of its links with the sea.
Tenimenti Angelini, reminding their Brunello di Montalcino of its links with the sea.
They have some funny ideas. The family have ties to the coastal region of Tuscany, and the soil around Montalcino contains many fossils that demonstrate (to non-creationists, at least) that this area used to be under the sea. So the barrel ageing room is hung with sails to remind the wine of its maritime heritage. Seriously. The sails are real, they line the ceiling, how can you keep a straight face? But the wines are delicious, so who cares?

2. Montalcino

There it is, on top of a bloody great hill.
There it is, on top of a bloody great hill.
How do I disguise the fact that the ride up to Montalcino is a tough old slog? Today is basically up, down, and up again, with not a lot of flat in between. But when we get to Montalcino, what a place!

Montalcino was part of the Sienese sphere throughout the renaisaance period, which placed it at odds with Florence in the seemingly endless wars between the Ghibellines (supporters of the Holy Roman Empire) and the Guelphs (supporters of the Papacy). (If you want to read a brilliant book about how the fall of the Roman empire led directly to the mosaic that was renaissance Italy, to Unification, and even why Italy is the way it is today, then have a look at “ The Italians.” by John Hooper. Just order it, it’s brilliant.)

The enormous view from Montalcino
The enormous view from Montalcino
Four years after Siena succumbed to Florentine rule, so did Montalcino, and centuries of gentle economic decline was only reversed with the spectacular rise in popularity of the Brunello wines in the last forty years or so. Montalcino is conspicuously prosperous, and it really is all based on the wine trade. It’s a beautiful medieval town, and it also boasts truly special views.



If you want to see more photos of our tours in Tuscany, here are three galleries you might enjoy:

Tuscany, Gallery 1

Tuscany, Gallery 2

Tuscany, Gallery 3

Share this article