Skip to main content

Tuscany Cycling Holidays

On our Tuscany cycling tour, we'll spend plenty of time in rural Tuscany, exploring Chianti, the Val D'Orcia and Le Crete.  But we'll also visit spectacular medieval towns and villages like Siena, Montalcino and San Gimignano.

The food in Tuscany is wonderful, lots of herbs, local olive oil and local specialities.  The wines are delicious and fascinating, and we'll explore wines from Chianti, the Brunellos of Montalcino and the Vino Nobile di Montepulciano.

Tuscany also boasts beautiful Abbeys and Duomos and evokes the atmosphere of Dante, Machiavelli and Renaisaance Italy.  Some of the highlights of the cycling holiday include the frescos at the Abbay of Monte Olivetto, and Montepulciano, the highest of all the Tuscan hilltop Cities. 

Trip details

One of our more difficult tours; we start in San Gimignano and finish in Montepulciano; 8 days / 7 nights

Tour dates

We have just returned from a brilliant holiday in the Dordogne with the Chain Gang. I just wanted to drop you an email to let you know what a fabulous time we had and how great Pete was to have alongside us. He is the perfect combination of mechanic, butler and court jester. You can tell him that!

I have no doubt that we will join a tour next summer too. Possibly in Provence next time.

Finally, I wondered if you could tell us what bikes we were riding? We have decided to buy ones as similar as possible as they were so good

Great week in the Dordogne, great bikes. Lyndsay Parker, UK

More About Your Bike Tour In France, Italy and the UK

Every month we send out a newsletter full of cycling trivia, food and wine, Chain Gang bike tours and other useless information. We try hard to make it interesting, I'm sure you'll enjoy it, please enter your name and email address to sign up.