Have you ever thought about experiencing a day bicycle tour in the heart of the Chianti wine region? It can be a very original idea for spending a weekend in a different way. Many kinds of bicycle tours are offered through the hills of Chianti visiting vineyards, villas and olive groves. You will have the chance to enjoy stunning landscapes and obviously, to taste a glass of wine and some Tuscan olive oil on  bread.
Here are some suggestions to combine fun and adventure through the Chianti region.

South of Florence: Between Radda and Volpaia.

Radda in Chianti is one of the most popular Tuscan areas chosen by bike lovers, located in the province of Siena. This itinerary starts in Radda in Chianti and is 19 kilometres long. We can say that it’s a short route, but not so easy to cover, as it is it has slopes and steep elevations. For instance, you’ll find a steep rise towards Castelvecchi and Volpaia. Nevertheless, the effort is worth it. There you’ll enjoy a view of the Chianti landscape that seems to be really postcard perfect. This itinerary is part of a cycling loop check this website for the whole map.

East of Siena: Tour of Chianti from Castelnuovo Berardenga.

This great network of cycling routes around the Chianti region covers the four main municipalities of Siena. If is dotted with countless wineries that offer chianti tasting.  If you choose to take part in this journey, you will start from Castelnuovo Berardenga and you will have the choice to pedal for as long as long 98 kilometres. In certain areas, It can be a demanding tour, suitable for people who love working hard and are not afraid of long distances and steep rises.
Up and Down visiting Abbeys and Castles from Castelnuovo Berardenga to Castle of Montalto

Starting from Castelnuovo Berardenga you can choose this track that is just 28 kilometres. As a matter of fact, short itineraries can be the most demanding ones. The elevation profile is really varying. There are no long rises but at the same time, you won’t find any flat ground for almost 27 kilometres from Badia to Berardegna, as well as in the areas of the Monastery d’Ombrone and of the Castle of Montalto.

Towards Monteriggioni.

It’s a demanding itinerary,  51 kilometres long.
Is a tour of great historic interest but characterised by stunning views at the same time, above all in the Val d’Elsa. Tackling this route, you can choose to take a dirt shortcut, recommended for those who love riding mountain bikes.
The hardest part of the itinerary is the short but steep ride from Staggia towards the state highway Cassia, as well as the final rise to Castellina.

Towards Siena.

This 65-kilometre itinerary is one of the hardest ever. You really need a suitable bike to experience the demanding tour that starts from Radda in Chianti. The route is bumpy, with lots of bends, and it doesn’t present sudden elevations or drops however from start to finish there are more than 800 metres of difference in elevation.
A deviation towards the historic centre of Siena and the Certosa of Pontignano is strongly recommended. Don’t forget to fully enjoy the final part that goes through the authentic Chianti of San Sano, Lecchi, Ama and Andine.