Experiencing fabulous towns such as Volterra, San Gimignano and Siena
Exploring the Chianti region at handle bar level
Enjoying the fantastic cuisine of the region
Choosing between a mountain bike, hybrid or racing bike for your Tuscany cycle experience
Tour description provided by World Expeditions
Experience the magic of Tuscany's countryside on an enlightening cycle through the enchanting towns and landscapes that characterise the region. Every day brings with it a diversity of sites including ancient monasteries, rolling vineyards and old olive groves, castles, villas and medieval centres ripe for exploration. Flexibility is a key component with the option to choose a tarmac road or off road mountain bike route according to your level of cycle experience. At night stay in characterful family run hotels where your hosts will introduce you to the delights of their local sites and trattorias.
7 breakfasts, 1 dinner
4 nights in 3 star hotels, with 2 nights spent in a guesthouse which also boasts its own wine bar and 1 night in a b&b.on a twin share basis with ensuite facilities
Information pack including route notes & maps
Day 1 Arrive San Gimignano
The trip begins at the first hotel in San Gimignano, known as the town of the beautiful towers which have dominated the hills south of the Elsa Valley since Etruscan times. There is much to explore in this small town, in particular the narrow streets and squares of the medieval quarter. Overnight in San Gimignano. Dinner is included this evening (except on Tuesdays when the restaurant is closed – in this case your evening meal will be included in Monteriggioni on Day 4). Your bike will be personally delivered either this afternoon or tomorrow morning. Accommodation: Our first choice is a 3-star hotel set in the pulsating heart of the town of towers, little changed for 600 years. The view from the rooms is mostly outstanding.
Day 2 Circular ride and return to San Gimignano (38 (mtn or Hyb) or 75km)
The first day of cycling takes you on a circuitous route through the countryside around San Gimignano, through vineyards and traversing gentle hills. The ride takes you to Certaldo through Vernaccia, San Gimignano’s white wine vineyards. The route will depend on the bike you have chosen. Alternatively you are free to relax around San Gimignano where you again spend the night. Racing bike riders have the option to discover the area of the Chianti Fiorentino in addition to Petrognano, Barberino and Montespertoli.
Day 3 Cycle to Volterra (37/48/83km)
A spectacular ride westwards over the hills to Volterra and for a more challenging day visit the Monastery of San Vivaldo. Racing bikes will also discover the lovely towns of Orciatico and Montecatini. Overnight in Volterra, a former Etruscan town with a commanding position high on a rocky plateau. More recently it was featured in the second ‘Twilight’ vampire movie/book, “New Moon”. Accommodation*: Our first choice is in a welcoming and comfortable 3 star hotel, which is in fact a villa from the late 17th century that has been restored. It is situated in a peaceful area near the medieval town wall. The hotel has a magnificent panoramic view of the area. All rooms have their own shower and toilet. The hotel also boasts an outdoor swimming pool.
Day 4 To Monteriggioni (41/59/82km)
Two options are available to you again today. Option 1 passes through the small town of Colle di Val d’Elsa while option 2 crosses the natural reserve of Tatti, to the medieval town of Casole. Both rides visit the monastic settlement of Abbadia Isola. The racing bike riders will also visit Montecastelli and Monteguidi. Overnight in the medieval walled village of Monteriggioni with its famous watchtowers. Accommodation: A small guest house within the medieval walled village of Monteriggioni; once the day-visitors have gone it is a haven of peace; the rooms (limited in number) are simply furnished, but all have private facilities and offer splendid views on the town and the surrounding country side.
Day 5 To Radda in Chianti, chance to sample the excellent wines (43 (mtn & Hyb) /85km)
Today you will be cycling into the Chianti hills and you will have the opportunity to sample several Chianti wines. The high point of the ride is Fonterutoli and the incredible open views. The racing bike option will take a route through the western part of the Chianti Classico hills climbing near to the highest peak of Monte San Michele. Accommodation: A B&B with loads of charm. The rooms are simply appointed but very comfortable in typical Tuscan style.
Day 6 Circular road to visit the castles and villas of the region (44 (mtn & Hyb) /86km)
A circular ride today throughout the Chianti hills visiting some of the most beautiful villas, castles and rural churches. Overnight Radda in Chianti. NOTE: if you are on a racing bike you will spend this night in Siena. The cycle continues through the eastern and southern area of the Chianti Classico hills with some great climbs and a visit to Brolio Castle before arriving in Siena.
Day 7 Cycle to Siena (28/41/98km)
The last day of cycling takes you to the interesting “Palio” town of Siena. En route visit the cantines and test the wines of Dievole. The proprietor is always ready to take you on a memorable tour, before continuing to Siena. The longer route takes you Brolio, whilst the racing bike route is a circuit through the Crete Senesi hills, with the highlight of a visit to the monastery of Monte Oliveto. After settling in to the hotel you will find all the famous places of this city within walking distance, with the Palazza il Campo being the famous centre of this medieval city. There are many museums, churches, and the huge Pisa Romanesque and Gothic cathedral. You can easily get lost in the warren of streets, all arranged into areas called "Contrada," as they have done for hundreds of years and from where the Sienese population gain their group loyalties and rivalries. Overnight Siena. Accommodation: a comfortable town hotel in rooms with en suite facilities, telephone, and TV. The Hotel is located at a walking distance from the train station or bus terminal.