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7-day Self-guided Cycling Tour of Tuscany

  • 7days
  • Italy

Single bed room:
Twin bed room:
Double bed room:
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Cycling Tours Europe

7-day road bike Cycling Tour of Tuscany

Looking for an amazing expereince in life?Here is a winning proposal to discover one of the most famous Italian regions, Tuscany.

This area is famous for its wines, its cities rich in art and the warm welcome you get from  its inhabitants: the right combination of emotions, scents and traditions  perfectly combined and ready to be discovered by bike.

From Piazza della Signoria to Piazza dei Miracoli passing Siena, San Gimignano, Volterra.

After a short visit of Florence, the first part of the tour brings you in the heart of  Tuscany, along the "road of wines", production area  of the famous Chianti, where you will be able to have a break during the stage and have a tasting in the numerous local wine cellars.

After Siena the tour continues towards Colle Val d' Elsa, the "Bohemia of Italy", then San Gimignano, famous for its towers adorning it, and Volterra, the city of the alabaster.  Finally you arrive in Pisa, the city of the leaning Tower.

Tour character: Level 4

Terrain characteristics: hilly land, with many climbs and descents (last stage mostly in descent). Global height of the tour: between 100 and 550 mt a.s.l., average duration of the stages: from 43 to 116 km per day. Roads: 100% asphalted

Included in the Cycling Tour:

  • accommodation in 3* hotels in double en-suite room (4* available on request for supplementary charge)
  • B&B service
  • luggage transport
  • App with tour map and itinerary (with points of interest, services and GPS position. The App provides GPS tracks that can also be used offline), one handlebar mobile holder.

Not included in the tour:

  • journey to/from Italy
  • lunches, dinners, drinks
  • bike rental
  • entrance fees
  • insurance
  • tourist taxes (15 to 17€ depending on the category)
  • everything extra and everything not specified as “Included”. Paper road book is available with supplement of 15€ (to be booked in advance)

 Rental bikes:

  • Suppl. road bike rental - EUR120
  • Suppl. city bike rental - EUR90

Please book your bikes when you book the tour: [email protected]

General Information:

  • Parking: customers can park in the hotels private parking in Florence at about € 130 per week depending on the hotel
  • Briefing: in the morning of day 2 customers get route book , practical  information on the tour and bikes (if rented)
  • Return transfer: private transfer from Pisa to Florence is possible on request. Pisa to Florence centre or airport costs € 70,00 per pax (min 2 pax, own bikes included). Transfer must be required with the reservation and paid in advance.
  • Bike rental: the delivery of the road bike takes place directly at the bike shop, 900m far from the hotel. You will get the bike perfectly suiting you, according to your height, your leg length and inside leg and yet according to the chosen pedal type: please note we need to get all this information from you at the reservation. After the briefing on Sunday morning you go to the shop where have to furnish your credit card number for guarantee.
  • Minimum 2 x people
  • Departure Saturdays April to October

Slow Tours offers a number of other Cycling Tours in Europe

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  • Day 1


    Individual arrival in Florence, true jewel of the medieval and Renaissance art, one of the most important all over the world. Overnight in Florence.

  • Day 2

    Florence – Radda in Chianti (69 km)

    Today you start your adventure in the heart of Tuscany, a land rich in art, scents and traditions. You start cycling from Florence to Impruneta, the caretaker city of the terracotta art, where you can visit ancient villas and the Basilica. After approximately 10 km you will reach Mercatale, a small town surrounded by Chianti hills, you will be able to taste three wine varieties and other native products of the area at the wine cellar of Palagio castle. You are now along "the road of wines". You can’t miss a visit in Greve in Chianti. The main public square with its original irregular triangle shape is still an important exchange point, what is especially true during the Extension Market of the Chianti Classic, taking place here once a year. You continue across the fortified medieval village of Montefioralle dominating Greve, and then, after the splendid villages of Panzano, you reach Radda in Chianti. The Classic Chianti, situated between Florence and Siena, appears like a hilly landscape varied and colourful. Here the famous wine was born during the Etruscan age. In Radda in Chianti it is possible to admire the Pretorio Palace dating up to ' 400 and the remain of its walls and of the medieval towers. Overnight in Radda in Chianti.

  • Day 3

    Radda in Chianti - Siena (43 km)

    Today the tour moves from Radda in Chianti to Siena. The first stop will be at the Meleto’s Castle, an ancient fortification transformed into a magnificent typical villa of the Tuscan countryside. Cycling over the fortified village of Castagnoli you’ll continue until the famous Castle of Brolio which is rich in suggestions coming from ancient times. Here you can have a tasting in the Ricasoli wine cellar. In the afternoon you’ll reach Siena, famous for its Palio and laying down on a cross road of hills creating a colourful scenery. While visiting the city you will meet some of the most remarkable monuments in Italy - Piazza del Campo and the Public Palace, Buonsignori Palace with the National Pinacoteca (where you can admire pictures of Duccio, Lorenzetti, S. Martini etc). The Cathedral built from the XII sec and covered from white and darkgreen marbles. (And also) the Piccolomini Library, the Baptistry and the Museum of the Metropolitan Work). Overnight in Siena.

  • Day 4

    Siena – Montalcino – Siena (70 or 116 km)

    Leaving from Siena and cycling through sweet small hills you’ll cross some little villages like Murlo. From here on you discover the famous Brunello vineyards and vineyards are taking you up to Montalcino. After a stop there to taste some wine you continue towards Asciano e then the Monte Oliveto Abbey, a really quiet place, ideal for a peaceful pause. You are now in the area known as “Crete Senesi”. This territory contains all of those things which we have come to associate with Tuscany. A landscape of gently undulating hills, lined with cypress trees and covered by a patchwork of fields, olive groves and vineyards, a place where to find tiny rural villages, fascinating hill top towns, and great art cities. This is the landscape you cross while cycling to Siena (108 km). You can shorten the stage cycling up to Buonconvento. From here take a train directly to Siena (70 km).

  • Day 5

    Siena - Volterra (73 km)

    Leaving Siena you continue cycling along the Francigena Way crossing some little villages like Sovicille before reaching Abbadia a Isola whose church is famous for being similar to the entrance to Holy Sepucher in Jerusalem. Along the way you can have a sight of Monteriggioni’s castle, whose "cerchia tonda". You’ll continue then until castel petraio and then Colle Val d' Elsa, the so called "Italy’s Boemia". Colle val d’Elsa is an ancient Etruscan citizen allied since 1100 to Florence against Siena. It has seen a great development from 1400 when the most flourishing fabrication of the glass began. Taking advantage from the engine force of river Elsa. Possible visit to an handicraft laboratory of crystal manufacture. From Colle val d’Elsa you’ll cycle to San Gimignano. The town, up on a hill, dominates the Val d' Elsa. A a splendid example of well-preserved Medieval city. Its fame is mostly due to the numerous towers still adorning it. For its particularity it has been declared universal patrimony from the Unesco. The village, locked up in its walls, consists of two aces that are intersected to cross from east to the long west the axis that goes from the Hill of the Tower to the Hill of Montestaffoli. From north to long south the axis that goes from Saint Giovanni Door to Saint Matteo Door where also the Francigena Way passes through. In the late afternoon you’ll arrive in Volterra, a city with about 3000 years of history. Volterra is well known for its laboratories where alabaster is worked and you can visit the Acropoli, the roman theatre and the walls around the historical centre. Overnight in Volterra.

  • Day 6

    Volterra - Pisa (76 km)

    Departure from Volterra to Ghizzano, the village encircled from vineyards. After approximately 2 hours cycling you’ll reach Calcinaia. After a few more kilometres, you arrive in Pontedera. From here on you follow the Arno river up to pIsa , the city of the hanging Tower. Overnight in Pisa.

  • Day 7


    After breakfast end of the tour. Free time to visit the city: the Cathedral, the Baptistery and the famous hanging Tower.

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Please enquire for dates

Car rental in Italy

If you would like to drive yourself before or after your tour, ask us for a quote on any brand new Renault, Peugeot or Citroen vehicle for driving in Europe.

Pick up your vehicle from most capital cities in Europe and return it to your drop off destination. Top insurance cover. Email [email protected] for a competitive quote

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