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Giro di Toscana “Classico” – guided road tour in Tuscany

Experience the scenic beauty of Tuscany.

At a Glance

Min./Max. Partecipants

Minimum number of participants: 10
Maximum number of participants: 20
Minimum number of participants have to be met three weeks before travel date.

Guided Road Tour

  • Tour Guide (german, english, italian)


  • 7-night bed and breakfast in 4**** and 3*** hotels
  • 7x dinner (3-course meal)

Tour Schedule 2020

From Saturday Sept 26th 2020 to Saturday Oct 03rd 2020

Flexible arrival dates

On request, if possible, other departure dates can be arranged


Road cycling in a unique hilly landscape, plus staying in historic art and culture cities of Tuscany is what makes this tour especially attractive.

With the Giro “Classico – Guided“ you will experience the beautiful Tuscan landscapes in all their variety. The fascinating climb to the Etruscan site of Volterra, a trip to the Mediterranean and to Castellina in Chianti as “highlight“ of the week are also part of the programme, as are the charming Crete south of Siena and the town of San Gimignano with its many towers.

The point of departure and arrival is the spa town of Montecatini Terme, in northern Tuscany which is a hub providing ideal connections. The journey continues through the next stages, in a two-day rhythm, giving you a chance to relive your impressions while sitting down to enjoy a tasty dish of pasta and a glass of Chianti wine in one of the typical local trattorias.

Weather in Montecatini

Montecatini Terme, Toskana
Partly Cloudy
06:4517:16 CET
Feels like: 11°C
Wind: 8km/h NW
Humidity: 99%
Pressure: 1016.59mbar
UV index: 0
min 11°C


Total Kilometers

560 km to 585 km approx.

Stage lenght

6 stages between 75 km and 110 km long

Difference in level

from about 7300 up to 7900 hm gained


good basic conditions


Hilly landscape, characterised by regular ups and downs in the road
A few long climbs and hardly any flat stretches

Mostly away from busy main roads 

(apart from short stretches inside the stage localities)



7 nights bed and breakfast in 4**** and 3*** hotels

7x dinner (3-course meal)


Tour guide (languages: English, Italian, German)




Own signposting along the route


Welcome Drink

Aperitif at the end of the tour

GPS-tracks on request


  • Special leg massage with warm oil at the Thai Silk Spa in Montecatini Terme, 30 min. Price € 40.00 (reservations during the tour-info session and payable on site)

PRICE 2020

Tour Schedule


From Saturday Sept 26th 2020 to Saturday Oct 03rd 2020

On request other departure dates can be arranged

Arrival / Parking / Departure


Hotelgarage at a charge of € 50,- per week

Airport-Shuttle: on request we can organise airport transfers from Florence and Pisa to Montecatini Terme and back, about €100,- / Transfer

Any tourist tax, if due, is not included in the tour price.

(all Prices in Euro, VAT & Taxes Included)

**120€ “Solo traveller” luggage transfer extra charge. From 2 travellers we don’t charge it.


Individual arrival in Montecatini Terme

Welcome drink and tour-info session at the hotel in Montecatini Terme.

Vinci round trip (about 75 km, about 800 hm gained)

Our “home tour“ leads first of all through flat and then slightly hilly terrain. This unique cultural landscape follows the wine route known as “Strada dell‘Olio e del vino del Montalbano“, all the way to the small medieval village of Vinci, where you can visit the Leonardo Museum and the birthplace of the famous Renaissance artists. Cycling along olive groves and grapevines, the return trip starts with a longer climb which will give you a fantastic, worthwhile insight of the Monti Pisani mountain range and of the Valdinievole.

Montecatini – Volterra (about 90 km / 1300 hm gained or 110 km / 1600 hm gained)

Today’s stage will lead you initially through woods and nature reserves, before crossing the Arno valley and reaching the first shorter climbs. We will then be cycling southwards, through small medieval villages. This means a full immersion in the Tuscan hilly landscapes; from a distance it will already be possible to discern today‘s stage destination, Volterra, at a height of 531m above sea level.

Cecina round trip (105 km/ 1400 hm gained)

Enjoying a wonderful view, we will be cycling downhill from Volterra and then continue along the Cecina valley towards the “Costa degli Etruschi“. The sandy beach and the true-blue Mediterranean at Marina di Cecina will be your reward for the effort you have put into the steep climb to Guardistallo. The road lined with the tallest cypress trees in Italy and the hilltops covered in vines and olive trees around Bibbona offer another glimpse of pure Tuscany before a final ascent leading to the Etruscan site.

Volterra – Siena (about 80 km / 1200 hm gained or about 95 km / 1500 hm gained)

After a brief visit to Volterra and a long excursion around the valley, the route today leads through the hilly landscape, first of all to the town of San Gimignano, which beckons you to pause in its medieval setting. The second part of this stage is an excursions through the wine hills of the “Colli Senesi“, cycling by the “Castello di Monteriggioni“ before we reach the destination of today’s stage, that is to say Siena, which will require a final uphill cycling effort.

“Crete” round trip (about 90 km / 1400 hm gained)

South of Siena the bizarre as well as fascinating landscape known as the “Crete” is well worth a visit by bicycle. Continuous ups and downs lead you to Asciano. Quiet roads with charming views pass through Buonconvento and continue across the forest area known as Montagnola. With Siena as a destination in sight already during the final few kilometres, today’s tour ends in the city of the “Palio“.

Siena – Montecatini (about 110 km / 1200 hm gained)

The first part of this “royal stage“ includes the world-famous wine production area of ”Chianti Classico“. The climb to Castellina, leads to the highest point in the tour, 630m above sea level. From a landscape viewpoint, this area looks like an extensive garden, with vineyards, olive groves, cypresses and woodland all harmoniously intertwined. Cycling through the hometown of Leonardo da Vinci and the wine production area of Montalbano, we will make our way back to our point of departure in Montecatini Terme.

Departure or extended stay.


Just Check-in and go!

Montecatini terme

For those who do not wish to use their own bike, we have top-of-the-range “Wilier – GTR team” road bicycles.

Price 200€ / Tour week

Carbon Road Bike
Wilier – GTR team

New 2020! With disc breakes


Shimano Ultegra 11-speed: 11-28,  50-34

Frame Size
In order for us to be able to choose your rental bike in the best possible way, during the booking process we’ll ask for your height and the following three measurements of your bike: Size 1 – Size 2 – Size 3.
  • 2 Bottle Cages
  • CO2-Mini Pump
  • Spare Tube + Tyre lever
  • 1 Drink Bottle

Bike rentals and info

Rental contract / Payment

Bike Rental Terms & Conditions: Click here to read it or download it.

When the bikes are handed over in Scansano, a rental agreement is signed (see rental agreement) which includes the rental conditions.

Frame Size

To make sure that we can choose the best rental bike for you, please add a note on your booking form about your height. (see above)

Bicycle cleaning

Bicycle cleaning is included in the price.

Pedal systems

We recommend you bring your own pedals because these will be adjusted to fit your shoes. We will, in any case, provide a rapid assembling service on site.

* Please note, that our rented bikes may be fitted with the following pedal systems with an extra charge of 3,-€ / Day:

• LOOK Modell Keo
• SPD Shimano SL
• SPD Shimano


See what our customers have been saying!

“The rides were as challenging as described (which was great in our opinion!) Staying 2 nights in each community allowed us time to relax, and enjoy each area. Following the route was surprisingly easy, we just watched for the Silver dollar size directional signs at every intersection. We rented bikes and we were very pleased with the quality. An incredibly beautiful, stress free Tour!”
Joe Segale

“Our cycling trip was beyond our expectations. Starting with a welcome toast to the beautifully planned out route and lovely accommodations. We have already started thinking about our next trip with Giro di Toscana. Raimund, thank you and your team for one of the best trips we’ve had!”
Kathleen Dowd-Hill

“This is a great road bike tour and we will recommend it to anyone who is interested in joining a future tour. It is extremely well organized/well marked and Raimund was great. He helped us through a variety of issues.”
Barbara Donaldson

Should you require any further details, please do not hesitate to contact us!