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Tuscan Roads: Renaissance Cities and Road Riding

“Our first ever bike tour and first visit to Italy did not disappoint.” — L.D.F.

“Our first ever bike tour and first visit to Italy did not disappoint.” — L.D.F.

“Our first ever bike tour and first visit to Italy did not disappoint.” — L.D.F.

“Our first ever bike tour and first visit to Italy did not disappoint.” — L.D.F.

“Our first ever bike tour and first visit to Italy did not disappoint.” — L.D.F.
  • 7 nights | 60 miles/day
  • Self-guided from: €789
  • View Dates
  1. Variety: Choose from more than 200 tours offered by local operators in 35 countries.
  2. Advice: Our informed advisors help you choose the trip that's right for you.
  3. Lower cost: You pay local tour company prices—less than what big American companies charge.
  4. Great exchange rates: Pay low rates thanks to the millions of dollars in foreign currency we buy each year.
  5. Convenience: We handle the full booking and payment process.
  6. Support: We’re your advocates from initial planning through final pedal stroke.
Tour Type: Guided Self-guided

Tour description

This tour combines road cycling through a unique, hilly landscape with staying in historic artistic and cultural cities in the region of Tuscany.

On the Giro "Classico" you will experience the beautiful Tuscan landscapes in all of its variety. The fascinating climb to the Etruscan site of Volterra, a trip to the Mediterranean, and to Castellina in Chianti are "highlights" of the week. You will also visit the charming landscape of 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.

Daily program

Day 1: Individual arrival in Montecatini Terme
Tour information provided and detailed tour briefing at your first hotel.
Overnight in Montecatini Terme.

Day 2: Vinci roundtrip (47 miles, 2625 feet gained/75 km, 800 hm gained)
The tour starts by leading you 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 long climb which will give you a fantastic, worthwhile sight of the Monti Pisani mountain range and of the Valdinievole.
Overnight in Montecatini Terme.

Day 3: Montecatini Terme – Volterra (56-68 miles, 4265-5249 ft gained/90-110 km, 1300-1600 hm gained)
Today’s stage will lead you initially through woods and nature reserves, before crossing the Arno valley and reaching the first short climbs. We will then be cycling southwards, through small medieval villages. This means a full immersion in the hilly landscapes of Tuscany; from a distance it will already be possible to discern today‘s stage destination, Volterra, at a height of 531m above sea level.
Overnight in Volterra.

Day 4: Cecina roundtrip (65 miles, 4593 ft gained/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 is 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.
Overnight in Volterra.

Day 5: Volterra – Siena (50-59 miles, 3937-4921 ft gained/80-95 km, 1200-1500 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 excursion through the wine hills of the “Colli Senesi“, cycling by the “Castello di Monteriggioni“ before we reach the destination of today’s stage, Siena, which will require a final climb.
Overnight in Siena.

Day 6: "Crete" roundtrip (62-75 miles, 2297-3937 ft gained/100-120 km, 700-1200 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“.
Overnight in Siena.

Day 7: Siena – Montecatini Terme (68 miles, 3937 ft gained/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.
Overnight in Montecatini Terme.

Day 8: Departure

Route map

Maps reflect your approximate overnight locations and do not reflect your actual cycling route.


Saturdays: Apr 6-Oct 19, 2019 (minimum 2 persons)


Prices are shown in the local currency EUR.

Prices other than in the local currency are based on current exchange rates and will vary.

Prices other than in the local currency are based on current exchange rates and will vary.

Prices other than in the local currency are based on current exchange rates and will vary.

Tour package
Per person, double occupancy
€ 789
Single room surcharge (1 person/1 room)
€ 220
Solo traveler surcharge (1 person in party)
€ 120
Bike Rentals
Carbon road bike
€ 170
Hybrid bike
€ 120
Extra Nights, Montecatini Terme
Per person, double occupancy
€ 68
Single room surcharge (1 person/1 room)
€ 20
Please note: Instead of operating bicycle tours ourselves, represents local bicycle tour operators around the world. Review the tour operator's information and terms below, then submit your booking request through The primary benefits of booking your tour through include:
  • Lower cost: You pay local tour company prices—less than what big American companies charge
  • Variety: Choose from more than 200 tours offered by local operators in 35 countries.
  • Advice: Our informed advisors help you choose the trip that's right for you.
  • Great exchange rates: Pay low rates thanks to the millions of dollars in foreign currency we buy each year. Or pay in euros!
  • Convenience: We handle the full booking and payment process.
  • Support: We’re your advocates from initial planning through final pedal stroke.
Contact us with any questions about booking and paying for your tour through We look forward to serving you!

Giro di Toscana Terms and Conditions

Cancellation by the Customer/Substitute Participants/Changes to the Reservation
1. The Customer may withdraw from the agreement at any time prior to the start of travel. We recommend that the Customer communicate his or her cancellation in writing. In the event of a cancellation or no-show, we shall be entitled to charge the following fees (percentages refer to the price of travel):

  • Up to 28 days before the start of travel: 20 % / minimum €50,
From 27 to 14 days prior to the start of travel: 30 %
  • From 13 to 8 days prior to the start of travel: 50 %
  • From 7 to 4 days prior to the start of travel: 70 %
  • From 3 days and no-show: 90 %
  • By travel expensen 100% on the travel price.

We recommend a travel withdrawal insurance, please note that the insurance doesn't work for travel expenses. For that case you shall take another insurance.

2. Each registered travel participant may allow a third-party to take his or her place if he or she notifies us thereof in writing up to three days prior to the start of travel. The tour operator may refuse the third party's participation for good cause. The conditions of cancellation above shall apply. If a substitute person takes the registered participant's place, this shall not affect the original contract. We shall be entitled to charge €50 for change fees.

3. Changes to the booking in terms of number or types of rooms, hotel category and type of board shall, providing such is possible in the hotels and there is sufficient capacity available, is basically possible up to 14 days prior to the start of travel. Nonetheless, we will however have to charge you for the time and effort involved. For each change, we shall charge you €50.

I. Conclusion of the Travel Agreement
1. By registering, the Customer undertakes to enter into a travel agreement with the tour operator. Registration shall take place in writing on the form designated for this purpose. A telephonic, oral or other form of registration with us or one of our partner agencies shall be equally binding. Registration shall be carried out by the registering party for all co-named participants. The registering party firmly agrees to these conditions of travel, including on behalf of and for the co-named participants.
2. The agreement shall come into being upon acceptance by the tour operator or its partner agencies upon sending the booking confirmation.
3. Subsidiary agreements and amendments to the concluded travel agreement shall require our written confirmation.

IV. Services
1. With regard to the scope of the contractual services, the descriptions of service provided in the current EUROBIKE catalogue shall be authoritative, but not however any differing statements or promises by intermediary travel agencies, town or hotel brochures or other third parties. The stopover locations are the most frequent and main stopover destinations on the cycling tours. Under certain circumstances, we must require your consent to be placed in towns in the immediate vicinity without any deductions.

2. The price of travel listed is per person based on occupancy in a double bed room. If available, a single bed room can be booked for a surcharge. In some hotels however there are only a limited number of single bed rooms meaning that you may if necessary have to make due with a simpler room or, under certain circumstances, have to go to another hotel or private bed and breakfast. If, exceptionally, no single bed room can be made available, you will have to share a room in a two bed room. In this case you will of course receive a prorated refund.

3. For families, we grant the following discounts off the basic price and extra nights as a third person in a double room with two full paying guests: 0 to 5.99 years old: 100% (any costs incurred shall be paid on site), 6 to 11.99 years old: 50%, 12 to 14.99 years old: 25%, age 15 and up: 10%

V. Liability and Limitation of Liability
1. The tour operator shall be responsible for making pre-travel preparations, careful selection and monitoring of the service providers as well as for the accuracy of the descriptions of service valid for the period of travel at the time our catalogue is printed.
2. Travellers shall take part in our cycling journeys at their own risk. Minors may only participate in a journey when accompanied by a parent or guardian.
3. Every travel participant shall be responsible for ensuring that his or her health is suitable for the requirements of travel.
4. In addition, every travel participant shall be responsible for the observance of traffic regulations.
5. The conditions of carriage of the particular transport companies shall apply to all means of transport (bus, boat, airplane, etc.).
6. If, due to reasons beyond our control (adaptations, renovations, etc.) a scheduled tour cannot take place, we cannot assume any liability.
7. In the event of damage caused solely by one of the service providers selected by us or which is not due to premeditation or gross negligence on our part, then our liability shall be limited, regardless of the legal basis, to three times the price of the journey.
8. In the event of loss or damage to travel luggage, we shall only be liable if the loss or damages is caused by us and is communicated to us immediately after the occurrence. In this event, we shall only be liable for up to a max. of EUR 200.00 per person. We assume no liability for: items which are not usually transported in travel luggage, means of payment of any sort, for visual damage and damage to handles and wheels or damages to pieces of luggage weighing more than a total of 20 kg. We recommend that you take out a travel security package to cover these risks.
Transportation of customer bicycles before, during and after our cycling journeys is possible at the customer’s own risk only. The settings of our cycle carriers are fitted to our rental bicycles, therefore minor damages (e.g. scratches to the paintwork) can occur. Consequently, we cannot be made liable for damages originating from transportation. Above mentioned limitation of liability is also applicable for partner tours and transportation via third parties.
9. If a journey is cancelled due to reasons beyond our control (strike, natural disaster, etc.) or if the minimum number of participants of guided group tours (8 people) and bike & boat tours (15 people or as listed in the offers) is not reached, we reserve the right to cancel the journey up to 25 days before the planned travel date. In this event you shall be notified without delay and will be refunded any amounts already paid to us. You shall not be entitled to any compensation beyond this.

VI. Guarantee
1. Remedies: If the travel service cannot be performed as specified in the agreement, the Customer can demand redress. What is contractually specified shall be based on the one hand on the description of service and on the other on what is customary in the destination country. The tour operator can refuse a remedy if it requires disproportional costs and efforts but shall also be entitled to provide a remedy in the form of services of equal or greater value. Substitute services can only be refused by the Customer for a significant, objectively identifiable reason. The demand for a remedy shall be communicated directly to us or to the guide. The guide shall have no authority to recognise claims.
2. Travel Price Reduction: The Customer may, after returning from the journey, request a reasonable reduction in the price of travel (discount) for the duration of the contractually non-contractually compliant portion of the journey until a remedy is provided by the tour operator. The reduction shall not apply if and to the extent that the traveller, through his or her fault, fails to communicate the deficiency to the parties listed in Item VI (1) in a timely manner so as to enable them to provide a remedy.
3. Any claims must be lodged with us no later than one month after the contractually scheduled end of travel.

VII. Duty to Cooperate
1. If the traveller does not receive the travel documents in a timely manner, he or she must inform the tour operator without delay.
2. The traveller is required, in the event of any issues disrupting the provision of the services as described in the agreement, to take all reasonable steps to contribute to remedying the disruption any to minimise or avoid any damage. The Customer is, in particular, required to lodge his or her complaints without delay to the parties named in VI (1). These parties shall be in charge of providing a remedy if such is possible. If the Customer fails, through his or her fault, to communicate a deficiency, than he or she shall have no claim to a reduction in price.

VIII. Miscellaneous
1. The Customer shall be responsible for complying with all passport, visa, customs and health regulations.
2. We must reserve the right to make changes to prices and services and to correct any mistakes and typographical errors.
3. The invalidity of individual provisions in the travel agreement shall not invalidate the rest of the agreement.

IX. Jurisdiction/Applicable Law
1. The agreement is governed by Austrian Law.
2. The Customer may only bring legal action against the tour operator at its registered place of business.
3. The Customer's place of residence shall be authoritative for actions by the travel against the customer unless the action is directed against general merchants or persons without a general place of jurisdiction in Austria. In this case, the registered office of the tour operator shall be authoritative.


With us, your money is insured!
Pursuant to the Travel Agency Guarantee Decree [Reisebürosicherungsverordnung (RSV)] for all-inclusive journeys offered by the tour operator (registration number 1999/0035 in the Directory of Tour Operators of the Federal Ministry of Economics, Family and Youth, customer funds are secured subject to the following conditions: any payments exceeding those indicated in Item II or previously paid down payments and payments of balances owing may not be demanded nor are they secured. The guarantor or insurer is Volksbank Braunau, 5280 Braunau (bank guarantee no. 5746).
Filing of any claims must be done with the liquidator (Europäische Reiseversicherung AG, Kratochwjlestestraße 4, 1220 Vienna, Tel. no. +43(1) 317 25 00, Fax. no. +43(1) 319 93 67) within 8 weeks insolvency being declared.
Applications for refunds must be submitted, duly documented within 8 weeks of the claim arising. You shall receive a corresponding insurance certificate along with your booking confirmation.

All photos used by permission. ©Giro di Toscana