Road Bike Tours Italy
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Tuscany (Italy)


Available dates:

  • May 5th 2024
  • June 2nd 2024 Confirmed
  • September 15th 2024
  • September 19th 2024
  • June 2nd 2024

Bike Tour

Tuscany – Hills and Sea

Bicycle tours in Tuscany (Italy)

From splendid Siena to the unique Elba island, an exciting journey by road bike through the beautiful tuscan countryside.

From splendid Siena to the unique Elba island, a cycling vacation by road bike through the beautiful Tuscan countryside. Five days up and down, between the hills and the sea, along the scenic Elba island roads. A road bike is a privileged viewpoint to appreciate the inimitable variety of landscapes: with our wheels on the mainland, we can discover hidden villages full of history and surrounded by unspoiled nature.

Also for this road bike tour in Tuscany, we have chosen characteristic accommodation and delicious dinners in restaurants, where you can taste typical local dishes and wines of the best vineyards, will be the setting for our days in the saddle. We propose this bike tour in spring and autumn when you can appreciate the beauty of the local landscapes at their best. The tour is divided into stages, which are appropriate for cyclists with a medium level of training. Besides, we ensure you the constant presence of our minibus and a guide: in case of unexpected problems, you will have complete assistance.

Tuscany (Italy)
Start point:
Finish point:


  • 6 nights accommodation
  • 6 dinners
  • 6 breakfasts
  • Luggage transfer
  • Taxes
  • Van Assistance
  • Technical bike guide
  • Technical assistance
  • Technical Bike Shirt
  • Return ferry to Elba island
  • Transfer station-hotel
  • Medical Assistance Insurance
Not included:
  • tips
  • laundry service
  • drinks at dinners
  • lunches
  • everything not explicitly written on this page


Available dates:

  • May 5th 2024
  • June 2nd 2024 Confirmed
  • September 15th 2024
  • September 19th 2024
  • June 2nd 2024

Why tour with us?

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Customer testimonials




7 days


7 people

Total KM

352 km

Daily KM

65/75 km


medium difficulty


bike & e-roadbike rent

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Day by day

Day 1: Arrival, transfer to the Hotel

Arrival in Siena, welcome from the staff. Presentation of the bike tour, preparation of bikes, welcome drink and then dinner Monteriggioni Castle.

Overnight at Sangallo Park Hotel.

Day 2: Siena – Chianti Hills Loop

  • Distance: 72 km45 mi
  • Elevation: 1150 m3773 ft

There is no better way to get in touch with this extraordinary region, than start our unique tour with a cycling day through the famous and breathtaking Chianti Hills. These rolling hills are famous all over the world for their delicious wine. We’ll start our day pedaling towards Radda in Chianti, an enchanting old Tuscan village. Our road will be an easy and constant ascent, surrounded by a lot of vineyards and pristine

After leaving Radda in Chianti we head to Castellina in Chianti, when we arrive in the village we’ll take a delicious capuccino to recover energy for our last effort, coming back to Siena. A typical acclaimed restaurant is waiting for us to close this unforgettable first day.

Overnightin Siena.

Day 3: Siena – Volterra

  • Distance: 78 km48 mi
  • Elevation: 1400 m4593 ft

Starting from Siena, crossing small hillside villages and with a view of the castle of Monteriggioni on the way, we reach Abbadia a Isola, which was an important stop along the Via Francigena, the ancient route that in medieval times connected Canterbury to Rome.

We then continue to Castel Pietraio and Colle Val d’Elsa, an ancient Etruscan town that owes its development in the 15 th century to glass production. Pedaling, we reach San Gimignano at 324m a.s.l., in the Val d’Elsa, a small medieval town whose many towers, still intact, dominate the landscape.

Finally, we arrive in Volterra, an ancient town with over 3,000 years of history. Situated in the province of Pisa, Volterra is considered, with its Acropolis, its surrounding walls and its “gates” to the historic center, one of the Italian municipalities that has best conserved its Etruscan origins. The cathedral, the imposing Medici Fortress and Palazzo dei Priori instead date back to the medieval period. And, for fans of the “Twilight” saga, it was here that the fascinating vampire Edward Cullen gives himself up to the dreaded Volturi.

Dinner and time to visit the town. Overnight in Volterra.

Day 4: Volterra – Marina di Castagneto Carducci

  • Distance: 64 km40 mi
  • Elevation: 660 m2165 ft

We leave from Volterra, with our bikes, after an excellent breakfast to ride through a small hamlet, Saline di Volterra, famous for its salt water springs and for salt production. Through Pomarance and Montecerboli, important areas for the development and utilization of geothermal energy, up and down through historical villages such Sarezzano, Monteverdi Maritime and Doronatico we arrive at our destination: San Vincenzo.

On the Ligurian Sea on the famous Etruscan Coast, San Vincenzo developed as a town in ancient times and is therefore of extreme historical and cultural importance. In 1971 the Giro d’Italia started and finished in San Vincenzo which is now an important tourist resort. After settling into your room you will have time to relax and get ready for an excellent dinner with the rest of the group based on typical local produce.

Overnight in Marina di Castagneto Carducci.

Day 5: Portoferraio – Procchio (Eastern part of Elba island)

  • Distance: 45 km28 mi
  • Elevation: 820 m2690 ft

After breakfast and transfer by ferry from Piombino to Portoferraio on Elba Island we leave to explore the island by road bike. Green oasis of the Tuscan archipelago, Elba island is a mixture of beaches and cliffs, terraces overlooking the sea, villages perched on the hillsides with magnificent colors, flavors and fragrances that give the impression of visiting places where time has stood still. The third largest island in Italy, Elba was, thanks to its iron deposits, the heart of the Etruscan civilization and the remains of outposts and the Necropolis can still be seen today. After passing from Roman rule to that of the Ostrogoths and the Lombards the Island is full of testimonies covering thousands of years of history. And keep your eyes well open when you look at the horizon because if you see a ship flying the “skull-and-crossbones” flag it could well mean that the Ottoman corsairs, dreaded by the island’s inhabitants in the fifteenth and sixteenth centuries, have returned…

From the Volterraio road (Bagnaia, Nisporto, Nisportino) we will arrive in Rio dell’Elba, a typical medieval hamlet where a rushing stream worked the many mills. Soon after, continuing up the road which offers breathtaking views at every turn, we will reach Capoliveri, a beautiful medieval village perched on a hill at 167 m a.s.l.. We then return to Portoferraio, a Medici town with museums, mansions and fortresses; capital of the island, it was founded in the sixteenth century thanks to the Grand Duke of Tuscany Cosimo I. After arriving at our hotel there will be time to check our bikes, relax and enjoy the local food for dinner.

Overnight in Procchio (Elba Island).

Day 6: Procchio – Procchio (Western part of Elba island)

  • Distance: 51 km31 mi
  • Elevation: 790 m2460 ft

The day starts with breakfast to give us energy for the day’s cycling before heading off in the direction of Procchio and the smallest municipality on the island: Marciana Marina. As we climb up through the hills, we go through the hamlet of Poggio, nestled among century-old chestnut woods, until we reach Marciana, one of the most ancient inhabited areas of the island at a height of 375m a.s.l.. Descending in the direction of the most famous beaches, we go through Chiessi, a small hamlet situated on the “Costa del sole”, to the far west of the island.

Cycling towards our next stop, we reach Marina di Campo, a village situated at the foot of two hills, in the plain called Maremma dell’Elba. “Maremma” is also an area on the mainland, between Tuscany and Lazio, mentioned by the famous Italian writer Dante Alighieri in his works. Thanks to its prehistoric, Roman and Etruscan settlements, over the centuries the Maremma areas, both on the mainland and on the island, offer visitors stunning scenarios. Returning to Procchio we then arrive back in Portoferraio. An excellent dinner in the company of the group concludes our superb stay on the Island, a land of diverse landscapes which we have been able to appreciate better riding our bikes.

Overnight in Procchio-Elba Island.

Day 7: Departure

Breakfast and transfer by minibus to Siena.

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Customer testimonials


Frequently Asked Questions

Yes, we provide your transfer from the airport/station on the arrival day and to the airport/station on the departure day.

You don’t need to be an athlete to take part in one of our tours. We offer different levels of difficulty, from the easy/medium tours in Tuscany, the Northern lakes Area, and Piedmont to the more demanding on the mountains. In any case, our van is constantly with the group to provide any kind of assistance.

In order to provide the best service and guarantee the best cycling vacation to our guests, we have chosen to organize tours only for small groups, a maximum of 7 people. So, in case of tiredness, bad weather, or others reason, a spot in the van is always guaranteed. Our team is made up of a bike guide and a driver, these guides are focused on the group, taking pictures, and providing assistance during the stage.

Our van is constantly with the group, providing any kind of assistance. Two guides will take care of the group and being in a small group, everyone will be assisted.

Yes, being a boutique Tour Operator, we are specialized in private and tailor-made tours. If you are a group of friends, a family, or a cycling club, write us your preferences and we’ll come up with the perfect tour for you.

We can provide different types of bikes, speaking about road bike tours we can rent:

  • entry-level carbon frame road bike;
  • high-end road bike;
  • E-road bike.

For tailor-made and private tours, we can rent the bike most suitable for you.

“Medical Assistance Insurance” is included in all of our tours. We can’t provide Cancellation Insurance to extra Schengen clients, so we strongly suggest to our guests purchase Cancellation coverage.

Feel like Home

Night accommodation in the best hotels

Holidays with friends

Photo book & welcome kit

We take care of you!

Bike guide & technical assistance

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