<i>Valdimontone di Siena</i> is Siena, Tuscany, Italy. Photo via Flickr:Dimitry B

Grapes ripening in Chianti, Italy. Photo via Flickr:Francesco Sgroi
5/5 (1 rating)

Tuscany Road Bike Tour

Italy Bike Tours

Bike in Tuscany and discover Italy’s artistic heritage and stand-out cities!

  • Cycling in Tuscany is an experience unlike any other, a challenge, for sure, but a road cyclist's dream come true! You will explore the full range of this region's wonderful landscape, the hilly Volterra area, the Mediterranean Sea, the Chianti region, where the “Chianti Classico” comes from, and wonderful Crete, in the south of Siena. Biking Tuscany’s hills is the perfect place to begin or end a cycling season, the temperatures are perfect to cycle all year round, so much so that many professional teams (incl. T-Mobile Team) arrive in February to prepare for the cycling season.

    You can choose between two routes from about 70 km up to about 115 km everyday. The difference in altitude will be from 7.100 meters up to 8.500 meters and because you will have two overnights in each location, you can explore more and you will not have to pack every day. With the excellent route descriptions and signposting on the route, it will be a real pleasure to cycle on the tour.

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  • 2019
    Arrival March 15 to June 29 and September 20 to October 26: £ 905 $ 2,006 1065 $ 1605 NOK 10029 kr 9257 $ 1,203 Single supplement: £ 217 $ 480 255 $ 384 NOK 2401 kr 2217 $ 288 Supplement for single traveler: £ 149 $ 330 175 $ 264 NOK 1648 kr 1521 $ 198

    July 5 to September 14: £ 884 $ 1,959 1040 $ 1567 NOK 9793 kr 9040 $ 1,175 Single supplement: £ 204 $ 452 240 $ 362 NOK 2260 kr 2086 $ 271 Supplement for single traveler: £ 149 $ 330 175 $ 264 NOK 1648 kr 1521 $ 198

    extra options

    Dinners (7) included: £ 191 $ 424 225 $ 339 NOK 2119 kr 1956 $ 254 Extra night in Montecatini Terme (3/4 star hotel):
    Double/twin:  £ 59 $ 132 70 $ 105 NOK 659 kr 608 $ 79 Single supplement: £ 17 $ 38 20 $ 30 NOK 188 kr 174 $ 23 Extra day bike rental: £ 21 $ 47 25 $ 38 NOK 235 kr 217 $ 28

    Transfer (advanced reservation required, payment is made directly to driver): 
    Florence to Montecatini Terme: £ 115 $ 254 135 $ 203 NOK 1271 kr 1173 $ 153 Pisa to Montecatini Terme: £ 115 $ 254 135 $ 203 NOK 1271 kr 1173 $ 153

    please note

    Rates are per person based on double occupancy.

    Information to read before you book.

    We recommend purchasing bike trip insurance.

    Please see our FAQ.

  • Travel

    Fly to Rome, Florence, or Pisa. Train transfer to Montecatini Terme

    Local Travel

    From Rome, train to Montecatini Terme is just under 2 hours and 40 minutes. From Florence or Pisa airports, train to Montecatini Terme, is about a 45 minute ride.


    Please check local conditions before your arrival. A good website to explore weather related facts including average high/low temperatures and average rainfall is weatherbase.com. Average high temperatures in °F for the area are: April/56º, May/64º, June/71º, July/78º, August/77º, September/71º, and October/63º .


    Please do not forget to bring your cycling shoes and pedals! It is possible to shorten this tour to a 7day/6 night tour. Just ask for pricing!

Skill Level

This is a moderate to difficult self-guided tour. Cyclists in good physical condition can cycle the tour quite well. Biking in Tuscany means many hills withlonger climbs interspersed throughout. The routes are on mostly hard roads with light traffic. You may encounter more traffic when entering/leaving cities. This is a tour for experienced cyclists.

Where You’ll Stay

3 star and 4 star hotels

What’s Included

  • Accommodations in 3 and 4 star hotels
  • 7 x breakfasts
  • Tour information
  • Carbon Road bike (please bring your own pedals or indicate clipless pedal system required)
  • Luggage transfer
  • Detailed route descriptions & maps (one set per room)
  • 7 Day Service Hotline
  • GPS tracks on request

What’s Not Included

Extra Stay

Extra nights possible in Montecatini Terme

TypeSelf Guided
Length8 days
From1040 Rates
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Tour Dates

Arrival every Friday and Saturday from March 15 to October 26, 2019

(Please note that it can be very hot in July and August. Minimum 2 people required.)

Day-To-Day Itinerary

Tuscany Road Bike Tour Map

Day 1: Arrival in Montecatini Terme.
Day 2: Montecatini Terme - round trip tour, 44 or 50 mi. (70 or 80 km) / 600 or 800 hm
Day 3: Montecatini Terme - Volterra (90 km/1.300 hm or 110 km/1.600 hm)
Day 4: Volterra - Marina di Cecina (Mediterranean Sea) - Volterra (90 km/1.400 hm or 105 km/1.400 hm)
Day 5: Volterra - Siena (80 km/1.200 hm or 95 km/1.500 hm)
Day 6: Siena - Asciano - Siena (90 km/ 1.400 hm or 110 km/1.700 hm)
Day 7: Siena - Montecatini Terme (110 km/1.200 hm or 120 km/1.450 hm)
Day 8: Departure from Montecatini Terme

This tour can also be booked as a 7 day/6 night tour. Please ask!

Day 1: Individual arrival at Montecatini Terme
Your tour information will be waiting for you at your first hotel. Montecatini Terme is one of the most important spring towns in Italy. Many important people, like Giacomo Puccini and Giuseppe Verdi, were used to spend their time in the little town to enjoy the curative properties of this already in ancient times famous water. In Montecatini it is possible to visit the gorgeous “Terme Tettuccio” or to take one of the oldest funicular in Italy “Funicolare”(1898), visiting the old town Montecatini Alto. From there you can enjoy the wonderful view on the “Val di Nievole” valley and on the Apennines Mountains. The old, charming, medieval square “Piazza Giusti” offers you the possibility to drink a good glass of wine or to enjoy a delicious “gelato”, choosing the best way to end your cycling day!

Day 2: Montecatini Terme - roundtrip tour (70 km/600 hm or 80 km/ 800 hm)
From the spring town Montecatini Terme, in the north of Tuscany, you cycle to medieval city of Montecarlo surrounded with vineyards. First you will cycle in the flat lands of the nature reserve of “Padule di Fucecchio” and then cycling on through the light hilly Montecarlo area with his vineyards and olive groves. The longer tours leads you to Massa and to the beginning of the Apennin mountains. 

Day 3: Montecatini Terme - Volterra (90 km/1.300 hm or 110 km/1.600 hm)
Today's stage leads through nature reserves and wooded countries, passing the “Arno valley” and little medieval town. Enjoying the typical Tuscan landscape, you reach your destination Volterra (531 m about 1742 feet). The medieval city Volterra is very famous for its art handicraft with alabaster. The city discloses the Tuscan history from the Etruscan, through the Romans to the late middle ages and the Renaissance. The city is situated on the back of a mountain right in the middle of the Tuscan landscape. Thanks to its impressive position, according to the weather, you can enjoy a wonderful view from the Apuan Alps to the Tyrrhenian Sea. 

Day 4: Volterra - Marina di Cecina (Mediterranean Sea) - Volterra (90 km/1.400 hm or 105 km/1.400 hm)
Enjoying the wonderful view, you cycle from Volterra through the “Cecina” valley to the Etruscan Coast “Costa degli Etruschi”. The beach and the blue Mediterranean Sea in Marina di Cecina will welcome you after the efforts of this first part of the tour! 

Day 5: Volterra - Siena (80 km/1.200 hm or 95 km/1.500 hm)
Today's stage  leads first to the city “of the Gender Towers ” San Gimignano. The so called “Manhattan of Tuscany” is a little medieval town, which you will want to further explore! The second stage leads you through the vineyards “Colli Senesi”, passing by the castle of Monteriggioni to your destination Siena. Siena is a UNESCO World Heritage site and just few cities could preserve their medieval aspect so intact like Siena. The Gothic cathedral "Santa Maria” is just one of the many sights that Siena offers. You can appreciate its magnificent facade and admire the paintings inside, that make it the richest Church of the Christianity. In the middle of the city alleys one of the greatest Italian medieval Squares, the “Piazza del Campo”, opens out, like a theatre. The famous horserace “Palio” takes place in this square twice a year. 

Day 6: Siena - Asciano - Siena (90 km/ 1.400 hm or 110 km/1.700 hm)
Cycle to the south of Siena, discovering the bizarre landscape of the Crete. You ride on remote asphalt roads while enjoying the wonderful view through Asciano to the wooded country “Montagnola”. During the last few miles, you'll be able to see your destination, Siena, the city of “Palio”. 

Day 7: Siena - Montecatini Terme (110 km/1.200 hm or 120 km/1.450 hm)
Cycle through the wine region of “Chianti Classico” which is like a great garden of wine mountains, forest, cypress, and olive groves. In the afternoon you will stop in the birth village of Leonardo da Vinci and explore the region of Montalbano. The day ends back in Montecatini Terme. 

Day 8: Departure or extension of your stay. 

All distances are approximate.

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Tour Reviews

  • Michelle Henseleit 4 years ago     Verified Reviewer

    The hotel in Volterra was just OK but the location made up for it! The food at the hotel was terrible! We loved our stay in Montecatini and Sienna and the food was as good as we had hoped for.

  • Jerome Sims 5 years ago     Verified Reviewer

    My daughter and i just finished trip and it was a fantastic week. Rental bikes were awesome. And set up for the climbing. Beautiful countryside and a trip you should consider taking. A + trip all the way around and hotels were great and Hotel San Lino food was awesome. Book it today. Thanks

  • Greg McPhee 7 years ago     Verified Reviewer

    We did this tour in July and it was fantastic. The tour was very well organised, good directions and signposting. The weather was hot as you would expect and the ride challenging. I would recommend that people to some hill training before undertaking this ride. All the villages were on hilltops. Great scenery, food, wine - all that you would expect in Tuscany. The only downsides were that the tour does not in fact go through Lucca as the guide indicated. Also there were 3 of us and the bikes ranged from Dura-ace equipped carbon frame bike to a heavy aluminium frame bike with a granny gear. Other than that it was well worth it and certainly lived up to our expectations. The Italian drivers were also very respectful of cyclists.

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