Tuscany Self Guided Bike Tour

The home of Puccini and da Vinci and One of Italy’s most beautiful and beloved regions, Tuscany fires all the senses like no other destination. With lush, rolling hills, medieval towns and meandering roads our Tuscany Self Guided Bike Tour you will have many opportunities to enjoy the full scale of impressions, colours, shapes, and sounds in this region. Visit Florence, “la bella” – the beautiful one, Siena, Vinci, and Pisa and enjoy the solitude as you glide the hills cycling on quiet roads. Throughout the centuries, Tuscany has enchanted visitors. Behold the astonishing light, breathtaking views, and learn the secrets of a life well lived. We come here, as did they, for the magic of Italy. It can’t help but capture your soul.

Starting point
Montecatini Terme
We can also organise airport pick-up services from Pisa airport to your hotel. Please contact us for more details.

Florence (day 8 after breakfast). Possible transfer to the airport.

Category Country hotels: Overnight stays in well chosen country hotels in Tuscan style. All are located in the outskirts of the towns, centres to be reached easily by public transportation. Every hotel – except Florence – has a swimming pool (opening hours caused by the weather) to relax. In Montecatini Terme and Florence we book our category A 4**** hotels, centrally located.

Category A: well chosen 3*** und 4**** Hotels, with air conditioning, some with swimming pool

Category B: well chosen 3*** Hotels

Number of people
Minimum of 2

Level of difficulty
Easy. Accessible to everyone.

Luggage transfer
Luggage transfers by vehicle. You only need carry items that you wish to have available during the ride (camera, wallet etc).

Getting there
Direct flights to Pisa or Florence. Public transport information will be provided when booking. Private transfers also available.

What we do

We put together the trip for you: reserve the hotels, transfer the luggage and organise your transfers to the start of your itineraries. Each tour includes a complete Road book with detailed itineraries, information for visits along the way, a detailed map and total peace of mind with our 24-hour local support.

We work with local operators through-out each destination that are passionate about their regions.

We can tailor make this tour, if you want to add an extra rest day, spend a few days relaxing before or after the trip just let us know and we will be happy to provide a quotation.

1st day: Arrival in Montecatini Terme

In the hotel, you will first get detailed information on the tour and your bikes. Afterwards, we recommend taking a walk in the spa park or taking the historical rack railway train to Montecatini Alto.

2nd day: Vinci approx. 55 km

At the beginning of your tour, you will cycle through the vast plains of the valley Valdenievole, which is characterized by a lot of agriculture. You will continue through the first Tuscan villages, through olive groves to Vinci, the birthplace of Leonardo. We recommend visiting the museum in the castle since it is home to one of the largest and most original collections of machines and models of the inventor. Then, you will take quiet roads back to Montecatini Terme.

3rd day: Montecatini Terme – Pisa approx. 40-90 km

On your way to Lucca, you will pass the small, medieval wine town of Monte Carlo, where one of the few white wines of Tuscany flourishes. (Alternatively, you can take the train to Lucca). A bike ride on the historic city walls offers magnificent views of churches and towers that rise above the countless roofs of the city. Afterwards, you will continue to Lake Massacciuccoli (also called Lake of Giacomo Puccini) with stunning views of the sea and Pisa with its Court of Miracles (“Piazza dei Miracoli” – Leaning Tower).

4th day: Pisa – Casciana Terme approx. 50 km

First, the bike path leads you along the river Arno. Many fertile fields line your way and you will continue your tour through the Pisan hills, on whose gentle slopes sweet wines, olives, and juicy peaches grow. You will see small medieval villages located on the hilltops and soon you will have reached your today’s destination, the spa town Casciana Terme.

5th day: Casciana Terme – San Gimignano approx. 55 km

Today, you will cycle on beautiful trails through vineyards and rolling hills to San Gimignano. On your way, you will see images of the original Tuscany as they have been painted many times. Just before you reach today’s destination, the silhouettes of the famous medieval towers appear in front of you. Each aristocratic family once had their own tower here – and these towers still dominate the townscape.

6th day: San Gimignano – Siena approx. 50 km

The beautiful Tuscan landscape on today‘s stage makes you forget the small climbs on the route. Once you reach the small fortified village of Monteriggioni, you will feel as if you were in the Middle Ages. Today’s highlight undoubtedly is the architectonic paradise of Siena.

7th day: Siena – Florence approx. 50 km

The tour takes you into the midst of the wide Chianti region. Only here the world-renowned “Chianti Classico” wine, which is much respected among wine connoisseurs, is grown. The charming wine village of Castellina is on your way to Greve. Thanks to its famous wine and olive production, it is called the capital of the Chianti region. From here you will get back to Florence by bus.

8th day: Florence/departure

Take your time to visit Florence, the capital of Tuscany, with the nickname “la bella”, the beautiful one. Afterwards: individual departure, extension of your trip, or combination with the tours “Venice-Florence” and “Florence-Rome”.

Arrival dates
Saturdays between 06.04. and 12.10.
Season 1: 06.04. – 26.04. | 28.09. – 12.10.
Season 2: 27.04. – 24.05. | 07.09. – 27.09.
Season 3: 25.05. – 06.09.
Special dates on request!


Season Cat. Country hotels Cat. A Cat. B
Season 1: 06.04. – 26.04. | 28.09. – 12.10. 1075 968 842
Season 2: 27.04. – 24.05. | 07.09. – 27.09. 1105 999 862
Season 3: 25.05. – 06.09. 1145 1035 897

Accommodation category description
Category Country hotels: Overnight stays in well chosen country hotels in Tuscan style. All are located in the outskirts of the towns, centres to be reached easily by public transportation. Every hotel – except Florence – has a swimming pool (opening hours caused by the weather) to relax. In Montecatini Terme and Florence we book our category A 4**** hotels, centrally located.

Category A: well chosen 3*** und 4**** Hotels, with air condition, partly with swimming pool

Category B: well chosen 3*** Hotels

Surcharge single room €235
Electric bike €125
Child bike Available
Child seat Free
Child tag-along €75
Child trailer €75

Extra nights can be booked in Montecatini Terme and Florence. 

Montecatini Category B €63, Category A €63, Country Hotels €49
Florence. Category B €105, Category A €105, Country Hotels €69

  • Overnight stays in the selected category
  • Breakfast buffet or ample breakfast
  • Personal tour information
  • Luggage transfer between hotels
  • Excellently planned routes
  • Detailed travel information (route maps or overview maps, route description, tourist attractions, important telephone numbers)
  • Bus transfer Greve – Florence inclusive bike
  • GPS tracks available
  • Rental bike insurance
  • 24/7 local support


Hotel Mediterraneo 3*** – Montecatini Terme

In the middle of the wonderful and elegant thermal town of Montecatini Terme, you will find the cosy family-run Hotel Mediterraneo. The hotel has its own car park, a lift and…

Grand Hotel Duomo 4**** – Pisa

The leaning tower of Pisa is only 50m away from the Grand Hotel Duomo. We have 90 rooms, 2 suites, 4 conference rooms and 2 banquet rooms (for up to 300 people). We are always…


Hotel San Michele – San Gimignano

Nestled place in the beautiful Tuscan hills to the built in Tuscan style Hotel San Michele , approximately 1.5 km from the center of San Gimignano . Enjoy the family atmosphere…

Hotel la Cisterna – San Gimignano

When staying in the elegant La Cisterna hotel in San Gimignano, you are transported back to the medieval times. The building originates from the 14th Century and is located in a…


Hotel Embassy 4**** – Florence

Elegance, comfort, service and technology. That is the style of Hotel Embassy, which is located really close to Santa Maria Novella train station, the old town, da Basso castle,…


Hotel Residence Grifone 4**** – Florence

Hotel Residence Grifone is located in a quiet place, in the centre of a residential area on the southern edge of Florence close to the River Arno. The 4**** hotel offers a private…


Hotel Repubblica Marinara 4**** – Pisa

The Hotel Repubblica Marinara is located in a prime position, not far from the old town centre. It is in one of the most strategic areas of the city. Its proximity to the Airport,…


Flights are not included in the price. Adventure Holidays do not book flights. We will  advise you on best times, dates and airfares to book.

Arrival / Parking / Departure

  • Montecatini Terme central train station
  • Florence and Pisa airport
  • Category A and Country Hotels: garage costs approx. € 45 per week
  • Category B: hotel parking costs approx. € 5 per day
  • Return transfer per minibus to Montecatini on request, € 25 per person incl. your bike, reservation is necessary. Private bikes will be transferred for free from Greve to Florence resp. Montecatini Terme.
  • Good train connections from Florence to Montecatini Terme

From Price pp


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