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Montecatini-Florence Self-guided Cycling Tour 8-day Level 4

  • 8days
  • Italy

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Cycling Tours Europe
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Tuscany round trip 8-day Cycling Tour

Olive groves, cypress trees, beautiful landscapes and vineyards as far as the eye can see. Where are we talking about? Of course Tuscany. Because so much is clear, it’s just not possible for a place to have more culture, coupled with enchanting landscapes! Promise! The tour through Tuscany makes any Italy-lover’s heart beat faster. Small towns, local stories, Tuscan architecture, renowned artists and breathtaking natural scenery make this cycle tour past the picturesque hills an unforgettable holiday.

Enjoyment is at the forefront of this Italian cycle tour. Be it the sight of the dreamlike landscapes, or trying out local specialties. On the bike saddle you will experience pure Italian life. Do you dream of narrow streets, a good glass of wine and authentic Italian cuisine? In Florence, Pisa and Siena your dream becomes a reality. The tour also leaves plenty of time to explore the historic towns of northern Italy and become captivated by the Italian culture.

Highlights:

  • Leonardo da Vinci: With every pedal, you come closer to the home of Leonardo da Vinci. Once in Vinci, a visit to the museum in the castle is recommended. What to expect? Original collections and models by the artist.
  • ‘Piazza dei Miracoli’: A special highlight of this cycle tour is the stopover in Pisa. Who hasn’t heard of the famous leaning tower? In addition to this special attraction, the city has many more beauties in store!
  • Wine area of Castellina: wine-lovers take note! The penultimate stage leads through the wine village of Castellina, where the world-famous Chianti Classico is grown. This charming wine village is also known as the ‘capital of the Chianti region’ because of its famous vines and olives.

Tour character: Level 4

Tuscany has a wonderful but also hilly landscape. You will cycle on quiet minor roads and sometimes even on country lanes from one famous city to another. Close to bigger cities, traffic is unfortunately unavoidable.

Included in the Cycling Tour:

  • 7 nights accommodation in 3* hotels (3*/4* available on request)
  • Breakfast 
  • Welcome briefing (German, English)
  • Luggage transfer between the hotels
  • Well developed route
  • Detailed travel documents 1x per room (German, English, French - with route maps, route description, local attractions, important telephone numbers)
  • 1 Bus transfer from Greve – Florence incl. your bike
  • GPS-data is available and app navigation
  • Service hotline

Not included in the Tour:

  • Bike rental, including rental bike insurance
  • Return transfer on Saturday by minibus to Montecatini Terme costs 55 EUR per person incl. your bike, to be paid for in advance, reservation is necessary
  • Tourist tax, if due

Arrival/ departures/ parking

  • Montecatini Terme central train station
  • Florence and Pisa airport
  • Hotel Car park/ garage costs approx. 10-15 EUR/ day
  • Free public parking or in the blue zone costs approx 5 EUR a day
  • Good train connections from Florence to Montecatini Terme

Notes: 

  • Departures Saturdays - special dates on request
  • Private bikes can be bought directly from Greve to Florence or Montecatini Terme for no extra charge
  • Extra nights
    • Montecatini Terme: From 65 EUR p.p (+25 EUR single person)
    • Florence: From 89 EUR p.p (+59 EUR single person)
  • Hotel upgrade to 3/4* available on request

Please book your bike (99 EUR) or E-bike (269 EUR) when you book the tour: [email protected]

Slow Tours offers a number of other Cycling Tours in Europe

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  • Day 1

    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.

  • Day 2

    Vinci approx. 55km

    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.

  • Day 3

    Montecatini Terme – Pisa approx. 40-90km

    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).

  • Day 4

    Pisa – Casciana Terme approx. 50km

    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 today’s destination, the spa town Casciana Terme.

  • Day 5

    Casciana Terme – San Gimignano approx. 55km

    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.

  • Day 6

    San Gimignano – Siena approx. 50km

    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.

  • Day 7

    Siena – Florence approx. 50km + bus transfer

    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.

  • Day 8

    Departure or extension

  • Read More

Tours marked with are special prices.

Start End Max. No. Guests Accommodation Price p.p.
Mar 29 2025 Apr 05 2025 10 Single rooms 1,548€
Double rooms 1,159€
Apr 05 2025 Apr 12 2025 10 Single rooms 1,548€
Double rooms 1,159€
Apr 12 2025 Apr 19 2025 10 Single rooms 1,548€
Double rooms 1,159€
Apr 19 2025 Apr 26 2025 10 Single rooms 1,588€
Double rooms 1,199€
Apr 26 2025 May 03 2025 10 Single rooms 1,588€
Double rooms 1,199€
May 03 2025 May 10 2025 10 Single rooms 1,588€
Double rooms 1,199€
May 10 2025 May 17 2025 10 Single rooms 1,638€
Double rooms 1,249€
May 17 2025 May 24 2025 10 Single rooms 1,638€
Double rooms 1,249€
May 24 2025 May 31 2025 10 Single rooms 1,638€
Double rooms 1,249€
May 31 2025 Jun 07 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jun 07 2025 Jun 14 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jun 14 2025 Jun 21 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jun 21 2025 Jun 28 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jun 28 2025 Jul 05 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jul 05 2025 Jul 12 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jul 12 2025 Jul 19 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jul 19 2025 Jul 26 2025 10 Single rooms 1,638€
Double rooms 1,249€
Jul 26 2025 Aug 02 2025 10 Single rooms 1,638€
Double rooms 1,249€
Aug 02 2025 Aug 09 2025 10 Single rooms 1,638€
Double rooms 1,249€
Aug 09 2025 Aug 16 2025 10 Single rooms 1,638€
Double rooms 1,249€
Aug 16 2025 Aug 23 2025 10 Single rooms 1,638€
Double rooms 1,249€
Aug 23 2025 Aug 30 2025 10 Single rooms 1,638€
Double rooms 1,249€
Aug 30 2025 Sep 06 2025 10 Single rooms 1,638€
Double rooms 1,249€
Sep 06 2025 Sep 13 2025 10 Single rooms 1,588€
Double rooms 1,199€
Sep 13 2025 Sep 20 2025 10 Single rooms 1,588€
Double rooms 1,199€
Sep 20 2025 Sep 27 2025 10 Single rooms 1,588€
Double rooms 1,199€
Sep 27 2025 Oct 04 2025 10 Single rooms 1,548€
Double rooms 1,159€
Oct 04 2025 Oct 11 2025 10 Single rooms 1,548€
Double rooms 1,159€
Oct 11 2025 Oct 18 2025 10 Single rooms 1,548€
Double rooms 1,159€

Car rental in Italy

If you would like to drive yourself before or after your tour, ask us for a quote on any brand new Renault, Peugeot or Citroen vehicle for driving in Europe.

Pick up your vehicle from most capital cities in Europe and return it to your drop off destination. Top insurance cover. Email [email protected] for a competitive quote

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