Tap to search

loading

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

  • 8days
  • Italy

Single bed room:
Twin bed room:
Double bed room:
Pay your deposit online
Cycling Tours Europe
Print

Tuscany round trip 8-day Cycling Tour

“La vita è bella!” Few places invite you to savor life as beautifully as Tuscany. Rolling hills draped in vineyards, cypress-lined avenues, historic architecture, and cultural treasures accompany you on your cycling journey through this captivating Italian region. In Vinci, you’ll walk in the footsteps of Leonardo da Vinci and in Pisa, you’ll pedal around the iconic leaning tower; and in Florence, you’ll cross the famed Ponte Vecchio. After each day’s ride, delight in world-renowned culinary treats—from antipasti to zabaione. By day, you’ll cycle past endless vineyards; by evening, you’ll have the chance to savor their finest wines. Here, natural splendor meets architectural brilliance—nowhere else in the world does this enchanting combination shine as vividly as it does in Tuscany

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 is a breathtaking region of rolling hills. As you cycle from town to town, you’ll explore its charming countryside along peaceful country roads and scenic paths. The occasional climbs are well worth the effort, offering stunning panoramic views. Please note that traffic can be busier when entering and leaving towns.

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
  • Digital travel documents incl. navigation app, GPS-data, route book
  • GPS-data is available and app navigation
  • Service hotline

Not included in the Tour:

  • Bike rental, including rental bike insurance
  • Tourist tax, if due
  • Anything not mentioned in 'included'

Arrival/ departures/ parking

  • Arrival by train to Montecatini Terme
  • Florence or Pisa airport
  • Parking: hotel parking spaces, costs approx. EUR 10 to EUR 15 per day; free public parking spaces resp. blue zone
  • Departure by train from Florence to Montecatini Terme, duration approx. 1 hour
  • Return transfer from Florence to Montecatini Terme every Saturday, costs EUR 65 per person, reservation necessary, to be paid in advance

Notes: 

  • Departures Saturdays - special dates on request
  • Extra nights
    • Montecatini Terme: From 65 EUR p.p (+25 EUR single person)
    • Florence: From 99 EUR p.p (+59 EUR single person)
  • Hotel upgrade to 3/4* available on request
  • Rental bike PLUS - 179 EUR

Please book your bike (99 EUR) or E-bike (289 EUR) when you book the tour: [email protected]

Slow Tours offers a number of other Cycling Tours in Europe

Read More

  • 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

    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, the “Piazza dei Miracoli” with its Leaning Tower.

  • Day 3

    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 today’s destination, the spa town Casciana Terme.

  • Day 4

    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.

  • Day 5

    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.

  • Day 6

    Siena – Castellina in Chianti approx. 40 km

    Enjoy great views over the vineyards on a beautiful mountain road. Take a break in the stone village of Vagliali and enjoy a good Italian cappuccino before cycling along a white road through vineyards and deciduous forests to Radda. Fortify yourself for lunch with a typical plate of pasta and savour the atmosphere of this village gem before the tour continues into the heart of Chianti to Castellina.

  • Day 7

    Castellina in Chianti – Florenz approx. 65 km

    The last day of cycling takes you over a plateau with great views and then hilly to Greve with its enchanting old town centre. The capital of Tuscany draws ever closer and you cycle comfortably on a long descent to the Ponte Vecchio. You are sure to have found your favourite Tuscan wine this week. Treat yourself to it again at the end of your trip in beautiful Florence.

  • Day 8

    Departure or extension

  • Read More

Tours marked with are special prices.

Start End Max. No. Guests Accommodation Price p.p.
Mar 28 2026 Apr 04 2026 10 Single rooms 1,608€
Double rooms 1,199€
Apr 04 2026 Apr 11 2026 10 Single rooms 1,608€
Double rooms 1,199€
Apr 11 2026 Apr 18 2026 10 Single rooms 1,608€
Double rooms 1,199€
Apr 18 2026 Apr 25 2026 10 Single rooms 1,668€
Double rooms 1,259€
Apr 25 2026 May 02 2026 10 Single rooms 1,668€
Double rooms 1,259€
May 02 2026 May 09 2026 10 Single rooms 1,668€
Double rooms 1,259€
May 09 2026 May 16 2026 10 Single rooms 1,738€
Double rooms 1,329€
May 16 2026 May 23 2026 10 Single rooms 1,738€
Double rooms 1,329€
May 23 2026 May 30 2026 10 Single rooms 1,738€
Double rooms 1,329€
May 30 2026 Jun 06 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jun 06 2026 Jun 13 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jun 13 2026 Jun 20 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jun 20 2026 Jun 27 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jun 27 2026 Jul 04 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jul 04 2026 Jul 11 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jul 11 2026 Jul 18 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jul 18 2026 Jul 25 2026 10 Single rooms 1,738€
Double rooms 1,329€
Jul 25 2026 Aug 01 2026 10 Single rooms 1,738€
Double rooms 1,329€
Aug 01 2026 Aug 08 2026 10 Single rooms 1,738€
Double rooms 1,329€
Aug 08 2026 Aug 15 2026 10 Single rooms 1,738€
Double rooms 1,329€
Aug 15 2026 Aug 22 2026 10 Single rooms 1,738€
Double rooms 1,329€
Aug 22 2026 Aug 29 2026 10 Single rooms 1,738€
Double rooms 1,329€
Aug 29 2026 Sep 05 2026 10 Single rooms 1,738€
Double rooms 1,329€
Sep 05 2026 Sep 12 2026 10 Single rooms 1,668€
Double rooms 1,259€
Sep 12 2026 Sep 19 2026 10 Single rooms 1,668€
Double rooms 1,259€
Sep 19 2026 Sep 26 2026 10 Single rooms 1,668€
Double rooms 1,259€
Sep 26 2026 Oct 03 2026 10 Single rooms 1,608€
Double rooms 1,199€
Oct 03 2026 Oct 10 2026 10 Single rooms 1,608€
Double rooms 1,199€
Oct 10 2026 Oct 17 2026 10 Single rooms 1,608€
Double rooms 1,199€

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

Is this what you're looking for? We have other tours like this one.
TapClick here to get in touch with our friendly customer service.
Stay in the loop, find out about our upcoming Slow Tours and be inspired
  Follow us on Facebook

In Cycling Tours Europe, you could also check out these tours

Vienna
Cycling Tours Europe
Danube Passau-Vienna 7-day Self-guided Cycling Tour Level 1
from 659€
Add this tour to your wishlist
Your wishlist is where you can save tours for later to view and compare prices
Read more
Maximum participants  12
This tour has the capacity for 12 people
Scroll Down
Send an Enquiry
Enquire
Send an enquiry