Piazza San Michele in Lucca, Tuscany, Italy. Photo via Flickr:Stefan Jurca

Funicular in Montecatini Terme, Tuscany, Italy. Photo via Flickr:Jackie Proven
5/5 (3 ratings)

Tuscany - Montecatini to Florence

Italy Bike Tours

Bike in Tuscany, a cyclist paradise!

  • Take a bicycle tour in Tuscany, where the landscape is like a painting! Stylish villas, castles and farmhouses are sporadically scattered atop hills and in cozy valleys. Vast vineyards bear fruit to the region's famed Chianti, and widespread olive groves and historic monuments with age-old mosaics have attracted even the likes of Goethe. Biking in Florence on the cobblestone streets, you will roam the beautiful city that bore such greats as Dante and the Medici's, whose rule made Florence a powerful force during the Italian Renaissance. Giotto, Michelangelo, Leonardo da Vinci (who was born in the town of Vinci), Dante, and Raphael all had a hand in making Tuscany the unchallengeable master and treasure of art, science, trade and architecture.

    As far as bucket list biking, Tuscany is on a short list of regions that should not be missed. It's beauty, history, and cuisine are spectacular and there is no better way to experience it than on a bike.

    Looking for more bike tours in Italy?

  • 2018 Prices

     Country HotelsOption AOption B
    Season 1 £ 810 $ 1,441 989 NOK 9725 kr 8977 $ 1,167 £ 778 $ 1,382 949 NOK 9332 kr 8614 $ 1,120 £ 676 $ 1,202 825 NOK 8113 kr 7488 $ 974
    Season 2 £ 835 $ 1,484 1019 NOK 10020 kr 9249 $ 1,202 £ 802 $ 1,426 979 NOK 9627 kr 8886 $ 1,155 £ 692 $ 1,231 845 NOK 8309 kr 7670 $ 997
    Season 3 £ 860 $ 1,528 1049 NOK 10315 kr 9522 $ 1,238 £ 832 $ 1,479 1015 NOK 9981 kr 9213 $ 1,198 £ 720 $ 1,281 879 NOK 8644 kr 7979 $ 1,037
    Single supplement £ 188 $ 334 229 NOK 2252 kr 2079 $ 270 £ 188 $ 334 229 NOK 2252 kr 2079 $ 270 £ 188 $ 334 229 NOK 2252 kr 2079 $ 270

    extra options

    Electric bicycle: £ 82 $ 146 100 NOK 983 kr 908 $ 118


    Extra nightsCountry hotels/Option A:Option B:
    Montecatini: per person/night  £ 53 $ 95 65 NOK 639 kr 590 $ 77 £ 43 $ 76 52 NOK 511 kr 472 $ 61
    Single supplement: £ 15 $ 26 18 NOK 177 kr 163 $ 21 £ 13 $ 23 16 NOK 157 kr 145 $ 19
    Florence: per person/night £ 90 $ 160 110 NOK 1082 kr 998 $ 130 £ 61 $ 109 75 NOK 738 kr 681 $ 89
    Single supplement: £ 70 $ 124 85 NOK 836 kr 772 $ 100 £ 24 $ 42 29 NOK 285 kr 263 $ 34

    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

    Arriving in Rome: From the Fiumicino airport, you’ll need to make your way to Roma Termini via the Leonardo Express. The Express departs every 30 minutes (or every 15 minutes at times of increased traffic flow), and costs 4€. The Leonardo Express is guaranteed even in the event of a strike. From here, you can purchase tickets to Montecatini Centro. Travel time is around 3.5 hours depending on connections.
    Arriving in Pisa: From Galileo Galilei Airport, you can either take the train or the red coach company to Pisa central station (it costs approx. €1). A taxi costs about €10. From here take the train via Lucca (where you change train) to Montecatini Terme Centro. It takes 1 hour 15 minutes and costs approx. €10/person. Then see instructions for arrival by train.
    Arriving in Florence: From Amerigo Vespucci Airport you can take a shuttle bus to Florence central train station of Santa Maria Novella (dep. approx. every 30 minutes, it costs approx. €5 per person and it takes half an hour). From here, you can catch a train Montecatini Terme.

    Local Travel

    From Montecatini Centro Station (the second Montecatini stop, there are two stations here) we recommend taking a taxi to the hotel (approx. 1 km, duration approx. 10 min, costs approx. €7).


    Please check local conditions before arrival. Average high/low temperatures in °F for Florence: April 66°/46°, May 74°/52°, June 81°/59°, July 88°/63°, August 87°/63°, September 80°/58º, and October 70°/50°


    Perhaps you would like a longer cycling vacation and can combine this tour with Florence to Rome.


    Electric bike available for this tour!

Tour Dates

2018 Dates
Arrival possible on Saturdays from March 24 and October 13, 2018

Season 1: March 24 to April 27 and September 29 to October 13
Season 2: April 28 to May 25 and September 8  to September 28
Season 3: May 26 to September 7

Skill Level

This self-guided tour is classified as difficult cycling, with sloping landscapes dotted with steeper inclines, but not overwhelmingly so. Average daily distance is about 30 miles. Though the daily routes are not too long, they can be strenuous, so we do recommend being in reasonably good physical condition for this tour.

Where You’ll Stay

Option A: Nicer 3-star and 4-star hotels some with swimming pools
Option B: 3 star hotels
Country hotels: Well chosen, Tuscan inns located on the outskirts of the towns. Every hotel has a swimming pool with the exception of Florence.

What’s Included

  • Hotel accommodations for 7 nights in your selected category
  • Welcome briefing
  • Tour information
  • Breakfasts
  • Luggage transfer
  • 21 speed hybrid bicycle
  • Bus transfer Greve to Florence with bike
  • Sign posted route
  • Detailed route descriptions & maps (including places of interest)
  • 7 day service hotline
  • GPS tracks available (must be reserved in advance)
  • Bicycle protection

What’s Not Included

  • Visitor’s Tax (to be paid upon arrival) approx. €15-20 per person
  • Lunches
  • Trip insurance

Extra Stay

Extra night in Florence and Montecatini Terme available by request.

TypeSelf Guided
Length8 days
From825 Rates
Client Reviews

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Day-To-Day Itinerary

Tuscany - Montecatini to Florence Map

Day 1: Arrival in Montecatini Terme
Day 2: Montecatini Terme – Vinci – Montecatini Terme, 34 mi. (55 km)
Day 3: Montecatini Terme – Pisa, 25 to 56 mi. (40 to 90 km)
Day 4: Pisa – Casciana Terme, 31 mi. (50 km)
Day 5: Casciana Terme – San Gimignano, 34 mi. (55 km)
Day 6: San Gimignano – Siena, 31 mi. (50 km)
Day 7: Siena – Florence, 31 mi. (50 km)
Day 8: Departure from Florence.

All distances are approximate.

DAY 1: Montecatini Terme
Arrival in Montecatini Terme, the starting point of this bike tour in Italy. In the evening, there will be a tour review and additional tour materials and tourist information will be handed out.

DAY 2: Round tour, Montecatini Terme - Vinci - Montecatini Terme, 34 mi. (55 km)
Via small paths, you continue to cycle through Tuscany past the  vast agricultural plains and olive groves of the  Valdenievole Valley through Tuscan villages from Montecatini Terme to Vinci and back again to Montecatini Terme. Vinci is the birthplace of Leonardo da Vinci. Recommended  is a visit to the museum in the castle since it houses one of the largest and most original collections of machines and models of the inventor.

DAY 3: Montecatini Terme - Pisa, 25 to 56 mi. (40 to 90 km)​
On your way to Lucca, you will pass the small, medieval wine town of Monte Carlo where Tuscany's few white wines flourish. You can go by bike or train to Lucca. A bike ride on the historic city walls offers magnificent views of churches and towers that rise above the rooftops of the city. Then it is on to Lake of Massacciuccoli (also known as Lake of Giacomo Puccini) with a panorama of the sea and Pisa. 

DAY 4: Pisa - Casciana Terme, 31 mi. (50 km)
Many fertile fields line the way on the route from Pisa along the River Arno as you continue the tour through the hills. The gentle slopes are draped with grape vines, olive groves and peach trees. Quiet paths lead through medieval villages until the final destination is reached, the spa town of Chianni.

DAY 5: Casciana Terme - San Gimignano, 34 mi. (55 km)
Cycle past vineyards and over soft hills in the direction of San Gimignano, the landscape today is like cycling through a Fattori painting. In earlier times here, each noble family owned his own tower - these towers now give San Gimignano it's unique flair.

Day 6: San Gimignano - Siena, 31 mi. (50 km)
Today your bike tour in Tuscany will take your through the wonderful landscape and architectural paradise of Siena. Each hill top view en route makes you forget the ascent. Once you reach the small fortified village of Monteriggioni, you will feel as if you have been transported back to the Middle Ages. The tour ends in Siena, a city that sits on three hills. The heart of the city, the huge piazza known as Il Campo, is where the Roman forum used to be.

DAY 7: Siena - Florence, 31 mi. (50 km)
Through the hilly Chianti-region, where the Chianti Classico comes from, you’ll then head towards Greve, first passing through the charming wine village of Castellina.  From here follows a bus transfer to Florence (cost is included).

DAY 8: Departure

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Customer Feedback

  • Claire Radcliffe 3 years ago

    We loved our Tripsite journey! We would love to do another ride one day, maybe next year! It was better than what we expected! Challenging and scenically! We trained hard beforehand and we're thankful that we did! I would recommend a Tripsite journey for anyone who is considering its! Thank you!

  • Jennifer Clarkson 3 years ago

    I loved the trip, I would go again in a heart beat!

  • M.C. Radcliffe 3 years ago

    Everything surpassed my expectations. I would be happily do it again! Thank you for your good services!
    I want to know where I can find a bike seat like the one I used on your tour . . . it was the most comfortable bike seat I've had the pleasure to sit on! ;-)

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