Tuscan countryside and historic villas in Italy

Tuscany Cycling Holiday: Pisa, Florence & Tuscan Villages

Self Guided

Italy

From: 880€/person

route

Pisa 

/ Pisa

calendar

8 days / 7 nights

285 km / 177 miles

level

Medium

Bike, E-Bike

Cycle Through Tuscany from Pisa to Florence

Discover Tuscany by bike on an 8-day self-guided cycling holiday from Pisa to Florence and back. Ride through a varied landscape of historic towns, Tuscan countryside and picturesque villages, with highlights including Lucca, Montecatini, Collodi, Vinci and Pistoia before reaching Florence. Along the way, the route combines cultural heritage with the quieter landscapes and villages that make cycling through Tuscany such a distinctive experience.

A Self-Guided Cycling Tour Through Tuscany

This self-guided Tuscany cycling tour gives you the freedom to explore at your own pace, following prepared routes with GPS navigation and digital route information. With daily luggage transfer and support services, you can focus on the journey while discovering Tuscany by bike, from the historic streets of Lucca to the villages and countryside between Pisa and Florence.

View of Ponte Vecchio in Florence, TuscanyFamily cycling through the streets of Pistoia, Tuscany

ROUTE

This circular cycling route connects Pisa and Florence through some of Tuscany’s most characteristic towns and landscapes. From Pisa, the journey heads towards Lucca and continues through Montecatini, Collodi, Vinci and Pistoia before reaching Florence. Along the way, the route combines historic towns and cultural heritage with the quieter landscapes and villages of the Tuscan countryside.

The cycling experience alternates between paved and unpaved sections, with a route that is mostly flat but includes some hilly stretches. This varied terrain takes you beyond Tuscany’s famous cities and into the countryside between them, creating a journey that combines art, history and rural landscapes.

Itinerary

Individual arrival in Pisa. Take time to explore the city and its famous Piazza dei Miracoli, home to the Leaning Tower, Cathedral, Baptistery and Campo Santo, before beginning your cycling holiday through Tuscany.Individual arrival in Mestre, on the mainland of Venice. Take some time to settle in before starting your cycling journey through Veneto.

40 km / 25 miles

The first cycling stage follows the Serchio River and the Pisan countryside towards Ripafratta before reaching Lucca. The route is almost completely flat, with the option to shorten the stage by taking the train from Ripafratta to Lucca. Once there, discover Lucca’s historic centre, including Piazza Anfiteatro, the Duomo and the Guinigi Tower.

45 km / 28 miles

Leave Lucca along the Serchio River bike path and continue through the Tuscan countryside, with hills, vineyards and olive groves along the route. Pass historic residences and gardens before reaching Collodi, associated with the childhood of Pinocchio. Continue to Pescia, then finish the stage in Montecatini Terme, a historic spa town.

60 km / 37 miles

Choose between a relaxing day in Montecatini Terme or a circular cycling route through the surrounding hills. The cycling option leads through a typical Tuscan landscape of Medici villas, olive groves, vineyards and historic farmhouses towards Vinci, the birthplace of Leonardo da Vinci. You can also visit the Museo Leonardiano before returning to Montecatini.

60 km / 37 miles

The route heads towards Florence, beginning with the climb from Montecatini over Monsummano and continuing through the Tuscan countryside towards Pistoia. The route then crosses the Tuscan plain and follows country roads towards the Arno River, which leads into Florence. The stage can be shortened by taking a train to Pistoia, avoiding the most demanding initial section.

15 km / 9 miles

Enjoy a free day in Florence or choose a short circular bike ride through the surrounding hills. The cycling route combines Renaissance villas, Romanesque parish churches, cypress trees and centuries-old olive trees. Alternatively, explore Florence’s landmarks, including the Duomo, Baptistery, Giotto’s Bell Tower, Piazza della Signoria, Palazzo Vecchio and the Basilica of Santa Croce.

65 km / 40 miles

Return towards Pisa with a stop in the historic town of Empoli. One option is to take the train from Florence to Empoli and cycle from there to Pisa along the Arno River. Alternatively, cycle from Florence to Empoli and take the train for the final part of the journey. The route combines Tuscan countryside with the historic centre of Empoli before returning to Pisa.

Breakfast and end of the cycling holiday in Pisa. If time allows, explore more of the city before departure, including Piazza dei Cavalieri, the Lungarno Mediceo and Keith Haring’s Tuttomondo mural.

Additional nights can be organized on request.

Tuscany Cycling Holiday: Pisa, Florence & Tuscan Villages route map

Getting to Pisa (Departure Point)

By Plane: Pisa International Airport (PSA) is the closest airport to the starting point. Pisa city centre is easily reached from the airport by public transport.
By Train: Pisa Centrale is the main railway station and is located in the city centre, providing connections with major Italian cities.
By Car: Pisa can be reached by road from other major cities in Tuscany and Italy. Parking options are available in the city, subject to local availability.

How to book this tour

We require a deposit of 25% of the tour price per person upon reservation, final payment 6 weeks before tour departure.

  • 7 nights’ accommodation with breakfast
  • Daily luggage transfer
  • Digital tour information, maps, route notes and GPS tracks.
    Ride with GPS app with offline navigation
  • Hotel list and hotel vouchers
  • Emergency assistance during the tour

NOT Included

  • Travel to and from the tour start/finish.
  • Bicycle or E-bike rental
  • Train tickets
  • Tourist taxes
  • Meals not mentioned under “Included”
  • Travel insurance
  • Anything not specifically mentioned under “Included”

Choose the option that best fits your schedule and start planning your cycling journey.

Departures & Prices

Prices are per person in a double room 2027.
Departures from March to October.

 Season 1

27 Mar–16 Apr | 25 Sep–9 Oct

880€

990€


1270€ Silver: Single Room

1430€ Gold: Single Room

 Season 2

17 Apr–7 May | 4–24 Sep

1080€

1190€


1470€ Silver: Single Room

1630€ Gold: Single Room

 Season 3

8 May–3 Sep

1130€

1240€


1520€ Silver: Single Room

1680€ Gold: Single Room

Accomodation

Carefully selected to ensure comfort, quality, and a relaxing stay.
Accommodation may vary depending on availability, but a similar level of comfort and hospitality can be expected.

Choose Your Accommodation

Mostly 3-star hotels
A good choice if you want comfortable accommodation while keeping the overall cost lower.

Mostly 4-star hotels
The ideal option if you prefer a higher level of comfort during your stay to relax after cycling.

Additional nights

Prices per person, including breakfast

Double Room 75€
Single room 140€

Aerial view of Lucca and its historic centre, TuscanyPiazza dell'Anfiteatro in Lucca, Tuscany

BIKES

You can choose to rent a bicycle. Below you’ll find the essential information for rent options.

Bike

120€

Bosch E-Bike

290€

Helmet

15€

Tuscan countryside and historic villas in Italy

Tuscany Cycling Holiday: Pisa, Florence & Tuscan Villages


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