Leisure Cycling in Tuscany



A Cycling holiday in Tuscany is a food, wine and cycling paradise. The landscape of Tuscany is one of the most beautiful and evocative in Europe, with rolling hills laced with green vineyards, and cypress trees lining the roads. You’ll pedal from one incredible view to the next, getting to know the lands of many great artists of the past, such as Leonardo da Vinci and Michelangelo. You’ll have the chance to visit the superb medieval town of Siena, as well as to admire Florence, the cradle of Renaissance. Last but not least, in this tour you’ll discover picturesque villages where you’ll be tempted by the excellent Tuscan cuisine!


Saturday departures between March and June or August and October

Price - £745

(Based on 2 people sharing a double or twin room)



Single room supplement - £220

Single Traveller Supplement - £85

Bike hire - £95

E-Bike - £190

Helmet - £15

Extra nights in double/single room with breakfast:

in Siena - from £90/£60

in Florence - from £105/£75


Trip Code - GIROB03


Rob's Highlights

  • The historic city of Siena

  • Radda in Chianti

  • The capital of Tuscany, Florence

  • Colle Val d'Elsa

  • The famous wine of the Tuscan region

  • Greve



What's Included

24 hour emergency back up support

7 nights in small & intimate hotels or B&B's

Bed & Breakfast

Luggage transfers between hotels

Trip planner with route notes and maps

What's Not Included


Bike Hire


Lunch & evening meal


Local taxes

Train transfer from Florence to Certaldo (10 euros)


Day 1: Arrive in Pisa

Individual arrival. The city is famous all over the world for its magic Piazza dei Miracoli with the characteristic leaning tower, the bell tower of the city cathedral. Part of the UNESCO World Heritage list since 1987, besides a large number of monuments it also offers the friendly and lively atmosphere of a university city.

Day 2: Pisa - Lucca (30/45 km)

Today you are pedalling northwards along the Serchio river for an easy stage. For those who wish a slightly longer itinerary, there is the option of going towards Massaciuccoli Lake before reaching Lucca.

Day 3: Lucca - Montecatini (45 km)

Through a panoramic road you reach the little village of Collodi and the town of Pescia. In Collodi, where the author of Pinocchio spent his childhood, you can visit the famous Pinocchio’s Park (created in 1962) and the aristocratic Villa Garzoni. In Pescia you can enjoy a quiet stroll among churches, palaces, Renaissance mansions and the local flower street market.

Day 4: Montecatini roundtour (60 km)

Today’s route offers you again two possibilities. You can relax in one of the most famous thermal cities in Europe and stroll down the narrow lanes of the old city, which is situated on a hill and can be reached by a characteristic cable-railway. Otherwise a picturesque itinerary will lead you among villas of the Medici family, olive groves, vineyards and beautiful historical farms, going past Vinci, Leonardo’s birthplace (visit to the museum possible).

Day 5: Montecatini - Florence (50/65 km)

Today you have to choose either to start pedalling directly from Montecatini or to shorten the trip through a short train transfer to Pistoia, rich in Romanesque and Renaissance monuments (in particular churches) and having one of the most evocative squares in Italy: Piazza del Duomo (Cathedral Square). From here back onto the saddle, to reach Florence.

Day 6: Florence 

Free day. It will be up to you to decide how to spend your time in one of the world’s most beautiful cities!

Day 7: Florence - Empoli - Pisa (40/65 km)

Today you can choose if either starting pedalling directly from Florence and reaching Pisa through a train transfer from Empoli or taking a train to Empoli and riding to Pisa along the river Arno.

Day 8: Pisa

Departure after breakfast.


Due to organisational reasons, weather conditions or provisions issued by local authorities, the itinerary may be subject to some changes before and/or during the holiday.

Along the way you may find temporary deviations (for example road works) which cannot be foreseen; in this case each rider can decide autonomously how to deal with these stretches.


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