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Via Classica Self Guided Cycling Holiday in Tuscany

By Tuscany Bike Route
Free cancellation available
The previous price was £313 and current price is £250 per adult
See tickets

Features

  • Free cancellation available
  • 3d
  • Mobile voucher
  • Instant confirmation
  • Multiple languages

Overview

Explore the enchanting landscapes of Tuscany at your own pace with the Via Classica cycling holiday. This self-guided adventure includes hand-picked local accommodation and expertly curated cycling routes that showcase the region's charm, from sprawling vineyards to picturesque hill towns. Enjoy a welcome gift of local wine, a digital guide filled with cultural insights, and 24/7 phone support to enhance your journey. Perfect for couples and comfort-seeking riders seeking an authentic experience in Tuscany.

  • 2 nights with breakfast included in charming local stays
  • Enjoy enhanced GPX routes with cultural points of interest
  • Flexible itineraries featuring loop or point-to-point journeys
  • Ideal for couples and small groups wanting a personalised cycling experience

Activity location

  • Pistoia
    • Pistoia, Italy

Meeting/Redemption Point

  • Via dei Pandolfini, 31r
    • 31r Via dei Pandolfini
    • 50123, Firenze, Toscana, Italy

Check availability

stays and routes
  • Activity duration is 3 days3d
    3d
  • English
Starting time: 10:00
Price details
£312.12
£249.70 x 1 Adult£249.70
Total
The previous price was £312.12 and current price is £249.70
20% off
stays, routes, and bike rental
  • Activity duration is 3 days3d
    3d
  • English

Bike rental included

Starting time: 10:00
Price details
£442.18
£353.74 x 1 Adult£353.74
Total
The previous price was £442.18 and current price is £353.74
20% off

What's included, what's not

  • What's includedWhat's included
    Accommodation with breakfast
  • What's includedWhat's included
    digital guide and suggestions
  • What's includedWhat's included
    GPX routes and planning
  • What's excludedWhat's excluded
    lunches and dinners
  • What's excludedWhat's excluded
    transport to and from Tuscany

Know before you book

  • Public transport options are available nearby
  • Not recommended for travellers with poor cardiovascular health
  • Travellers should have at least a moderate level of physical fitness
  • In accordance with UK consumer law, activities services are not subject to the right of withdrawal. Supplier cancellation policy will apply.

Activity itinerary

Day 1: Florence → Pistoia → Montecatini

  • 1 stop
  • Meals: Not included
  • Accommodation: Overnight stay at 3 star hotel

Pistoia

  • 1h
Riders leave the Renaissance heart of Florence and quickly transition into rolling Tuscan countryside. Expect olive groves, cypress-lined roads, and gentle hills. In Pistoia, they’ll encounter medieval piazzas, Romanesque churches, and a more local, authentic Tuscan atmosphere. The ride ends in the spa town of Montecatini Terme, known for its elegant architecture and thermal baths.

Day 2: Montecatini → Certaldo → San Gimignano → Colle Val D'Elsa

  • 1 stop
  • Meals: breakfast
  • Accommodation: Overnight stay at 3 star hotel

San Gimignano

  • 2h
This is the most scenic and challenging day, filled with classic Tuscan landscapes. Cyclists pass through vineyards and sunflower fields, with a stop in Certaldo—birthplace of Giovanni Boccaccio. As they approach San Gimignano, the famous towers rise dramatically on the horizon. Expect winding climbs, panoramic views, and postcard-perfect villages.

Day 3: Colle Val D'Elsa → Florence

  • 1 stop
  • Meals: breakfast
  • Accommodation: Not included

San Casciano in Val di Pesa

  • 30m
he final day blends cultural stops with classic wine-country scenery. Cyclists descend from San Gimignano and pass through Colle Val d’Elsa, known for crystal craftsmanship. The route winds through Chianti’s vineyards, stone farmhouses, and shaded country roads. As Florence comes back into view, riders finish with a sense of completion—having experienced Tuscany’s art, history, and landscapes in full.

Location

Activity location

  • LOB_ACTIVITIESLOB_ACTIVITIES
    Pistoia
    • Pistoia, Italy

Meeting/Redemption Point

  • PEOPLEPEOPLE
    Via dei Pandolfini, 31r
    • 31r Via dei Pandolfini
    • 50123, Firenze, Toscana, Italy

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