Via Classica Self Guided Cycling Holiday in Tuscany

1.0 (2 reviews) Florence, Italy
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Duration3 days
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TicketMobile or paper ticket accepted
LanguagesEnglish, Italian
Private tourOnly your group will participate

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 accommodations 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 personalized cycling experience

Options

stays and routes
stays, routes, and bike rental

Bike rental included

What's included

  • Accommodation with breakfast
  • Breakfast
  • digital guide and suggestions
  • GPX routes and planning
  • lunches and dinners
  • transportation to and from Tuscany

What to expect

Day 1: Florence → Pistoia → Montecatini
  1. 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. 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. 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.

Meeting and pickup

Meeting point

The meeting point is Tuscany Cycle bike shop, where you will pick up the bikes or drop off the luggage if it applies. This is a self guided cycling tour and not guide will come with you.

End point

The meeting point is Tuscany Cycle bike shop, where you will pick up the bikes or drop off the luggage if it applies. This is a self guided cycling tour and not guide will come with you.

Additional information

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness

Cancellation policy

If you cancel at least 6 full day(s) before the scheduled departure time, you will receive a full refund.<br>If you cancel between 2 and 6 day(s) before the scheduled departure time, you will receive a 50% refund.<br>If you cancel within 2 day(s) of the scheduled departure, you will receive a 0% refund.

Reviews

1.0 (2)
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€360.00 per person
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  • You'll choose your date and travelers and pay on viator.com. Prices vary by date, group size and option.
Operated by Tuscany Bike Route · Booked through Viator
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