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Tuscany
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Cycling in Tuscany

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7other cycling trips17stays

Tuscany features rolling hills and a network of strong paved roads, making it as a prime location for cycling. The terrain varies from gentle slopes in the Chianti region to challenging climbs like Monte Amiata, Tuscany's highest mountain. Cyclists can explore the famous strade bianche, a series of gravel roads that wind through engaging scenery, creating a distinct riding experience that combines engaging views with historical charm.

Stays in Tuscany

17 curated stays for cycling

Add dates
1 ad · 0 ch · 1 rm
Borgo Grondaiek.

Borgo Grondaie

Guest rating 9.2
Siena · Strada Delle Grondaie 15
  • Bike storage
  • Bike rental
  • Bike repair
From£84/ night
I merli di Adak.

I merli di Ada

Siena · Via S. Martino, Siena, SI, 53100
  • Bike storage
  • Bike rental
  • Bike repair
From£103/ night
Convento San Bartolomeo - Piscina Esterna Riscaldatak.

Convento San Bartolomeo - Piscina Esterna Riscaldata

Guest rating 9.5
Abbadia San Salvatore · Viale Vespa 368 - Piancastagnaio
  • Bike storage
  • Bike rental
  • Bike repair
From£108/ night
Hotel Athenak.

Hotel Athena

Guest rating 8.9
Siena · Via Paolo Mascagni 55
  • Bike storage
  • Bike rental
  • Bike repair
From£113/ night
Hotel Sovestrok.

Hotel Sovestro

Guest rating 9.2
San Gimignano · Loc. Sovestro 63
  • Bike storage
  • Bike rental
From£124/ night
Podere La Stregak.

Podere La Strega

Guest rating 9.2
Siena · Strada dell'Ascarello 6
  • Bike storage
  • Bike rental
  • Bike repair
From£135/ night in Apr
Relais Le Macine Di Stiglianok.

Relais Le Macine Di Stigliano

Sovicille · via Borghesi 7, Località Stigliano
  • Bike storage
  • Bike rental
  • Bike repair
From£157/ night
Palazzetto Rosso - Art Hotelk.

Palazzetto Rosso - Art Hotel

Guest rating 10.0
Siena · Via dei Rossi 38-42
  • Bike storage
  • Bike rental
  • Bike repair
From£169/ night
Residenza d'Epoca Palazzo Borghesik.

Residenza d'Epoca Palazzo Borghesi

Guest rating 9.5
Siena · Via S.Pietro, 3
  • Bike storage
  • Bike repair
  • Guided tours
From£188/ night
Hotel Certosa Di Maggianok.

Hotel Certosa Di Maggiano

Guest rating 10.0
Siena · Strada Di Certosa, 82
  • Bike storage
  • Bike rental
  • Bike repair
From£290/ night
Villa Corak.

Villa Cora

Guest rating 9.3
Florence · Viale Machiavelli 18
  • Bike rental
  • E-bike rental
  • Guided tours
From£367/ night
Hotel Le Fontanellek.

Hotel Le Fontanelle

Guest rating 9.7
Castelnuovo Berardenga · SP 408 - Km 14.7
  • Bike storage
  • Bike rental
  • Guided tours
From£429/ night in Apr

Showing 12 of 17 hotels

All 17 hotels in Tuscany
  • Borgo Grondaie
  • Castelfalfi
  • Convento San Bartolomeo - Piscina Esterna Riscaldata
  • Hotel Antares
  • Hotel Athena
  • Hotel Certosa Di Maggiano
  • Hotel Le Fontanelle
  • Hotel Sovestro
  • I merli di Ada
  • Locanda Le Piazze
  • Palazzetto Rosso - Art Hotel
  • Podere La Strega
  • Poggio all'Agnello Sport & Family Holidays
  • Relais Le Macine Di Stigliano
  • Residenza d'Epoca Palazzo Borghesi
  • Villa Borgo San Pietro
  • Villa Cora

Hosted trips & programmes

Nothing hosted here yet. Our other trips are below, with how far each is.

No hosted cycling trip in Tuscany yet. Want to hear first when there is one?

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Other cycling trips · 7

Further away or another month. Each card says why, with the distance from Tuscany when we know it.

  • The ultimate gravel adventure in the Bernese Alps
    Cycling
    WithFrans Claes

    Gravel Riding with Frans

    Gunten, SwitzerlandFrom£1,083
    Moderate30 Apr - 3 May

    DistanceGunten, Switzerland · 470 km

  • Belgian Gravel Experience
    Cycling
    WithFrans Claes

    Belgian Gravel Experience

    Heverlee, BelgiumFrom£529
    Moderate21-23 May

    DistanceHeverlee, Belgium · 980 km

  • Gravel and Chats: the New Forest Escape
    Cycling
    WithDebbie

    Gravel and Chats: the New Forest Escape

    New Forest, United KingdomFrom£415
    Moderate19-21 Mar · +2 dates

    DistanceNew Forest, United Kingdom · 1290 km

  • Coastal cycling escape in Cornwall
    Cycling
    WithGila Freudenthal5.2k followers

    Coastal cycling escape

    St Agnes, United KingdomFrom£395
    Moderate21-23 May

    DistanceSt Agnes, United Kingdom · 1480 km

  • Coast to Coast: Riding the Way of the Roses
    Cycling
    WithJess Golding

    Coast to Coast: Riding the Way of the Roses

    Way of the Roses, United KingdomFrom£690
    Moderate24-28 Jun

    DistanceWay of the Roses, United Kingdom · 1580 km

  • The Yorkshire Dales Weekender
    Cycling
    WithZoë

    The Yorkshire Dales Weekender

    Ilkley, West Yorkshire, United KingdomFrom£425
    Moderate12-14 Mar
  • Bikepacking Kent’s Vineyards: Ride, Sip, RepeatTaking interest
    Cycling
    WithJess Golding

    Bikepacking Kent

    Kent, UK
    ModerateNext planned: July 2027

About Tuscany

Why cycling here

Tuscany features rolling hills and a network of strong paved roads, making it as a prime location for cycling. The terrain varies from gentle slopes in the Chianti region to challenging climbs like Monte Amiata, Tuscany's highest mountain. Cyclists can explore the famous strade bianche, a series of gravel roads that wind through engaging scenery, creating a distinct riding experience that combines engaging views with historical charm.

Cycling in Tuscany is integral to daily life, with routes frequented by both locals and professional cyclists. Notable areas include the hills surrounding Siena, where the Strade Bianche race takes place, showcasing the region's dedication to the sport. Alberto Bettiol, a prominent cyclist who trains on these roads, exemplifies the local talent. Events like L'Eroica also celebrate the cycling culture, inviting participants to ride vintage bikes on the region's gravel roads, further highlighting Tuscany's cycling significance.

For a rest day, visitors can enjoy the attractive routes that offer impressive views of the Tuscan landscape. The varied terrain gives opportunities for cyclists of all skill levels, from casual rides through the countryside to intense climbs that challenge even the most experienced riders. Additionally, the annual Granfondo Strade Bianche attracts cycling fans from numerous countries, emphasizing Tuscany's role as a cycling destination.

Highlights

  • Easy access from major cities

    Direct flights available to Tuscany from various European capitals, making travel hassle-free for cyclists.

  • Challenging climbs in Monte Amiata

    Tuscany's highest mountain features steep ascents and rewarding views, good for ambitious cyclists seeking a challenge.

  • Well-maintained cycling paths

    Enjoy smooth, dedicated cycling paths that improve training efficiency and safety.

When to visit

  • April - May
  • September - October

The best months for cycling in Tuscany are from April to May and September to October. During these periods, the weather is generally mild, allowing for comfortable rides through the region's attractive terrain. Spring brings blooming wildflowers and lush greenery, while autumn showcases striking colors, improving the cycling experience.

Peak months can attract larger crowds, particularly during popular events like L'Eroica in October, which celebrates vintage cycling culture. This can create a lively atmosphere but may also lead to busier routes. Off-peak months provide quieter rides, though some services may be limited. Notable events such as the Tuscany Trail in May present distinct opportunities for cyclists to explore the area on a non-competitive basis, creating an excellent time for both experienced riders and newcomers.

Frequently asked questions

Practical answers about cycling in Tuscany.

Tuscany features a mix of rolling hills and challenging climbs. The famous Strade Bianche gives gravel roads that can be unpredictable, especially after rain. Riders should be prepared for steep gradients, particularly on routes like Monte Sante Marie, where ramps can be quite demanding. Familiarity with local traffic patterns is essential, as drivers are accustomed to sharing the road with cyclists.

Renting a bike is often more convenient, especially for those unfamiliar with local conditions. It is important to check the rental bike's frame size and components to ensure compatibility with personal gear. Riders should consider bringing their pedals and saddle for comfort. Additionally, having the bike serviced before arrival can help avoid mechanical issues during the trip.

Beginners can enjoy routes like the Sentiero della Bonifica, a traffic-free cycleway that gives a more relaxed experience. The Val d'Orcia region features rolling terrain that is manageable for novice cyclists. However, those seeking more challenging climbs, such as Monte Amiata, should have prior experience and fitness to tackle steeper gradients.

Cyclists should plan for limited water refill points on longer routes, especially in mountainous areas. It is wise to carry personal supplies of energy bars and gels, as local options may not be familiar. Eating before climbs can help maintain energy levels, particularly on challenging ascents like Via Santa Caterina into Siena, which features steep gradients.

More cycling nearby:Lake Garda·Parenzana Trail·Piedmont

Not your thing?

Every hosted trip we run, in every sport, not only cycling.

All experiences

Guides

Cycling guides for Tuscany

Local knowledge for a cycling trip to Tuscany: when to go, where to base yourself, what not to miss.

A winding cypress-lined road through the Val d'Orcia hills, perfect for cycling Tuscany
Cycling8 min

Cycling Tuscany: ride Chianti, the Val d'Orcia and the white roads

Pick your roads, your bike and your month for the Chianti hills, the Val d'Orcia and the strade bianche.

9 Oct 2026
Cyclists on a coastal road with a lighthouse on the horizon, one of seven scenic cycling routes in Europe
Cycling10 min

Pick your ride: 7 scenic cycling routes in Europe for every level

Ride the right one for your legs, with the distance, climbing, surface and season of each.

20 Mar 2026
All cycling guides
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