Cycling Tours

TUSCANY

5 Best Cycling Tours In Siena

Most booked first.

Our shortlist of the 5 most-booked cycling tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

5 Best Cycling Tours In Siena

From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine

From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine - Getting started at Siena Train Station (and why it’s easy)

1.From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine

Most Popular★ 4.8

E-bike through Chianti from Siena, visit 13th-century Monteriggioni, then enjoy a farm lunch with wine and olive oil.

“Dom was a fantastic guide. The E bikes were great quality, the ride was beautiful and scenic and the winery experience was so lovely. The Wine maker was knowledgeable and friendly and Dom gave us lots of interesting facts and laughs throughout the day about the Tuscany Region. Perfect day out! Did I say the…”

44 reviewsFrom $203.91by Tuscan Escapes by Papilio

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Small Group E-Bike Chianti Tour with farm lunch from Siena

Small Group E-Bike Chianti Tour with farm lunch from Siena - Morning ride on the Chiantigiana: 20km of views with real stops

2.Small Group E-Bike Chianti Tour with farm lunch from Siena

★ 5.0

Small-group Chianti e-bike tour from Siena with farm lunch, olive oil tasting, and a winery wine moment on quiet country roads.

“A lovely bike ride in the Tuscan hills with a beautiful lunch and wine tasting. Having an electric bike made the ride very easy. It was my first time on an e-bike and the uphill sections were no problem at all.”

34 reviews6 hours (approx.)From $216.25by Tuscan Escapes by Papilio SRL

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Chianti Classico E-Bike Tour

Chianti Classico E-Bike Tour - Castello di Brolio: Ricasoli Roots and Castle Views Without the Long Detour

3.Chianti Classico E-Bike Tour

★ 5.0

Chianti Classico by e-bike from Siena: Brolio Castle views, village rides, wine tasting, and a light lunch in about 5–6 hours.

“Seeing Tuscany on an E Bike was the perfect way to see it. We were two people on a private tour. Our guide Ricardo was very helpful and enjoyable to talk to. Our stop at a winery was a delight and we got to be up close and personal with watching them unload grapes from…”

24 reviews5 to 6 hours (approx.)From $313.24by ANIMA TOSCANA SRL

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E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles - Siena to Geggiano: where the ride starts with stories and photos

4.E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

★ 4.5

E-bike through Chianti Classico gravel roads from Siena, with castle stories, a Castello di Brolio tour, and Ricasoli tastings.

“I just completed an unforgettable experience with an ebike tour in Chianti and I can't help but recommend it to anyone looking for a unique adventure, between breathtaking landscapes and local delicacies. The tour included a visit to Castello Ricasoli, one of the historical gems of the region, where we were able to immerse ourselves…”

11 reviews7 hours 15 minutes (approx.)From $301.03by Ciclowine Bike Experiences

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