Category Chianti E-Bike & Cycling Tours

Siena · CHIANTI E-BIKE & CYCLING TOURS

The 13 Best Chianti E-Bike and Cycling Tours from Siena

13 reviewed

The Chianti hills were made for two wheels, and an e-bike flattens the climbs. These are the 13 best cycling and e-bike tours from Siena, with the distances, the winery and lunch stops, and how much pedalling each one really asks of you.

Wine Tour Ebike Experience

Wine Tour Ebike Experience - Tempio di San Biagio: a 10-minute scenic reset

1.Wine Tour Ebike Experience

★★★★★★★★★★5.0 · 175 reviews · 5 hours (approx.) · from $192Our pick

Ride Montepulciano’s hills by e-bike, stop at San Biagio, then taste eight Montepulciano wines at two cellars, guided by your phone.

“This is not for anyone who hasn’t been on an e-bike and it’s not off road as the photos would represent. We traveled main roads between wineries. That said, Italians are kind to bikers/cyclists and I never felt unsafe. Both wineries we visited were lovely. We had one of our best meals in Italy during this excursion! Urban Bikery was an upscale store with great staff. A unique experience for sure and be sure to leave yourself extra time to explore the town!”

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

From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine - Start Here: Siena Train Station Meeting Point and Bike Setup

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

Small Group E-Bike Chianti Tour with farm lunch from Siena - Meeting in Siena: start time, location, and what to expect at 9:00 am

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

★★★★★★★★★★5.0 · 34 reviews · 6 hours (approx.) · from $216

Ride e-bikes through the Chianti countryside from Siena, stop at Monteriggioni, and enjoy a farm lunch with Chianti wine and olive oil.

“Our winery cycle tour with Giacomo was absolutely fantastic!! We rode through amazing countryside with stunning views of the rolling landscape. Giacomo was so engaging, warm and friendly. Giacomo was very understanding and tailored the ride to suit the ability of the group! The two wineries that we visited were uniquely different, but both were truly spectacular in their own way! Lunch was fabulous with plenty of delicious traditional dishes and plenty of tasty wine! This was an epic winery cycle tour! I would totally recommend!! Thanks so much Giacomo!”

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Chianti Classico E-Bike Tour

Chianti Classico E-Bike Tour - Villa a Sesta Ride-Through: The Village Part Without the Stress

4.Chianti Classico E-Bike Tour

★★★★★★★★★★5.0 · 24 reviews · 5 to 6 hours (approx.) · from $313

Private e-bike tour from Siena through Chianti Classico with stops at Brolio and Villa a Sesta, plus wine tasting and lunch.

“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 the vineyard. I recommend this bike trip!”

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E-Bike Val d’Orcia Experience

E-Bike Val d'Orcia Experience - Monticchiello time: La Guardiola lunch or wine stop mid-ride

5.E-Bike Val d’Orcia Experience

★★★★★★★★★★5.0 · 20 reviews · 4 to 6 hours (approx.) · from $186

E-bike the Val d’Orcia from Montepulciano. GPS-guided route, steep dirt roads, and lunch stops in Monticchiello or Pienza.

“All around great experience! The man who helped us was so informative and the route that we took was so beautiful. The bikes were a ton of fun, a bit uncomfortable, typical bike seats, and the duration is long so good idea to opt for the cushion that’s offered at the start. The last 20 mins one of our bikes had an engine malfunction making it extremely difficult to go up hills (which there are A LOT and they are very steep). We should have called the owner, because he was super responsive the entire time but we decided to walk the bikes back. Don’t follow our lead, call the…”

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

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles - Stop 1: Siena to Geggiano for stories and first views

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

★★★★★★★★★★4.5 · 11 reviews · 7 hours 15 minutes (approx.) · from $301

E-bike the Chianti gravel roads from Siena to Castello di Brolio for a Chianti Classico tasting and Tuscan food stops.

“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 in the history and elegance of a residence that tells centuries of winemaking tradition. What really made this experience special was the guide, Augusto. His professionalism and his incredible empathy made the tour not only informative, but also extremely enjoyable. With a great knowledge of the territory and its culture, Augusto accompanied us with passion,…”

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Brunello E-Bike Tour

Brunello E-Bike Tour - The vineyard lesson: where the wine knowledge actually comes from

7.Brunello E-Bike Tour

★★★★★★★★★★5.0 · 8 reviews · 5 to 6 hours (approx.) · from $301

A half-day e-bike tour through Tuscany with a real Abbazia di Sant’Antimo wine tasting, vineyard learning, and time in Montalcino for your own wanderings.

“What a delightful experience! Renzo has the unique ability to provide historical context to the experience as well as the personal knowledge to provide a multilayered overview of Lake Como. He was flexible in planning and in execution of the personalized tour and also very proficient in English. We came away from the tour with a better understanding of the culture and the architecture of the region, as well as it’s impact on history from the Romans to modern science and art.”

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MONTALCINO Private E-Bike & Brunello Winery Experience

MONTALCINO Private E-Bike & Brunello Winery Experience - The Buonconvento e-bike loop: Tuscany roads with real views

9.MONTALCINO Private E-Bike & Brunello Winery Experience

★★★★★★★★★★5.0 · 5 reviews · 3 to 5 hours (approx.) · from $412

Private e-bike ride from Montalcino to Buonconvento, then an exclusive Brunello tasting with lunch at Colsereno. English guide.

“The e-bike tour was a GREAT way to see the region. We visited many interesting areas and heard all about the history and relevance to the region. Finishing at a winery for wine tasting and a great Tuscan meal combined two experiences into one. What differentiates this experience from other e-bike tours was our guide Roberto. As a former professional rider, the biking experience was top notch. His knowledge and story telling allowed us to really understand the area. His personal touch made the REAL difference. We had such a good time, we booked a different tour with him two days later. Make it a must-do when in the region!”

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Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany

Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany - E-Bike Upgrade: When It’s Worth Paying More

10.Enjoy a Wine Tasting after a cycling excursion in the magic of Tuscany

★★★★★★★★★★5.0 · 4 reviews · 4 hours (approx.) · from $164

Half-day bike tour in Montepulciano followed by a winery visit, wine tasting, and a Tuscan lunch. Small group, English-speaking guide.

“Wonderful guided bike ride through vineyards, followed by a delicious lunch at the winery. The guide was pleasant, knowledgeable and proceeded at a pace that was comfortable. The lunch included a tasty lasagna along with several delicious wines.”

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Private E-bike Tour in Chianti from San Gimignano

Private E-bike Tour in Chianti from San Gimignano - Your 6-hour route: from bikes and helmets to Chianti viewpoints

Private Ebike Tour in Chianti

Private Ebike Tour in Chianti - Stop 1: The quick bike setup that makes the rest easier

12.Private Ebike Tour in Chianti

★★★★★★★★★★5.0 · 4 reviews · 6 hours (approx.) · from $370

Private e-bike Chianti tour from near Siena: medieval village walking, vineyard views, and a winery lunch with wine tasting.

“Tommaso was our guide, beautiful scenery! Just classic. Our lunch at the winery was so special! Sat at a picnic table overlooking the vineyard, 3 courses plus Tasted 5 wines-all delicious! Private tour of winery with the owner. Could have stayed all day!! Be sure to book the transfer from Siena to the bike shop, a good 30 min. away. Very accommodating team!”

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