Biking in Siena offers the perfect blend of exercise and culture, letting you experience Tuscany’s rolling hills and vineyards up close. The best routes combine medieval villages, Chianti wine country, and those classic cypress-lined lanes you’ve dreamed about.
I’m especially fond of the small-group e-bike tours through the countryside – they’re practical for all fitness levels and include stops at family-run wineries. The half-day guided tours around the city walls are also wonderful, giving you a local’s perspective of Siena’s hidden corners.
Let’s look at my favorite bike tours that showcase the best of Siena and its surroundings.
Key Points
- Chianti Classico E-Bike Tours offer a 5.0-rated, half-day excursion through scenic vineyards, olive groves, and villages, including a visit to a 12th-century castle and a local winery.
- Chianti Senese E-Bike Tour is a 7-hour guided journey through vineyards and villages, featuring wine and cheese tastings, and a traditional Tuscan lunch, with a maximum group size of 10.
- Guided Bike Tours in Chianti Classico, with a 5.0 rating, provide a personalized countryside experience, suitable for all fitness levels, and include a licensed guide, bicycle, helmet, and refreshments.
- Culinary Experience: Ride and Cook combines a scenic bike tour through the Chianti countryside with a hands-on cooking class for Tuscan dishes, rated 4.5 stars.
- E-Bike Rentals in Siena offer latest model e-bikes, repair kits, and helmets, showcasing breathtaking vistas, and are recommended for families and groups, with a 4.5/5 rating.
Small Group E-Bike Chianti Tour With Farm Lunch From Siena
This small group E-bike tour through the Chianti region offers travelers a full-day adventure exploring Tuscany’s stunning countryside.
With its 93% traveler recommendation and Badge of Excellence, this tour provides an intimate experience for a maximum of 8 people. Guests will visit a restored monastery, local farm, and winery, enjoying a traditional Tuscan lunch and wine tasting.
The tour includes use of an electric bike, helmet, professional guide, and all necessary transportation. While not recommended for those with medical conditions or limited mobility, the tour is suitable for those comfortable riding an E-bike.
Priced from €180 per person, the tour offers free cancellation and a pay-later option.
Read our full review: Small Group E-Bike Chianti Tour With Farm Lunch From Siena Review
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Siena – Rent Your E-Bike and Discover Siena
Exploring Siena on an e-bike offers travelers a thrilling way to discover the city’s rich history and stunning landscapes. Priced from $89.83 per person, the 7-hour e-bike rental allows visitors to freely explore Siena’s picturesque terrain.
The latest model e-bikes, repair kits, and helmets are included, providing a comfortable and safe experience. Recommended for families and groups, the tour showcases breathtaking vistas perfect for capturing on camera.
With a 4.5/5 rating based on customer reviews, this activity is an excellent choice for those seeking an active and immersive way to experience Siena. Travelers should note the activity’s restrictions, such as not being suitable for pregnant women or non-cyclists.
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Chianti Classico E-Bike Tour
Travelers seeking an immersive exploration of Siena’s renowned Chianti Classico region can embark on a captivating half-day e-bike tour. Rated 5.0 based on 22 reviews and recommended by 100% of travelers, this electric bike adventure takes riders through scenic landscapes of vineyards, olive groves, and charming villages.
Highlights include stops at a 12th-century castle and a local winery for a wine tasting. The tour includes a light lunch, snacks, and bottled water, as well as private transportation and a knowledgeable local guide.
With a moderate fitness level required, this tour offers an easy and enjoyable way to discover the beauty of Tuscany’s renowned Chianti Classico region.
Read our full review: Chianti Classico E-Bike Tour Review
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Secret of Siena City E-Bike Tour
Gliding through Siena’s medieval streets on an electric bike, adventurers can uncover the city’s hidden gems and stunning vistas during the captivating “Secret of Siena” city tour.
This 3-hour excursion, limited to just 6 participants, offers a unique perspective of the historic center, including a visit to the iconic Piazza del Campo. Guided by a live English-speaking host, riders will enjoy panoramic countryside views and a refreshing ice cream break.
The tour package includes e-bike rental, helmet, and audio guide, making it an accessible and immersive way to discover Siena.
With convenient booking options and high customer ratings, this secret tour is a must for those seeking an unforgettable two-wheeled adventure.
Read our full review: Secret of Siena” City E-Bike Tour Review
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Chianti Classico Bike Tour From Siena
One of the most captivating bike tours departing from Siena is the Chianti Classico Bike Tour. This 5.0-rated activity takes cyclists through the renowned Chianti region, offering breathtaking views and a chance to explore the local culture.
Priced from $248.01 per person, the tour includes a bicycle, helmet, licensed guide, daily insurance, refreshments, and gratuities. The meeting point is the Andiamo office, and the tour runs daily from 9 AM to 10 AM between March 1, 2023, and December 14, 2025.
Confirmation is provided within 48 hours, subject to availability. The tour isn’t wheelchair accessible and requires a moderate fitness level, so it’s not recommended for travelers with certain medical conditions.
Read our full review: Chianti Classico Bike Tour From Siena Review
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Siena: Chianti Classico Guided Cycling Tour
Amid the undulating hills and lush vineyards of the Chianti Classico region, cyclists embark on a captivating guided tour from the historic city of Siena.
Priced from Kč 4,295 per person, the 6-hour tour offers a private group experience led by an English-speaking guide.
Participants can explore the scenic countryside at their own pace, stopping for photos, village visits, and local refreshments.
The tour includes bike rentals, helmets, water, insurance, and a lunch.
Meeting at a central location in Siena, the loop tour returns to the starting point.
Suitable for all fitness levels, the tour provides an immersive cycling adventure through the renowned Chianti Classico wine area.
Read our full review: Siena: Chianti Classico Guided Cycling Tour Review
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E-Bike Tour and Wine Tasting From San Gimignano
Departing from the picturesque town of San Gimignano, this private 6-hour e-bike tour guides cyclists through the gentle roads and trails of the Tuscan countryside.
Riders will visit a traditional family farm and 19th-century wine cellar, where they’ll enjoy a lunch paired with four different wines.
The tour also includes sampling local delicacies like honey, homemade olive oil, bruschettas, and cold cuts.
With a professional bike guide, use of an e-bike and helmet, and transportation included, this tour provides an immersive Tuscan experience.
The tour ends back at the starting point in San Gimignano, leaving cyclists with lasting memories of the beautiful scenery and flavors of the region.
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From Siena: Chianti Countryside E-Bike Tour W/ Lunch & Wine
This 6-hour e-bike tour departs from Siena’s train station, guiding cyclists through the picturesque Chianti countryside.
Pedal past vineyards, olive groves, and forests, stopping to visit the historic 13th-century fortress in Monteriggioni.
The tour includes a farm-fresh lunch paired with local wines, showcasing the region’s seasonal bounty.
E-bikes provide assistance, making the 20km ride on low-traffic roads an enjoyable, relaxing experience.
With a maximum group size of 8, you’ll receive personalized attention from the knowledgeable English-speaking guide.
Rated 4.8/5 based on 39 reviews, this tour offers excellent value and is easily booked online, with free cancellation up to 24 hours in advance.
Read our full review: From Siena: Chianti Countryside E-Bike Tour W/ Lunch & Wine Review
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Siena: Guided Bike Tour of Val D’Orcia
Embarking on the Siena: Guided Bike Tour of Val d’Orcia, cyclists venture into the picturesque landscapes of this renowned Italian region.
Over 6 hours, the tour explores medieval villages, offering an unhurried pace to capture photos and immerse in local experiences. Priced from $190.22 per person, the tour caters to all fitness levels, with options to rent e-bikes, road, gravel, or mountain bikes.
Highlights include tasting Italian coffee and local products, as well as the opportunity to book a winery lunch and wine tasting.
Led by English-speaking guides, the tour provides helmets, water, and insurance, with bike rentals and lunch included in the price.
Read our full review: Siena: Guided Bike Tour of Val D’Orcia Review
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From Siena: Chianti Electric Bike Tour
Venturing from the serene landscapes of the Val d’Orcia, the Chianti Electric Bike Tour from Siena takes cyclists on a scenic journey through the renowned Chianti wine region.
Covering approximately 40 km, the 6.5-7 hour tour includes transport by minivan, an expert bicycle guide, and electric bike rental with a helmet.
Highlights include visiting a famous wine estate for a light lunch and tasting, discovering medieval Monteriggioni, and taking in the natural beauty of vineyards, olive groves, and rolling hills.
Priced at $137.38 per person, this tour offers free cancellation up to 24 hours in advance and a “reserve now & pay later” option.
While not suitable for wheelchair users or children under 14, the tour operates rain or shine.
Read our full review: From Siena: Chianti Electric Bike Tour Review
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Siena: E-Bike Tour on the via Francigena With Brunch
Explore Siena’s scenic countryside on an e-bike tour along the historic Via Francigena.
This 4-hour experience takes you on a 40km journey, suitable for both beginners and experts. Enjoy breathtaking views as you ride, with the comfort and freedom of an e-bike.
The tour includes a stop in the medieval town of Monteriggioni for a delicious brunch. Along the way, you’ll discover key sites like Chiocciola Castle and Abbadia Isola.
The small-group tour is limited to 10 participants and is offered in English and Italian. With free cancellation up to 24 hours in advance, it’s a flexible and convenient way to explore Siena by bike.
Read our full review: Siena: E-Bike Tour on the via Francigena With Brunch Review
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Siena: E-Bike Tour in the Chianti Senese With Lunch
Situated in the heart of Tuscany’s renowned Chianti region, this captivating e-bike tour invites travelers to enjoy the scenic splendor of the Chianti Senese.
Priced from $406.86 per person, the 7-hour excursion takes participants on a guided journey through the rolling hills, vineyards, and medieval villages of this picturesque area.
Along the way, you’ll enjoy photo stops, wine and cheese tastings, and a delectable Tuscan lunch.
With a maximum group size of 10, this tour offers an intimate and personalized experience, allowing you to fully appreciate the region’s natural beauty and rich cultural heritage.
Free cancellation and flexible booking make this an enticing option for your Siena adventure.
Read our full review: Siena: E-Bike Tour in the Chianti Senese With Lunch Review
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Ride and Cook Like a Tuscan Is an Amazing Guided Bike Tour
For those seeking a more immersive Tuscan experience, the “Ride and Cook Like a Tuscan” guided bike tour promises an unforgettable adventure.
This 5-hour experience takes cyclists through the stunning Chianti countryside, allowing them to explore charming villages and visit a local family-run winery.
The tour culminates with a hands-on cooking class, where participants learn to prepare authentic Tuscan dishes.
Priced at $89.83 per person, this tour earns a 4.5-star rating from 310 reviews, making it a popular choice for those looking to fully enjoy the region’s culinary and cultural traditions.
Read our full review: Ride and Cook Like a Tuscan Is an Amazing Guided Bike Tour Review
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Recap
Siena offers a variety of bike tours showcasing the region’s stunning countryside and local cuisine. From e-bike tours through the Chianti vineyards to guided rides along the historic Via Francigena, there’s something for every level of cyclist. Travelers can enjoy farm-fresh lunches, brunch, and cooking classes, making these tours a great way to experience the heart of Tuscany.