Siena isn’t just a city of stunning medieval streets and history; it’s also a prime destination for bike enthusiasts and casual riders alike. Thanks to its rolling hills, quiet country roads, and plentiful vineyards, Siena offers a variety of bike tours that let you experience Tuscany from a different perspective. Whether you’re after a leisurely ride through vineyards or an in-depth exploration of local castles, there’s something here for every level. One of our favorites is the Small Group E-Bike Chianti Tour with farm lunch from Siena, which combines ease of electric biking with authentic food and wine stops in the Chianti Hills. Plus, the small group size makes for a more intimate, personal experience.
For those who want to cover more ground without breaking a sweat, electric bikes are a game-changer. They allow you to pedal through Tuscany’s scenic landscapes, crossing vineyards, olive groves, and charming villages, all while enjoying the fresh air and sunshine. From half-day tours to full-day adventures, there’s no shortage of options to get your legs moving and your senses tingling.
Quick Overview
Our list covers a range of bike tours from guided group adventures to private experiences, each with unique features. You’ll find full-day tours with farm lunches, shorter scenic rides, and even multi-hour explorations of castles and Etruscan sites. Some tours highlight wine tasting and local food, while others focus on cultural and natural sights. For example, the Chianti Classico E-Bike Tour offers a half-day ride through historic castles and vineyards, perfect for those wanting a taste of Tuscany’s wine country. Keep reading to discover each tour’s details and see which fits your style best.
1. Small Group E-Bike Chianti Tour with farm lunch from Siena
At number 1, this full-day tour by electric bike offers a seamless blend of scenery, food, and wine. Starting in Siena, you’ll meet your guide, get familiar with your e-bike, and then set off into the Chianti Hills. What makes this tour stand out is the small group size, which creates an intimate atmosphere perfect for connecting with your guide and fellow riders.
Over approximately 6 hours, you’ll cycle around 20 km on quiet, traffic-free roads, crossing vineyards, olive groves, and shaded forests. Stops include a restored monastery and a local farm/winery, where you’ll enjoy a traditional Tuscan meal paired with generous wine tasting. The e-bikes make these hills accessible, regardless of your fitness level, and the basic training provided ensures everyone is comfortable. Guests mention that the guide was “helpful and kind,” and the views of the farm with its breathtaking scenery are unforgettable. This tour is ideal for those who want a relaxed pace combined with authentic Tuscan flavors. Bottom line: a well-rounded experience blending cycling, history, and culinary delights.
2. Chianti Classico E-Bike Tour
Next on our list, the Chianti Classico E-Bike Tour offers a half-day ride that covers more ground with ease. Starting with a visit to the historic Castello di Brolio, you’ll see the Ricasoli family estate, which has been producing wine since 1141. The tour includes an outside visit to the castle’s garden and chapel, giving you a glimpse into the region’s long-standing wine traditions.
Riding through the gentle Chianti landscape, you’ll pass Villa a Sesta and Castelnuovo Berardenga, small towns full of character and history. This tour’s highlight is the wine tasting at the estate and the opportunity to learn about Chianti’s famous wines from a knowledgeable guide. The bikes are fully equipped, and bottled water is provided for comfort. Guests praise the guide’s helpfulness and the opportunity to see the countryside at a relaxed pace. This is perfect for travelers wanting a shorter experience that still covers iconic sights. Bottom line: a compact but rich immersion into Chianti’s wine and scenery.
3. E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles
For a longer, more comprehensive day, E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles takes about 7 hours and includes visits to a castle and a traditional Chianti estate. This tour stands out for its focus on local food and wine heritage, crossing gravel roads used in the famous Eroica race. After leaving Siena, you’ll pedal to the castle of Brolio, where a guided tour of one of Chianti’s most famous castles offers insight into local dynasties and architecture.
The ride continues through hilly landscapes dotted with castles, with stops to take photos and listen to stories. The tour includes a wine tasting at a historic estate, highlighting the region’s renowned Chianti Classico wines. Guests appreciate the slow, contemplative pace, perfect for those who want to soak in the landscape and culture without rushing. The experience is suited for adventure-minded travelers who love history, wine, and scenic riding. Bottom line: a full immersion into Chianti’s castles and flavors, suited for those with a passion for culture and gastronomy.
4. Private Ebike Tour in Chianti
If privacy and personalized attention are your priorities, the Private Ebike Tour in Chianti offers a tailored experience, perfect for couples or small groups. Starting in Siena, your guide will deliver bikes and helmets, then lead you through medieval villages like Via delle Volte, before heading onto vineyard-lined roads.
This 6-hour tour includes custom routes designed for your interests, with stops for photos and storytelling. The highlight is the lunch of Tuscan dishes paired with local wines, served in a scenic setting. Guests mention that the guide was “friendly and knowledgeable,” and the personal touch made the experience especially memorable. The tour suits those who want a flexible itinerary, with plenty of opportunity for relaxing and enjoying the landscape. It’s ideal for travelers seeking a private, intimate experience with authentic Tuscan cuisine. Bottom line: a bespoke, comfortable way to explore Chianti’s countryside.
5. Private E-bike Tour in Chianti from San Gimignano
Starting from San Gimignano, the Private E-bike Tour in Chianti takes about 6 hours and offers a personalized experience of the Chianti landscape. You can choose to meet your guide in Siena or have pickup at your hotel in San Gimignano. The ride goes through white gravel roads used in the famous Eroica race, with stops at local wineries and medieval villages.
What makes this tour special is the combination of scenic riding and culinary experiences, including a lunch with local specialties and wine tasting at a family estate. Guests praise the relaxed pace and beautiful views of Siena’s skyline. The tour is perfect for foodies and history lovers who want a private, flexible experience in a stunning setting. The upgraded transportation option makes it especially convenient. Bottom line: a personalized, full-day immersion into the Tuscan countryside, ideal for those craving exclusivity.
6. Chianti Classico Bike Tour from Siena
For a shorter, more flexible riding experience, the Chianti Classico Bike Tour from Siena offers a roughly 4-hour loop that lets you explore at your own pace. Starting in Siena, you’ll ride through vineyard-covered hills and stop at a local café for coffee—just like local cyclists do.
This tour is ideal for those with limited time but wanting to see the region’s beauty, with the ability to customize the route based on your ability and interests. The guide will provide insight along the way, making it more than just a scenic ride. Guests find it perfect for a casual, self-paced adventure that balances sightseeing and exercise. Bottom line: a flexible option for spontaneous explorers or those with limited time.
7. Saturnia and Città del Tufo in E Bike
For a blend of nature and archaeology, the Saturnia and Città del Tufo in E Bike offers a 6 to 8-hour trip through ancient Roman and Etruscan sites. Starting with Saturnia’s sulphurous hot springs, you’ll enjoy natural limestone pools formed by mineral-rich waters.
Then, you’ll explore the medieval city of Pitigliano, called “Little Jerusalem,” and the Etruscan site of Sovana, with guided walks through historic streets. The tour combines natural beauty with cultural history, making it excellent for history buffs and outdoor lovers. The easy e-bike ride and the chance to relax in thermal waters make it suitable for all fitness levels. Reviewers appreciate the unspoiled scenery and the distinctive mix of nature and history. Bottom line: a rewarding full-day tour that combines geology, history, and relaxation.
8. By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti
At number 8, this E-bike tour that visits an art park and wine tasting integrates culture and beauty. Starting in Siena, your ride takes you through iconic gravel roads used in the Eroica race, with stops at hidden sculptures scattered throughout the landscape.
The highlight is the visit to a local winery for a tasting of Chianti wines and a tour of the art park, which features sculptures from local artists. The relaxed pace and artistic touches make it a unique experience. Guests describe the guide as helpful, and the lunch at the winery as exceptional. This tour suits art lovers and those wanting a more contemplative ride through Tuscany. Bottom line: a creative mix of art, wine, and scenic riding.
$280.34 per person
9. Chianti Adventure E-bike tour rental
For travelers who prefer to drive their own adventure, the Chianti Adventure E-bike tour rental provides top-quality e-bikes for a self-guided day in Chianti. With around 7 to 8 hours for riding, you can explore white gravel roads, visit local wineries, or simply follow your curiosity.
This is perfect for those who want flexibility and independent exploration. The bikes are praised for their performance and comfort, and the owner is known for being friendly and accommodating. It’s an affordable way to enjoy Tuscan scenery without a set itinerary—ideal for experienced cyclists or travelers who want to create their own route. Bottom line: a flexible, budget-friendly option for independent riders.
$8
10. Maremma natural park e-bike tour
Finally, the Maremma natural park e-bike tour offers a 6-hour guided ride through untouched landscapes of the Maremma. Ride through natural parklands, see ruins of an ancient abbey, and enjoy a beach picnic on a wild, scenic stretch of coast.
This tour is ideal for those who love nature, wildlife, and open spaces. The easy ride covers about 30 km, with plenty of stops to take photos and relax. Reviewers note the breathtaking scenery and well-organized guides. It’s perfect for outdoor lovers seeking a full-day nature fix. Bottom line: a scenic, nature-focused day that combines history, scenery, and beachside relaxation.
How to Choose Your Perfect Siena Bike Tour
Picking the right bike tour depends on your interests, fitness level, and time availability. If you want a comprehensive day with food and wine, the Small Group E-Bike Chianti Tour is a top pick. For those seeking a shorter, cultural experience, the Chianti Classico E-Bike Tour offers a perfect half-day. If privacy and customization matter most, the Private Ebike Tour in Chianti is your best choice. Budget travelers might prefer the Chianti Adventure E-bike rental, while outdoor enthusiasts will love the Maremma natural park e-bike tour.
Consider the season as well—spring and early fall provide the best weather—and book early, especially for top-rated tours with limited availability. For a full immersion in Tuscany’s scenery, culture, and flavors, any of these options will serve you well.
In Summary
From guided half-day rides across historic castles to full-day private excursions with farm lunches, Siena offers a versatile range of bike tours. The Small Group E-Bike Chianti Tour is a crowd favorite for its balance of scenery, food, and intimate experience. Meanwhile, self-guided rentals like the Chianti Adventure E-bike tour rental let you explore at your own pace.
Whatever your cycling level or interests, Siena’s countryside beckons. With so many options, you’re sure to find a tour that matches your style and gives you a true taste of Tuscany—so book early and enjoy the ride.