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Experience the Tuscany countryside on a private e-bike tour from Siena, including scenic stops, a vineyard lunch, and wine tasting—all in a small-group setting.

This private ebike tour in Chianti offers an intimate way to explore the beautiful Tuscan landscape beyond the typical bus excursions. Priced at $362.33 per person, the tour lasts approximately 6 hours and is specifically designed for small groups, ensuring personalized attention from your guide. The tour departs from Viale IV Novembre, 35, Castellina in Chianti at 10:00 am, making it an ideal morning activity to enjoy the region’s sights and flavors.
What makes this experience stand out is its focus on getting closer to the countryside than a bus can offer, with routes that cater to both casual cyclists and those with more experience. All necessary equipment, including bikes and helmets, is provided, so there’s no need to bring your own gear. This tour combines outstanding scenery, cultural stops, and a flavorful lunch paired with local wines, making it a comprehensive taste of Chianti.

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The tour begins at Viale IV Novembre in Castellina in Chianti, a location near public transportation options. The meeting point is convenient for travelers staying in Siena or nearby towns. The start time of 10:00 am ensures a full day of exploration, with the tour returning to the original meeting point after completing the route.
The private nature of the experience means your group will be the only participants, which enhances the sense of intimacy and allows your guide to tailor the experience to your interests. The tour ends back at the meeting point, providing a hassle-free way to continue your Tuscany adventures afterward.

The itinerary includes four key stops that showcase the region’s diverse landscape and cultural heritage:
Stop 1: Bike and Helmet Delivery with Tuscany Private Tour
The adventure kicks off with bike and helmet delivery, ensuring safety and comfort from the start. This initial 30-minute segment is essential for gearing up and getting familiar with the ebike.
Stop 2: Via delle Volte
Next, the tour visits Via delle Volte, where you can walk through a medieval village. This stop offers a chance to appreciate Tuscan architecture and the charm of a historic settlement, making it a highlight for those interested in history and local culture.
Stop 3: Strada Statale 222 Chiantigiana
The longest segment, 2 hours on the bike, takes you along the Chiantigiana road, where you’ll enjoy spectacular views of vineyards that stretch across the rolling hills. This part of the route is perfect for soaking in the classic Tuscan scenery and appreciating the region’s renowned winemaking landscape.
Stop 4: End of the Tour with Return to Starting Point
The final hour wraps up the ride, returning you to the original meeting spot. Along the way, the guide shares insights into the area’s wine and olive oil production, enriching the experience.

A key advantage of this tour is that all equipment is included. You do not need to worry about bringing your own gear, and the bikes function reliably to ensure a smooth ride. This setup makes the experience accessible to a wide range of guests, especially those with moderate physical fitness levels.

The tour culminates with a lunch at a local winery, an event praised for its personalized and relaxed atmosphere. Guests sit at picnic tables overlooking vineyards, enjoying three courses plus wine tastings featuring five different wines. The wine selection includes a variety of local wines, all highlighted by a private tour of the winery led by the owner.
The lunch experience embodies the essence of Tuscan hospitality, offering delicious dishes made from ingredients sourced directly from local farms, vineyards, and olive groves. This meal provides a genuine taste of the region’s culinary traditions in a scenic setting.
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Reviews highlight guides like Tommaso, Samuel, and Filipo for their expertise and personable approach. They explain local history, wine-making processes, and regional details with warmth and clarity, making the ride engaging and informative. The small group size ensures that guides can tailor the experience and answer questions thoroughly.
Guides also manage the pace effectively, balancing scenic stops with a comfortable ride, which appeals to those with moderate physical fitness.

The tour offers a free cancellation policy, allowing full refunds if canceled at least 24 hours in advance. This flexibility is ideal for travelers who want peace of mind when planning their Tuscany itinerary, knowing they can adjust plans if needed.
Since it’s a private experience, changes and cancellations are straightforward, adding to the tour’s overall convenience.

Priced at $362.33 per person, this tour provides a comprehensive experience blending cycling, cultural stops, wine tasting, and regional cuisine. It is best suited for those seeking a personalized, high-quality adventure away from large group tours.
Most bookings are made about 49 days in advance, reflecting its popularity among visitors wanting a guided, all-inclusive day in Chianti. The tour is ideal for couples, small groups, or travelers eager to explore Tuscany with expert guidance and comfort.
This private ebike experience delivers a well-rounded immersion into Chianti’s landscapes, history, and flavors. It combines scenic cycling routes, visits to picturesque villages, a delicious Tuscan lunch, and wine tasting, all led by knowledgeable guides committed to personalized service.
While the price point is on the higher side, the small-group intimacy, all-inclusive setup, and authentic regional exposure make it a worthwhile choice for those wanting a flexible, engaging way to explore Tuscany’s best.
This tour is especially perfect for adventurous couples, small groups, or anyone interested in combining cycling with gastronomic delights. Expect a day filled with stunning views, cultural insights, and memorable flavors that truly capture the spirit of Chianti.
“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 c…”
Is this tour suitable for beginners or only experienced cyclists?
This tour is designed for those with moderate physical fitness, but the ebikes and scenic route make it accessible for most riders, including casual cyclists.
What is included in the price?
The bike and helmet rental, guidance, scenic stops, lunch, and wine tastings are all included in the $362.33 per person fee.
Can I cancel or reschedule if my plans change?
Yes, the tour allows free cancellation up to 24 hours in advance. Changes made less than 24 hours before are not accepted.
What should I wear or bring?
Guests should wear comfortable clothing suitable for cycling and moderate physical activity. Since all bikes and helmets are provided, no additional equipment is necessary.
How long is the entire experience?
The total duration is approximately 6 hours, from start at 10:00 am to the end of the ride and lunch.
Is transportation provided from Siena?
The tour starts at the meeting point in Castellina in Chianti. Travelers should arrange their transportation to this location, as the tour does not include pickup from Siena.
What makes this tour different from other Chianti wine tours?
This experience emphasizes cycling through Tuscany’s landscapes, with personalized guidance and a focus on small-group intimacy, setting it apart from larger bus or group tours.
Who would most enjoy this tour?
It suits active travelers who want to combine outdoor exploration with culinary experiences in a relaxed, private setting.