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

Discover Chianti’s landscapes, wine, and castles on a guided e-bike tour blending scenic riding, local tastings, and authentic Tuscan charm.

If you’re eyeing a trip to Tuscany and want to combine active exploration with cultural and culinary delights, the E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles might just be your perfect match. Based in Siena, this tour promises an immersive experience through scenic gravel roads, historic castles, and delicious local flavors.

We’re not claiming to have done this ride ourselves, but based on reviews and detailed itineraries, it sounds like a well-rounded adventure. What stands out immediately are two things: the breathtaking views of vineyards and Siena, and the chance to savor Chianti Classico wines directly from a renowned family-owned winery. On the flip side, be prepared for about 7 hours of active time and some physical effort—it’s not a casual stroll but a proper bike tour.

This experience is especially suited for those who enjoy cycling, local history, and good food. If you’re looking for a day that balances light physical activity with cultural richness, this tour hits quite a few marks. But if you’re not comfortable on a bike or have mobility issues, you’ll want to consider your fitness level before booking.

Key Points

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

  • Scenic cycling through Chianti’s picturesque landscape, including gravel roads and iconic vineyards.
  • Includes a guided tour of Castello di Brolio with insights into local history and the Ricasoli family.
  • Wine tasting of Chianti Classico at a historic winery, with a chance to sample different varieties.
  • Lunch at a local family-run restaurant offering authentic Tuscan dishes, perfect for a laid-back afternoon.
  • Time at charming San Gusmé, a village where time seems to slow down, ideal for a relaxed exploration.
  • Moderate physical activity suited for those with some biking experience; not a beginner-friendly tour.

The Itinerary in Detail

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles - The Itinerary in Detail

Starting Point: Siena

Your day kicks off in Siena, a city teeming with character and medieval charm. From here, you’ll hop onto your e-bike for a scenic ride toward Geggiano, passing through some of the area’s most beautiful vistas. The initial stretch is a gentle warm-up, with plenty of opportunities for photos and stories about the landscape.

Villa di Geggiano and the Bianchi Bandinelli Family

The first pause is at this small hamlet, where you’ll learn about the Bianchi Bandinelli family, the long-time lords of the region. This stop offers a glimpse into local history and the importance of Chianti Classico production. Expect a quick photo op with Siena’s skyline in the background—perfect for capturing the essence of Tuscany.

Gravel Roads & The Eroica Route

Moving further into the landscape, you’ll encounter the gravel white roads that are famous thanks to the historic Eroica cycling race. These paths wind past castles, vineyards, and cypress-lined roads, creating a picture-perfect backdrop. Along the way, there will be stops for storytelling and photos, giving you time to soak in the scenery and learn about the area’s heritage.

Up to Monti in Chianti

Next, you’ll reach Monti, a quaint hamlet where a quick break at a local café lets you stretch your legs, enjoy some Tuscan biscuits, and take in the views. You’ll then pass by Cacchiano Castle before heading toward the star of the day: Brolio Castle.

Castello di Brolio

This is the highlight for many. The guided tour of the castle delves into the history of Siena’s conflicts with Florence and the influential Ricasoli family. The castle’s panoramic views over vineyards and Siena are breathtaking, and the visit to the wine cellar provides a taste of Tuscany’s most famous wines. Reviews mention that the guide’s knowledge adds a personal touch, making the experience more engaging.

Wine Tasting at Barone Ricasoli

After the castle, it’s time for a wine tasting — one glass included in the tour. You get to choose from three types of Chianti Classico or other wines, giving you a good sense of regional varieties. If you’re a wine enthusiast, you can opt to purchase additional glasses, but the included tasting alone is satisfying.

Refresh at Agribar Brolio

A quick stop at this historic bar offers water and snacks, perfect for recharging before the next leg of the journey. It’s a spot appreciated in reviews for its old-world charm.

Lunch in San Gusmé

The itinerary includes a relaxing lunch at a family-owned restaurant in San Gusmé, often praised for its authentic Tuscan cuisine. You’ll have time to explore this picturesque village, which feels untouched by time, making it an ideal spot for a leisurely break.

Return to Siena

The final stretch takes you back to Siena via gravel and provincial roads, completing your active day. Short pauses for storytelling and optional coffee or bathroom breaks make the ride manageable, even if you’re not in top shape.

The Value of the Tour

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

At nearly $278 per person, the price reflects a comprehensive experience: guided castle tour, wine tasting, use of high-quality e-bikes, and a thoughtfully curated itinerary. The inclusion of meals is not in the fee, but the lunch at a local restaurant adds significant value, especially considering the quality of the food and the chance to enjoy Tuscan hospitality firsthand.

Reviews highlight that the guides are knowledgeable, making the history and stories more lively and accessible. The scenic landscapes and the opportunity to taste Chianti Classico from a historic estate stand out as major highlights. Many also note that the tour takes about 7 hours, which is a full day of activity, so it’s best suited for those prepared for a day of moderate cycling and sightseeing.

Who Will Love This Tour?

This trip is ideal if you’re comfortable on a bike and want to combine physical activity with cultural exploration. It’s perfect for those who appreciate wine and food, enjoy picturesque countryside, and are interested in local history. The guided element ensures you gain insights beyond just cycling through stunning scenery, making it a richer experience.

However, if cycling isn’t your thing or you prefer a more relaxed, less active day, this might feel a bit strenuous. The tour’s length and moderate physical demands mean you should have some level of fitness and comfort on an ebike.

Final Thoughts

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

This tour offers a well-rounded taste of Chianti’s beauty, gastronomy, and history. It’s a good pick for travelers wanting active exploration that’s still accessible and deeply satisfying in terms of local flavor. The combination of scenic riding, castle insights, wine tasting, and authentic Tuscan cuisine makes it a memorable day out.

While the cost might seem steep at first glance, the inclusions and overall experience justify it for many. It’s a chance to see some of the most iconic landscapes of Tuscany while learning their stories and tasting their wines—an experience you’ll carry back long after your trip.

If you’re someone who delights in discovering new wines, enjoys scenic rides, and likes engaging guides, this tour could be one of the highlights of your Siena stay.

✨ Book This Experience

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



5.0

(6 reviews)

83% 5-star

“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 adventu…”

— Diana J, Mar 2025

FAQ

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

Is this tour suitable for beginners?
It’s best suited for those with a moderate level of physical fitness and some experience with biking, as it involves riding on gravel roads and hilly terrain.

What’s included in the tour price?
You get use of an e-bike, a guided tour of Brolio Castle, a wine tasting with one glass of Chianti Classico, emergency mechanical assistance, and third-party liability insurance.

Are meals included?
No, lunch is not included in the tour fee, but it’s scheduled at a local family restaurant, which offers a great chance to enjoy Tuscan dishes.

How long is the entire experience?
It lasts approximately 7 hours, covering cycling, sightseeing, tasting, and relaxing breaks.

Is the tour family-friendly?
The tour is designed for those comfortable on bikes and with moderate physical activity—families with active older children or teenagers are likely to enjoy it.

What is the meeting point?
The tour starts at Via Mentana, 38, Siena, Italy.

Can I cancel the tour?
Yes, cancellations are free if made at least 24 hours in advance, with full refunds available.

What happens in case of bad weather?
The experience requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.

Are there options for extra wine tastings?
Yes, additional glasses can be purchased at the winery if you wish to sample more than the included one.

In all, if you’re after a day that combines activity, culture, and wine, this e-bike tour offers a balanced and genuinely enjoyable way to experience Chianti.