Florence Chianti Classic Bike Tour

Tuscany’s Classic Ride — For Strong Cyclists
Experience the Real Chianti: Beautiful, Challenging and Unforgettable

Created for competent cyclists, the Chianti Classic Bike Tour trades easy paths for challenging rolling hills and rewarding panoramic climbs. Leaving Florence behind, you will conquer some of Tuscany’s most iconic cycling roads, immersed in vineyards and medieval villages. The experience is physically demanding at times, but for those comfortable on hilly terrain, it is the most authentic cycling experience in Tuscany.

• Small groups only
• Led directly by the Company owners, Piero & Elena
• Challenging ride through Chianti countryside
• Scenic vineyard roads & Tuscan hills
• Region: Chianti Classico 
• Full van support throughout the day
• Real Tuscany, away from mass tourism
• Explore Radda in Chianti and the Gaiole
• Visit the Brolio Castle garden
• Wine tasting at the Ricasoli wine shop
• Electric bikes available  for stronger recreational riders

Tour Details & Quick Facts

• Duration: Full Day (Pick-up at 8:30 AM, Drop-off at 5:30 PM)
• Biking Distance: 16 to 20 miles (25 to 32  km), adjustable to your fitness level
• Difficulty: Moderate to Challenging (Choose your starting point)
• E-Bike available upon request
• Group Size: Small group – 4 to 8 people – Private tour  – larger groups can be accommodated upon request.
• Route : Radda in Chianti – Lecchi – San Sano – Brolio – Gaiole in Chianti
• Minimum Age: 14 years old
• Non-riding travel companions are always welcome to join the experience! Feel free to contact us for more details.

What is Included

• Round-trip air-conditioned van transfer from a designated meeting point in Florence. Please note that if you are staying outside Florence, we will be happy to arrange a customized countryside meeting point for your convenience.
• Expert guidance by owners Piero & Elena (Licensed Tour Operator since 2013)
• Full guidance and van support
• High-quality 27-speed light-frame fitness bicycle, helmet, and water bottle
• Optional : High-end E-bike upgrade available on request for stronger recreational riders looking for additional support on climbs
• Entrance Fee Included: Visit the panoramic Renaissance gardens of Brolio Castle
• Wine Tasting Included: Experience the historic wines and Extra Virgin Olive Oil at the Ricasoli 1141 Wine Shop
• Snacks and fresh fruit during the bike ride

Tour Highlights

• Active Cycling: Pump your pedals through the authentic, low-traffic hills of the Chianti Classico region.
• Medieval Villages: Explore the ancient walled town of Radda in Chianti and the charming Gaiole in Chianti.
• Brolio Castle: Visit the breathtaking Renaissance gardens overlooking the Chianti countryside, with Siena in the distance.

Ready To Experience Tuscany By Bike?

Your Itinerary Step-by-Step

1. Morning Transfer & Radda in Chianti Your day starts with an 8:30 AM pick-up in Florence. We drive south in our air-conditioned van to the ancient walled village of Radda in Chianti. You will have time to explore the cobbled streets and enjoy a traditional Italian cappuccino before we fit your bikes.
2. Cycling the Chianti Hills We hit the road for the active portion of the tour. The route features the famous soft rolling hills of Tuscany. You will cycle along flowing backroads, away from mass tourism, immersing yourself in a landscape of vineyards and ancient forests.
3. Brolio Castle Gardens A rewarding climb brings us to the stunning Brolio Castle, owned by the Ricasoli family since 1141. We will visit the Renaissance gardens, famous for their geometric bushes and sweeping panoramic views of the entire Chianti Classico area.
4. Tuscan Lunch & Wine Tasting After the castle visit, it is time for a well-deserved lunch (payable locally) at a traditional trattoria. Following lunch, we head to the historic Ricasoli tasting room to sample their prestigious Chianti Classico wines and Extra Virgin Olive Oil.
5. Downhill to Gaiole and Return For the grand finale, you will hop back on your bike for a thrilling downhill ride leading straight into the town of Gaiole in Chianti. After a satisfying final espresso, we load the bikes into the van and drive you safely back to Florence by 5:30 PM.

Ready To Take On Tuscany’s Legendary Chianti Hills?

Challenge yourself on one of Tuscany’s most rewarding rides through vineyard roads, panoramic climbs and authentic countryside landscapes just outside Florence.

WHAT MAKES BIKE FLORENCE & TUSCANY DIFFERENT

Bike Florence & Tuscany is a founder-led Tuscany Biking Company specializing in authentic small-group experiences departing directly from Florence and surroundings.
Since 2013, we have focused on combining:

• genuine local guidance
• scenic secondary roads
• flexible pacing
• authentic Tuscan atmosphere
• small groups
• personal attention

Rather than creating high-volume tourist experiences, our goal is to help guests experience Tuscany in a more personal, relaxed and memorable way.

FAQ

• Is this tour suitable for beginner cyclists? No. This experience is best suited for competent cyclists comfortable riding hilly terrain and moderate-to-long distances.
• How difficult are the climbs? The route includes sustained rolling hills and several physically demanding climbing sections typical of the Chianti countryside.
• Are e-bikes available? Yes. E-bikes are available and can help stronger recreational riders enjoy the experience more comfortably.
• Is van support included? Yes. Full van support remains available throughout the ride.
• Is lunch included? Lunch is not included, but we will be happy to recommend one of our favorite local spots along the route for a quick and delicious Tuscan meal
• Is this tour family friendly? This experience is best suited for active families with older teens who already cycle regularly and confidently on hilly terrain.
• What should I wear? Comfortable cycling apparel is strongly recommended for this ride due to the physical nature of the terrain.
• What happens if it rains? Our support van allows flexibility in changing weather conditions and helps us adapt the itinerary whenever necessary.