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Explore Tuscany's Chianti countryside on a 6-hour guided bike tour from Florence, including wine tasting, a scenic ride, and a delicious Tuscan lunch.


The Tuscany Bike Tours Through the Chianti Hills with Wine Tasting offers a vibrant and active way to experience Tuscany outside of Florence. For $138.33, travelers enjoy approximately 6 hours of guided cycling through the picturesque Chianti countryside. The tour starts at 8:30am from Via Ghibellina in Florence, with round-trip transportation included, making it a convenient escape from city sights.
This adventure combines spectacular scenery, medieval history, and Tuscan flavors — all in a fun and athletic package. The tour is especially favored for its expert guides, well-maintained bikes, and the opportunity to enjoy local wines and olive oils in authentic settings. While the route involves some hills, the overall experience is tailored for those with moderate physical fitness and confidence on main roads.
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The journey begins with a transfer from Florence to the peaceful countryside of Chianti. Once there, the guides lead the group along tree-lined avenues and winding country roads that showcase olive groves, vineyards, and historic villas. The scenery is consistently breathtaking, with photo stops planned along the way for capturing the rolling hills and rustic charm.
The bike orientation and safety briefing ensure everyone is ready for the approximately 2-hour ride. The route emphasizes mostly downhill sections, making it accessible for those who are comfortable biking but don’t want constant uphill climbs. The terrain balances flat stretches with some challenging hill sections, which can be skipped or supported with optional vehicle transport.

A key highlight of the tour is the wine tasting at a medieval castle located within the Chianti region. Here, participants get the chance to sample local Chianti wines directly in a historic setting. The castle’s wine cellar showcases traditional storage methods, including barrels of Italian and French oak. This stop offers insight into wine production and aging, making it more than just a tasting — it’s an educational experience.
Apart from wine, visitors also enjoy extra virgin olive oil tasting, with a variety of oils to sample and purchase. The castle’s setting provides an authentic backdrop for learning about Tuscan culinary traditions. The supportive guides share engaging stories, making the experience both fun and informative.
After the castle visit, the tour proceeds to a Tuscan villa for a light lunch. This meal features local ingredients, paired with wine and olive oil tastings. The lunch offers a great chance to relax and savor authentic Tuscan flavors in a scenic setting. Many reviews highlight the quality of the food and wine, considering it a memorable part of the day.
Guests also have the option to purchase exclusive products—including wines and oils—to bring home a taste of Tuscany. The lunch complements the touring experience perfectly, providing a satisfying end to the active day.

The tour guides are repeatedly praised for their friendliness, knowledge, and professionalism. Names like Ben and Angus come up frequently for their engaging storytelling and safety-conscious approach. They tailor the experience to various fitness levels, supporting those who wish to skip challenging hills with vehicle support.
For those seeking additional comfort, the tour offers e-bike options for an extra cost. Many reviews recommend this upgrade, especially for riders who want to maximize enjoyment without overexertion. The small group size of 24 travelers ensures a friendly, personalized atmosphere with plenty of room for questions and interaction.
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The tour departs from Via Ghibellina, 52 in Florence at 8:30am, with round-trip transport included. The experience lasts around 6 hours, ending at Piazza Piave, Florence. The meeting point is near public transportation, making it accessible for most visitors.
The itinerary is designed for those with moderate physical fitness and confidence on main roads. The bike safety briefing at the start ensures everyone is prepared. Support vehicles and assistance are available, especially over more challenging or uphill sections.

All participants receive a bike and helmet as part of the experience. The bikes are described as well-maintained, with professional mechanics on hand. The safety briefing covers proper riding techniques and group safety, helping to make the ride smooth and secure.
While the route includes some hills, the overall ride is considered manageable for most with moderate fitness. Those who prefer less physical effort can opt for e-bike support, making the ride more relaxed and enjoyable.
This tour stands out for its combination of active outdoor exploration and authentic Tuscan experiences. Unlike many sightseeing options that stick to museums or bus rides, this tour offers a hands-on approach, combining cycling, wine tasting, and a traditional lunch.
The expert guides and carefully designed route ensure an informative and scenic adventure. The opportunity to taste local wines and oils in historic settings adds value that many similar tours lack. On top of that, the small group size enhances the personal touch and safety.
This tour is best suited for active travelers with moderate fitness and biking confidence. While most will find the route manageable, the final hill can be challenging for less experienced cyclists. Support options like e-bikes and vehicle support help accommodate different needs.
It’s ideal for those wanting a more dynamic alternative to museum-hopping, combining exercise, nature, and food. The scenic views, historical stops, and local tastings make it a worthwhile day trip for anyone seeking an authentic Tuscan experience outside Florence.
The Tuscany Bike Tours Through the Chianti Hills offers a well-rounded, engaging way to explore the region’s stunning landscapes and culinary delights. With professional guides, beautiful scenery, and delicious tastings, it delivers a memorable experience suited for active travelers.
While some hills may require effort, support options and a mostly downhill route make it accessible. The lunch at the villa and the castle wine tasting stand out as highlights, providing authentic Tuscan flavors in a scenic setting. For those who enjoy cycling combined with cultural and gastronomic experiences, this tour represents great value and a day to remember.
“This tour was absolutely fantastic! So well organized, from the transport to the route. The support van was also a really welcomed touch. Recommend…”
How long is the bike ride?
The bike ride lasts approximately 2 hours, with most of the route being downhill or flat, suitable for those with moderate fitness.
What’s included in the price?
The price covers round-trip transport, bike and helmet, wine and olive oil tastings, and a light lunch in a Tuscan villa.
Can I upgrade to an e-bike?
Yes, e-bikes are available for an extra cost. It is recommended for those who want to make the ride more comfortable or are less confident on hills.
What is the starting point?
The tour departs from Via Ghibellina, 52, Florence at 8:30am.
Is the tour suitable for children or families?
The tour is designed for those with moderate physical fitness and bike confidence. Support options make it feasible for a range of participants, but younger children may need to be evaluated individually.
How long does the entire experience last?
The full experience lasts about 6 hours, including transport, cycling, tastings, and lunch.
What are the main highlights?
Key highlights include scenic cycling through Chianti, wine tasting at a medieval castle, and lunch at a Tuscan villa with local wines and oils.
Is this tour available year-round?
The data does not specify seasonal availability, but the experience is popular in spring, summer, and early autumn.
What size are the tour groups?
Groups are limited to 24 travelers for a more personalized experience.
How do I book this tour?
Reservations can be made in advance, with an average booking time of 44 days in advance. Cancellation is free up to 24 hours before the experience.
This guided bike tour through Chianti’s scenic hills offers a delightful mix of activity, history, and flavors—ideal for those looking to explore Tuscany in an active and authentic way.