Florence to Siena through Chianti 2-day bike tour
Duration
2 day(s)
Languages
English
Skip the line
Included
2-day immersive Chianti Classico bike tour from Florence to Siena
Ride scenic backroads through medieval towns, vineyards, and rolling hills
Visits to family-run wineries and farms with wine and olive oil tastings
Meet world-renowned butcher Dario Cecchini in Panzano



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Experience the heart of Tuscany on this immersive 2-day Chianti Classico bike tour, connecting with nature, local life, and authentic Tuscan flavors.
Starting from Florence, ride through scenic backroads from San Casciano to Gaiole in Chianti, avoiding highways and discovering medieval towns, panoramic views, and hidden corners of the countryside. Enjoy stops at family-run wineries and farms to taste Chianti wines, olive oils, and traditional Tuscan dishes. Electric bikes are available for a more relaxed ride.
Day 1 begins with a morning ride through Bellosguardo, taking in villas, ancient roads, and the Certosa of Florence monastery. Continue to San Casciano, visit a wine estate for a guided tour and lunch, and taste multiple wines and olive oils. The afternoon ride passes through Mercatale and Greve in Chianti, ending in the hilltop town of Panzano, where you’ll meet the world-renowned butcher Dario Cecchini, followed by relaxation at a countryside villa with dinner.
Day 2 starts with a downhill ride to Radda in Chianti, then onward to Gaiole for a traditional Tuscan lunch in the town square. The journey continues along scenic semi-downhill routes through Pianella, finishing in Siena, offering an unforgettable blend of cycling, culture, gastronomy, and Tuscan landscapes.
Expert bilingual guide
High-quality bikes or electric bikes
Helmets, water, and basic bike support
Visits and tastings at wineries and farms
Two lunches and one dinner
Luggage transfer between accommodations
Personal expenses
Gratuities (optional)
Drinks or food not specified in inclusions
Passport or ID card
Comfortable shoes
Sunglasses
Sunscreen
Rain gear
Moderate to high cycling fitness required
Comfortable clothing and shoes recommended
Bring a fully charged phone and power bank for navigation
Tour runs in all weather; bring sun or rain protection
Electric bikes available on request for easier riding
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