Bicycle Tours & Trips in Tuscany
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10 best bicycle Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
Cycle Tuscany
14 Reviews by TourRadar travelers“Beautiful landscapes. Not too tough, not too easy.”
Leticia, traveled in April
Quality Kross bikes with hydraulic brakes carry cyclists through Tuscany's finest routes. Highlights include Leonardo da Vinci's birthplace and historic Fronte della Rocca bakery. Support vehicle assists during 35-84km daily rides, with e-bikes available.
Duration 8 days Destinations Florence, Signa, Vinci, Lucca, Barga, Garfagnana, Pisa Age Range 14 to 99 year olds Distance 87 mi Operator Intrepid Travel From $3,055
15% Off- US$2,597You save $458
Rolling hills and historic paths stretch from Pisa to Florence on this cycling adventure. Lake Massaciuccoli's panoramic roads, Montecarlo's vineyards, and medieval Montevettolini highlight the 210km journey. Premium lodging includes stays at Hotel Repubblica Marinara.
Duration 7 days Destinations Pisa, Lucca, Montecatini, Vinci, Pistoia, Florence Age Range up to 99 year olds Operated in English, German Physical Rating Moderate Distance 72 mi Operator Eurobike From
15% Off- US$1,137
Tuscan vineyards beckon cyclists from Chianciano Terme to historic Montepulciano, passing Lake Chiusi and truffle-rich forests near Cetona. The scenic Sentiero della Bonifica leads to Lake Montepulciano nature reserve, continuing through Val d'Orcia's plains to Roman baths at Bagno Vignoni. Wine tasting and thermal spa visits enhance daily routes.
Duration 8 days Destinations Chianciano Terme, Radicofani, Sarteano, Montepulciano, Pienza, Val d'Orcia Age Range 13 to 99 year olds Physical Rating Moderate Distance 52 mi Operator Exodus Adventure Travels From
15% Off- US$2,180
Daily routes of 50-55km wind through iconic Tuscan landscapes. Riders pedal from Montecatini Terme through Vinci's historic center, along Lucca's walls, and into Chianti wine country. Premium accommodations offer wellness facilities.
Duration 8 days Destinations Montecatini, Vinci, Pisa, Casciana Terme, San Gimignano, Siena, Florence Age Range up to 99 year olds Operated in English, German Distance 133 mi Operator Eurobike From
15% Off- US$1,624
The scenic Tuscan countryside unfolds on well-maintained bikes with gel saddles and GPS navigation. Daily rides of 25-65km follow the Serchio river to Lucca, ascend to panoramic Monti Pisani, and wind through Medici villa estates. E-bikes available for the challenging 286m climb to Empoli.
Duration 8 days Destinations Pisa, Lucca, Collodi, Montecatini, Vinci, Florence, Empoli Age Range up to 99 year olds Physical Rating Easy Distance 95 mi Operator UTracks From
15% Off- US$1,390
Rolling hills of Tuscany unfold on this premium e-bike tour from Pisa through Maremma National Park. Routes pass Scansano's vineyards, trace Monte Argentario's coastline, and reveal Elba's hidden bays. Professional guides lead moderate 29-mile daily rides.
Duration 8 days Destinations Pisa, Natural Park of Maremma, Tuscany, Scansano, Monte Argentario, Grosseto, Elba Age Range up to 90 year olds Operated in English, German Physical Rating Moderate Distance 287 mi Operator Terranova Touristik From
15% Off- US$7,732
Bike Across Tuscany - Guided
3 Reviews by TourRadar travelers“The prompt responses we had up front and the attention to detail during the trip was fantastic.”
Frank, traveled in August
The 285km route from Lucca to Florence showcases Tuscany's finest landscapes. Premium bikes handle challenging routes through Chianti wine country. UNESCO sites like Pisa's Square of Miracles and authentic agriturismos provide cultural richness.
Duration 8 days Destinations Lucca, Pisa, Vinci, Colle di Val d'Elsa, San Gimignano, Siena, Florence Age Range 3 to 99 year olds Operated in English, Italian Distance 117 mi Operator Cycle Europe From
15% Off- US$2,379
Scenic routes stretch from Montecatini through Val di Nievole Valley. The route includes Leonardo da Vinci's museum in Vinci, Monte Carlo's wine region, and Villa Torriggiani's path to historic Lucca.
Duration 8 days Destinations Montecatini, Pisa, Florence, San Gimignano, Vinci, Lucca Age Range up to 99 year olds Operated in English, German Distance 213 mi Operator Eurobike From
15% Off- US$1,234
Tuscany's undulating terrain stretches from Montecatini, with daily rides of 40-90km. Vinci's Leonardo museum, Lucca's historic walls, and Chianti wine country feature prominently. Luxurious stays at Grand Hotel Croce di Malta punctuate rides through hidden gems.
Duration 8 days Destinations Montecatini, Vinci, Pisa, Casciana Terme, San Gimignano, Siena, Florence Age Range up to 99 year olds Operated in English, German Distance 133 mi Operator Eurobike From
15% Off- US$1,256
Cycle Tuscany's famous Chianti region from Radda through rolling vineyards. Visit Brolio Castle, explore Castellina's Bronze Age sites, and discover San Gimignano's medieval towers. Includes fully-serviced bikes and RideWithGPS navigation.
Duration 7 days Destinations Radda in Chianti, Gaiole in Chianti, Castellina in Chianti, San Gimignano, Colle di Val d'Elsa, Monteriggioni Age Range up to 80 year olds Physical Rating Moderate Distance 33 mi Operator Cycling for Softies From
15% Off- US$1,910
What people love about Bicycle Tours in Tuscany
- Cycle Tuscany
Loved the E-bike particularly on the hills!
We had fantastic experiences at Ride Across Tuscany. The knowledge and experience that the company has in this territory is an incredible differential. Not to mention the equipment available and all the service before, during and after the service. I recommend.
Bike Across Tuscany - Guided
- Cycle the Wine Regions of Tuscany
The trip was excellent, the hotels were very nice and staff were very attentive and helpful. (The food and wine were great!!!) I would consider another tour with this group, but not this particular one due to some somewhat misleading information about the difficulty of the biking. Our group of 12 contained 9 successful Ironman athletes, but found the rides were much more difficult than warned about. Only 3 of the people were able to ride every day since most required a recovery days. Also, the hotels were not provision with first aid kits, and since my wife fell on a very steep gravel/sand road with about a 20% grade, one was needed. We had to take a day off to get to a pharmacy to acquire the requisite bandages. But again, everything else was just amazing and we thoroughly enjoyed the tour.
What our customers ask about Bicycle Tours & Trips in Tuscany
What are the most scenic cycling routes in Tuscany?
The UNESCO-listed Val d'Orcia region between Pienza and Montalcino presents classic Tuscan landscapes. The route connecting Florence and Siena winds through the Chianti wine country while Pisa takes cyclists past medieval villages and olive groves. The San Gimignano to Volterra stretch offers views of hilltop towns and ancient ruins. One TourRadar traveler shared: "The ride through Val d'Orcia was absolutely stunning - cypress trees rolling hills and medieval villages made every pedal stroke worthwhile."
What is the best time of year for cycling in Tuscany?
The cycling season spans April to October with peak conditions in May June and September. Spring brings wildflower-covered hills around Montepulciano and Pienza while September offers prime vineyard views during harvest. July and August can be challenging with temperatures in inland areas like Siena often reaching above 30°C (86°F). As noted by a TourRadar traveler: "We went in September and had perfect weather for cycling - warm sunny days but not too hot with cool mornings perfect for riding."
What type of accommodation can I expect on Tuscany bicycle tours?
The accommodations range from boutique hotels to restored farmhouses known as agriturismos. Properties like the Grand Hotel Croce di Malta in Montecatini Terme and the converted monastery Certosa di Maggiano in Siena showcase local architecture. The Relais Il Chiostro in Pienza offers rooms overlooking Val d'Orcia. As one TourRadar traveler mentioned: "The hotels were carefully chosen for their character and location especially the beautiful agriturismo in the Chianti region with its amazing views."
What level of cycling experience is needed for Tuscany bicycle tours?
Tuscany's terrain calls for moderate fitness and basic cycling skills. The Florence to Pisa route offers gentler riding while Chianti and Val d'Orcia present more challenging elevations. Daily routes typically cover 35-55km with elevation changes of 500-1000m. According to a TourRadar traveler review: "You don't need to be a pro cyclist but some hill training before the trip definitely helped especially for the climbs around Montalcino."
What's included in typical Tuscany bicycle tour packages?
Standard tour packages cover accommodation daily breakfast luggage transfers route maps GPS navigation and bike support. Higher-end tours particularly in Chianti add wine tastings and food experiences. Accommodations like the Hotel Palazzo in Pistoia and Grand Hotel Croce di Malta represent typical lodging options. As one TourRadar traveler noted: "Everything was well-organized from the bike fitting to luggage transfers allowing us to focus on enjoying the rides and scenery."
What are the dining arrangements on Tuscany bicycle tours?
Tours provide breakfast at partner hotels such as the Grand Hotel Croce di Malta or Hotel Italia in Siena. Lunch and dinner spots remain flexible letting cyclists discover local establishments. Select tours feature wine tastings in Chianti and Montalcino or planned group meals at family-run trattorias. A TourRadar traveler commented: "The flexibility to choose our own restaurants was perfect - we discovered amazing local places in every town especially in Pienza and Montepulciano."