Bicycle Tours & Trips in Tuscany
4.5 stars on(8,455 reviews)- Choose from 13 Tuscany tours
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10 best bicycle Tuscany tours
Compiled by
MelissaTuscany travel expert at TourRadar
- A Taste of Tuscany Cycling
- Pisa - Florence
- Tuscany based in one hotel
- Tuscany guided-Ebiketour | Italy: Highlights of southern Tuscany & Elba | 8 days
- Tuscany with charm 8/7
- Tuscany
- Toskana & Elba | Italien | Geführte E-bike Reise
- Classic Tuscany - Cycling from Florence to Pisa - Classic Self Guided
- Bike Across Tuscany - Guided
- Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided
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
- NZ$2,905
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
- NZ$2,013
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
- NZ$1,821
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
- NZ$13,693
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
- NZ$2,877
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
- NZ$2,224
E-bikes tackle rolling hills as riders visit wine country, coastal routes, and historical sites. Carefully selected venues host gourmet local meals and wine tastings along the way.
Duration 8 days Destinations Pisa, Grosseto, Natural Park of Maremma, Scansano, Elba, Tuscany, Florence Age Range 18 to 100 year olds Operated in Only: German Physical Rating Moderate Distance 288 mi Operator Terranova Touristik From
- NZ$4,980
Classic Tuscany - Cycling from Florence to Pisa - Classic Self Guided
5 Reviews by TourRadar travelers“These are adventures that you will have for a lifetime. Do your homework and you will have a trip of a lifetime.”
RobertDunn, traveled in July
The 326km route through Tuscany's renowned wine country features daily 500m climbs. Paths wind from Florence's Ponte Vecchio through Chianti vineyards to medieval San Gimignano. Premium bikes handle challenging terrain between historic cellars and Renaissance villas.
No departure dates availableDuration 8 days Destinations Florence, Radda in Chianti, Siena, San Gimignano, Vinci, Lucca, Pisa Age Range 3 to 99 year olds Distance 103 mi Operator BikesPlus Travel Bike Across Tuscany - Guided
4 Reviews by TourRadar travelers“We enjoyed excellent bikes, accommodations, and an informative guidebook as we biked routes with little traffic through gorgeous country.”
KathleenHuntington, traveled in July
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.
No departure dates availableDuration 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 BikesPlus Travel Postcard Southern Tuscany - Cycling Cortona, Montalcino, Siena - Classic Self Guided
2 Reviews by TourRadar travelers“The bikes were titanium bikes, with quality components. The routes they planned was perfect, and the hotels were fabulous.”
Michael, traveled in July
Routes between Cortona and Siena cover 280-344km through UNESCO Val d'Orcia. Daily climbs reach 3,000ft while visiting Montepulciano's cellars and Pienza's Renaissance streets. Premium titanium bikes ensure optimal performance.
No departure dates availableDuration 9 days Destinations Cortona, Lake Trasimeno Regional Park, Montepulciano, Pienza, Val d'Orcia, Montalcino, San Quirico D'orcia, Bagno Vignoni, Siena Age Range 3 to 99 year olds Distance 75 mi Operator BikesPlus Travel
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."