Tuscany Biking Trip

Say hola to Sierra Nevada

The stunningly visual Sierra Nevada area is large and diverse, with fantastic accommodation options among the mountains or down by the sea.

Sierra Nevada

The Sierra Nevada in Andalusia is a fantastic emerging destination for all levels of cyclists. Sunny all year round, the Sierra Nevada accommodates everyone.

Whether you’re a Training Camp enthusiast or just someone who wants a sunny beach holiday with some added cycling, this area is second to none.

Say hola to Sierra Nevada

The stunningly visual Sierra Nevada area is large and diverse, with fantastic accommodation options among the mountains or down by the sea.

The Sierra Nevada in Andalusia is a fantastic emerging destination for all levels of cyclists. Sunny all year round, the Sierra Nevada accommodates everyone.

Whether you’re a Training Camp enthusiast or just someone who wants a sunny beach holiday with some added cycling, this area is second to none.

Tuscany Biking Trip

June 21st - 28th, 2025

8 days / 7 nights from €2,990 per person

Tuscany | Siena | Chianti | Florence

Join us for an unforgettable small group adventure in the picturesque region of Tuscany from June 21st to June 28th, 2025. Immerse yourself in the breathtaking landscapes and rich culture of Tuscany with the guidance of an excellent and dedicated private guide, exclusively available to your group.

ENQUIRY

Immerse yourself in the warmth and comfort of 3-star hotels as you travel from the enchanting San Quirico d'Orcia to the timeless city of Florence. Each stay promises a cozy and inviting atmosphere, ensuring a restful experience throughout your journey.

DELIGHTFUL ACCOMMODATIONS

Savor every moment of your adventure without the hassle of managing your bags. Our efficient luggage transfer service takes care of moving your belongings from one charming town to the next, so you can focus entirely on the stunning scenery and unforgettable experiences.

SEAMLESS LUGGAGE TRANSFERS

Travel with confidence knowing that van support is always at your service. Enjoy the peace of mind that comes with knowing help is readily available whenever you need it, allowing you to fully embrace the beauty and magic of your journey.

RELIABLE VAN SUPPORT

Trip Highlights

Ultimate Bike Tuscany Small Group Adventure

Cycle Through Tuscany's Timeless Beauty (June 21st - 28th, 2025)

Join us for an exclusive small group adventure through Tuscany's stunning landscapes and rich culture from June 21st to June 28th, 2025. Limited to just 8 participants, this journey offers a personalized and intimate exploration of Tuscany, guided by a dedicated private expert.

Experience the charm of Tuscany with expertly guided biking tours and comfortable 3-star accommodations. Enjoy hassle-free luggage transfers and daily breakfasts to start your day right. From the rolling hills of San Quirico d'Orcia to the historic streets of Florence, every moment promises unforgettable memories.

Discover picturesque wine towns, medieval villages, and UNESCO-recognized sites. Cycle through the heart of Chianti, savor regional wines, and immerse yourself in the vibrant culture of iconic cities like Siena and Florence. Extend your stay in Florence to explore its Renaissance treasures further.

Welcome to Tuscany

Begin your adventure in the breathtaking Orcia Valley, nestled in the heart of Tuscany. Settle into the charming hilltop towns of San Quirico d'Orcia or Pienza. Upon arrival, join us for a welcome briefing at the hotel, where our group will gather to outline the exciting itinerary and prepare for the journey ahead. Meet your expert guide and get ready for an unforgettable experience.
Tuscan Countryside Ride: Montepulciano & Bagno Vignoni

After breakfast, embark on a scenic circular ride through the stunning Orcia Valley. Start your journey from Pienza and San Quirico d'Orcia, pedaling towards the picturesque wine town of Montepulciano, famed for its Vino Nobile. Continue to the medieval village of Monticchiello, then visit the renowned thermal spa of Bagno Vignoni before returning to your hotel.

Distance Covered: 56km

Ascent: 905m

Descent: 905m
Cycling Through Vineyards and Medieval Murlo to Siena

Enjoy a scenic cycling adventure through the picturesque Tuscan landscape. Departing from San Quirico, ride along charming back roads to the celebrated wine town of Montalcino. Descend to Buonconvento, then ascend to the enchanting walled town of Murlo, passing through Bibbiano. From Murlo, tackle the short but steep Rospatoio Pass and relish the ride via Ville di Corsano. Conclude your day in the splendid Gothic city of Siena, making it an unforgettable cycling experience.
Free Day in Siena

Immerse yourself in one of Italy's best-preserved medieval towns. Siena's grand Piazza del Campo and stunning Duomo (cathedral) await exploration, along with numerous museums and historic buildings. Alternatively, opt for an unguided ride through the scenic surroundings. Whether you choose to explore or relax, Siena promises a memorable day.
Gaiole, Radda, and Castellina in Chianti

From Siena, cycle into the heart of Chianti, discovering picturesque villages and stunning landscapes. The route takes you through beautiful hamlets and past spectacular vineyards and castles, including Castello di Brolio, where you can sample some of the finest regional wines. Enjoy lunch in Gaiole and a gelato stop in Radda before reaching Castellina in Chianti, your home for the next two nights.

Distance Covered: 51km

Ascent: 1,008m

Descent: 733m
San Gimignano and Monteriggioni Ride

Start your journey from Castellina and cycle through the rolling Chianti countryside, descending into the lower valley. From Poggibonsi, head towards the iconic towers of San Gimignano, a UNESCO-recognized town renowned for its medieval architecture, Vernaccia wine, and saffron. Spend a few hours soaking in the atmosphere, strolling along ancient walls, and admiring the impressive towers. The return journey features a long but picturesque climb back to Castellina, where you can reward yourself with a well-deserved gelato.

Distance Covered: 75km

Ascent: 1,206m

Descent: 1,206m
Cycle to Florence via Panzano and Greve in Chianti

Experience the final leg of your journey through the stunning Tuscan countryside, cycling from Panzano to the vibrant market town of Greve in Chianti. This scenic route links Florence to Siena via the picturesque Chianti hills. In Greve, admire the triangular piazza that hosts the famous Chianti wine festival. Continue towards Strada and Impruneta, known for their terracotta production, and enjoy lunch in Impruneta. Conclude your ride with a panoramic road towards Florence, arriving at Piazzale Michelangelo. Explore Florence’s magnificent Renaissance landmarks, including the cathedral, the Baptistery of Saint John, and the iconic Ponte Vecchio.

Distance Covered: 51km

Ascent: 718m

Descent: 1,223m
Trip Conclusion in Florence

Your cycling adventure concludes in Florence after breakfast. If you'd like to extend your stay and explore more of this magnificent city, please let us know. We can assist with additional accommodations and activities to make the most of your time in Florence.