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There’s nowhere like Tuscany when it comes to culture, beauty and the classics rolled into one. Where else can you experience the best of history, arts, architecture, scenic beauty and gourmet dining rolled into one exhilarating package?

When you join us cycling in Tuscany, you will enjoy itineraries soaked in sophistication and bursting with intrigue. Our experienced Italian guides will escort you through spectacular natural landscapes dotted with woodlands, vineyards and traditional villages that time has left unmarked.

Relish the history of famous towns like Florence, Lucca and Siena, resplendent with beautifully preserved medieval and Renaissance buildings. Cycle through verdant silver-green olive groves scattered with elegant villas. Take in sweeping views of the Chianti area, Crete Senesi, the Apuan Alps and Lucchesia.

It will take your breath away.

Lucca aerial view
tuscany medieval architecture


You will dine out on your Tuscany experiences for many years to come. That’s because the CyclinginItaly team will ensure you have a premium dining experience, guaranteed to lay down some beautiful memories.

All the regional delicacies are here – fruity olive oils, spezzatino, panforte, local pasta dishes and succulent roasted meats. Wash them all down with Tuscan classics like Brunello di Montalcino, Cabernet and Chianti Classico.

Then start again tomorrow . . .


Coast to Coast

Can’t decide where you want to go? CyclinginItaly’s coast to coast tour is the perfect way to sample the nation’s many and varied landscapes and experiences. There’s something for everyone on this west-to-east adventure, so check it out!

Strade Bianche

There’s a little bit of everything in this one-of-a-kind CyclingInItaly tour. With relaxation, adventure, history and adrenaline all tied up together, our guides take you from Lucca to Siena, experiencing all the best attractions along the way.

Lucca to Assissi

It’s all here – rolling hills, dreamy landscapes and endless olive grove vistas. Enjoy this CyclingInItaly journey from the gorgeous city of Lucca to the architectural jewel of Assisi, both bathed in history and culture.

Lucca to Cinque Terre

With so much to see in Italy, it can be hard knowing where to begin. This tour is a real eye-opener, allowing you see and experience Tuscany, the Cinque Terre and the Italian Riviera up close and personal – in intimate settings and unforgettable locations.

Tuscan Wine Resort

Indulge and revitalise on our tour of two premium Tuscan wine resorts. This cycling holiday in Italy will take you through the vine-clad hills of this world-famous wine region, with professional cycling guides at your disposal!

Tuscany's tour




Immerse yourself in beauty, as the rural charm of Italy’s south-west Italian coastline unfolds around you. It’s all here – lemon and olive groves, rugged bays, the timeless allure of Sorrento.


Answer the call of the mountains - ride the Dolomites with us! Tackle some of the most challenging climbs around the world, surrounded by incredible natural beauty and UNESCO World Heritage Sites.

Italian Riviera

Seize the day as you cycle Italy’s Liguria region, stretching from Tuscany to the south of France. It’s a delight – striking cliffs, turquoise water, multi-coloured fishing villages and rocky coves.


Embrace your inner artist. Group cycling in Italy can reveal the extraordinary stillness and beauty of the Italian lakes in the north, as you tackle epic climbs and sample delectable food and wine


Bring the Italy of your dreams to vivid life with a Piedmont cycling adventure. Give in to the call of imposing mountain bluffs, vine-clad hillsides and spectacular dining in historic towns.


Journey to the beating heart of Italy and explore this much-loved central region. Meander through the picturesque hilltop villages, farmlands, wineries and olive groves scattered across this iconic, historic landscape.