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The beating heart of Italy, Umbria offers an unparalleled opportunity for cyclists to immerse themselves in a truly unspoiled natural landscape.

This green oasis delivers mile after mile of verdant, pristine landscapes and peaceful vistas, where the quiet of this ancient countryside is sure to pull you in.

Umbria offers its own blend of romance and magic. Get away from the crowds on virtually traffic-free roads where the most prominent sounds are bird song and the tinkling of crystal-clear mountain streams.

Leave the cities behind for a while as you journey deep into this prized Italian heartland. Wind your way through olive groves, UNESCO World Heritage sites and lush rolling hills. Investigate medieval towns like Perugia, Orvieto, Gubbio and Assisi, and delight in discovering Etruscan hill villages and tranquil lakes.

Umbria displays nature and culture at their finest - a truly great destination for a cycling holiday in Italy.

castelluccio umbria italy
cantuccini with wine
pasta with black truffle
caciotta cheese
pecorino cheese


CyclinginItaly is proud to share an established network of renowned Umbrian farms and wineries with our guests. Along the way, our friends will treat us to fabulous local dishes and wines which characterise the region.


We’d love you to sample homemade treats such as Trevi black celery and sausage pasta, black truffles, Pecorino and Caciotta cheeses, and sausage and vegetables marinated in red wine. Then relax with a Sagrintino or Rosso di Montefalco . . .


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!

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.

Umbria's tour

Citta’ di Castello



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.


Where better than Tuscany for an unrivalled Italian journey? Discover the best art, culture, history, architecture and landscapes on offer, along with regional dishes and world famous local wines.