Italy Biking Tours & Itineraries

Explore 11 biking trips designed by local kimkim specialists to get ideas for your trip to Italy.

Some places were made to be seen on two wheels, and Italy is one such country. The dramatic landscapes and long coastlines are perfect for a leisurely bike ride or extended cycling trip, be it touring around Sicily or riding around the rolling green hills of Tuscany. You could even leave the mainland for a cycling adventure around Sardinia, one of the most beautiful islands in the Mediterranean.

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Bicycles are a great way to get around Florence and the surrounding region
Map of Cycling Tuscany: Florence to Siena - 5 Days
Cycling Tuscany: Florence to Siena - 5 Days

Take a quick spin through the birthplace of the Italian Renaissance with this five-day Tuscan cycling tour. This challenging bike route will take you through the medieval villages and cypress-spotted hills of the Tuscan wine region . Go from Florence to Siena as you take in the region's food, historic castles, and sun-kissed landscapes, accompanied, of course, by a good glass or two.

Views of Syracuse
Map of Sicilian Bike Tour - 7 Days
Sicilian Bike Tour - 7 Days

Sicily is a captivating destination, with scenic beauty, historic sites, and culinary delights. This 7-day itinerary is for the active traveler looking to experience the best of the island while cycling and walking.

A cyclist in the narrow streets of Puglia
Map of Cycling In Southern Italy - 8 Days
Cycling In Southern Italy - 8 Days

Soak up the sunshine and go off the beaten track on this 8-day cycling expedition around Puglia in the heel of Italy's boot. You'll bike to lesser-known towns and villages on this moderate-level ride, pedaling through lush inland plateaux and down the coastline on mostly flat terrain. Enjoy southeastern Italy's historic sites, flavorful food, and natural beauty on this active tour.

Incredible views in Sardinia
Map of Cycling Through Sardinia -  8 Days
Cycling Through Sardinia - 8 Days

Experience the stunning landscapes, delicious food, and incredible people of Sardinia on this 8-day cycling tour through the Mediterranean island. Journey through thousands of years of history as you cycle challenging mountain passes and coast alongside endless sea cliffs. Start in the Catalan-heritage town of Alghero, then cross the heart of the island through the Barbagia region to end your trip on the southern tip of the island.

Cyclists in the Tuscan countryside
Map of Cycling in Tuscany - 6 Days
Cycling in Tuscany - 6 Days

Active travelers dreaming of a Tuscan retreat will love this six-days cycling itinerary that winds through medieval towns and quiet wine country. Begin in the artistically vital city of Pisa where you can learn about the Italian Renaissance before beginning your cycling trip through the lush countryside. You'll pass villas on your way to bustling Lucca, enjoy thermal spa treatments in Montecatini Terme, and visit the home of Leonardo da Vinci before enjoying a final night in the piazzas of Pisa.

Friends cycling along the famous L'Eroica
Map of Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days
Cycle the Eroica Among Tuscany's Famous Vineyards - 7 Days

Get ready, cyclists: this one's for you! The Eroica is a world-renowned vintage bike race, held annually in the hilly, vineyard-dotted region of Chianti in Tuscany. With a week to spare, you can follow the route of this legendary race, experiencing the "strade bianche" (unpaved white roads) that take you through the heart of this magnificent countryside. Between epic rides, you'll spend your free time strolling through hilltop medieval villages, sampling the local wines, and relaxing at peaceful agriturismos.

Cycling Tour of Southeast Italy - 8 Days
Map of Cycling Tour of Southeast Italy - 8 Days
Cycling Tour of Southeast Italy - 8 Days

Spend a week cycling through Italy's Apulia region in the Mediterranean southeast. Start in ancient Matera to see 9,000-year-old cave dwellings, then continue to the laid-back Ionian coast. Cycle through endless olive groves, white-walled coastal resort towns, and quiet country roads.

Bikes on the coast of Apulia
Map of Apulia by Bike: Matera, Alberobello, Monopoli, Ostuni, Gallipoli, & Lecce - 12 Days
Apulia by Bike: Matera, Alberobello, Monopoli, Ostuni, Gallipoli, & Lecce - 12 Days

Active travelers will get a full dose of sea and countryside views as they bike their way through southern Italy. Begin in the prehistoric town of Matera, then pick up your bike and ride to the whimsical settlement of Alberobello with its conical trulli houses. Sample local wines and culinary delights in Cisternino, then soak up some sun in charming beach towns on the Adriatic like Monopoli, Gallipoli, and Polignano a Mare. End your trip with excursions to spectacular grottos, and stroll past Baroque architecture and Roman ruins in Ostuni, Otranto, and Lecce.

Cycle through the scenic Tuscan countryside
Map of Tuscany By Bike: San Gimignano, Siena & Murlo - 5 Days
Tuscany By Bike: San Gimignano, Siena & Murlo - 5 Days

Tuscany is famous for its beautiful landscapes, vineyards, cypress trees, farms, and medieval hill towns. What better way to experience some of the best views in Italy than by bike? With this brief but immersive five-day itinerary, you'll explore the hills and towers of San Gimignano, have a chance to taste Brunello wines in Montalcino, and learn about the history and architecture of Siena.

Mountain roads in the Dolomites
Map of Cycling Tour of the Dolomites - 8 Days
Cycling Tour of the Dolomites - 8 Days

Perfect for active travelers looking to enjoy one of Italy's most picturesque regions, this cycling trip will take you along snowy peaks and tranquil lakes in the Dolomite Mountains. Begin and end your trip with a bit of relaxation in the charming town of Pian dei Pradi before beginning your adventure through this lush region's hills, valleys, vineyards, farms, and quaint villages. Along your loop, you'll have time to sample authentic cuisine, soak in thermal baths, explore a nature preserve, and sip wine by the lake.

Montepulciano
Map of Cycling and Food Tour of Tuscany: Alba, Asti, Pienza, & Montepulciano - 8 Days
Cycling and Food Tour of Tuscany: Alba, Asti, Pienza, & Montepulciano - 8 Days

Some of the best wines and food in the world will fuel you on this 8-day cycling adventure through rolling hills and quaint villages in Tuscany. Begin your active trip with a truffle workshop in Alba before cycling through Piedmont and on to Tuscany. Along the way, you'll wander through medieval villages of golden sandstone and limestone, dine in Michelin-starred restaurants, sample world-class wines and cheeses, and learn how to make pasta.