Top Italy Cycling & Biking Tours & Vacations 2025/2026...
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ToursEuropeItalyItaly Cycling & Biking

Italy Cycling & Biking Tours & Travel Packages 2025/2026

24 Italy Cycling & Biking trips. Compare tour itineraries from 2 tour companies. 753 reviews. 4.7/5 avg rating.

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All Italy Cycling & Biking, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Italy Cycling & Biking

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Small Group Italy Cycling & Biking Tours

See all 13 Italy Cycling & Biking trips
Small Group Italy Cycling & Biking Tours
Small Group Italy Cycling & Biking Tours13 trips >
Cycling Puglia & Matera

Cycling Puglia & Matera

By Exodus Travels
premier
4.7/5 Excellent
100+ reviews
Small Group Tour
-26%$3,949
8 days From$2,925

Highlights

  • Discover the best of Puglia and Matera by bike, riding through the Italian countryside
  • Begin in the extraordinary cave town of Matera – a spectacular opening to the adventure
  • Ride to Alberobello and wander among fairytale trulli houses
  • Cycle along the Ionian Coast with a chance for a refreshing dip
  • Finish in Lecce, known as the Florence of the South for its magnificent baroque buildings
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-26%$3,949
8 days From$2,925
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Cycle Tuscany

Cycle Tuscany

By Intrepid Travel
premier
4.5/5 Excellent
100+ reviews
Small Group Tour
-26%$2,970
8 days From$2,200

Highlights

  • Pedal through the rolling green hills and vineyards of Tuscany, stopping to sample the local cuisine and indulging in a glass (or two) of vino along the way.
  • From Lucca's tree-lined city walls, you’ll follow the gentle Serchio River on your bike to the world-famous Leaning Tower of Pisa – take the classic shot in front of the tower or hunt down the best local cafe and people-watch.
  • Retrace the steps of Leonardo da Vinci around his home city, Vinci. Surrounded by olive groves, your cycle will take you past Casa Natale di Leonardo then returns you to the village where you can explore at your own pace.
  • Stay in picturesque Castelnuovo di Garfagnana, where you’ll spend your day cycling up and down the valleys, maybe stopping at the famous Fronte della Rocca for one of their cakes and coffees that have been enjoyed since 1885.
  • Get away from tourist crowds and experience the authentic Italy – on two wheels and two feet, you’ll have the best chance to connect with locals, ride through rural areas you otherwise wouldn’t visit and have the insights from a local leader who knows all the best spots.
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-26%$2,970
8 days From$2,200
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Cycling in Sicily

Cycling in Sicily

By Exodus Travels
premier
4.7/5 Excellent
100+ reviews
Small Group Tour
-26%$3,645
8 days From$2,700

Highlights

  • Discover the best of Sicily by bike with a small group of like-minded adventurers
  • Ride through UNESCO-listed baroque towns in the Val di Noto, Marzamemi and Syracuse
  • Cycle to Cavagrande del Cassibile, one of the deepest canyons in Europe
  • Cool off with refreshing dips in hotel pools and in the Mediterranean Sea
  • Sample the exquisite regional cuisine and wine of Sicily
-26%$3,645
8 days From$2,700
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Cinque Terre: Hike, Bike & Kayak

Cinque Terre: Hike, Bike & Kayak

By Intrepid Travel
premier
4.5/5 Excellent
100+ reviews
Small Group Tour
-30%$3,170
8 days From$2,220

Highlights

  • Immerse yourself in colourful cliff-side houses and a coastal paradise that makes the Cinque Terre region of Italy one of the world's most romantic destinations.
  • Adventure through the area's most scenic trails on foot, including parts of the classic coastal route. Bike through gorgeous villages (the best way to cover ground) and take a kayaking trip on the sparkling Mediterranean Sea to a paradisiacal beach.
  • If you'd rather spend more time relaxing on the beach, there's some flexibility to take a train instead of hiking – with a local leader and somebody to organize everything for you, you can choose your own adventure!
  • Enjoy delicious Italian cuisine and afternoon aperitifs overlooking spectacular cliffs, iconic village views and the deep blue of the ocean.
  • Discover a swathe of medieval marvels, such as the castle and churches of Levanto and the Abbey of San Fruttuoso.
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-30%$3,170
8 days From$2,220
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Dolomites, Lake Garda & Venice Ride

Dolomites, Lake Garda & Venice Ride

By Exodus Travels
premier
4.7/5 Excellent
100+ reviews
Small Group Tour
-26%$4,232
8 days From$3,135

Highlights

  • Cycle through memorable Dolomite scenery
  • Relax on the picturesque shores of Lake Garda
  • Discover the fascinating cities of Verona, Padova and Venice
-26%$4,232
8 days From$3,135
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Amalfi Coast: Hike & Kayak

Amalfi Coast: Hike & Kayak

By Intrepid Travel
premier
4.5/5 Excellent
100+ reviews
Small Group Tour
-26%$2,813
8 days From$2,084

Highlights

  • Kayak along Amalfi’s coastline, soaking in the gorgeous scenery, sparkling blue waters and colourful architecture from a different perspective. Stop at the small beach in Santacroce for an aperitif and then paddle back in the warm afternoon sun.
  • Hike along the Path of the Gods along the spectacular Sentiero degli Dei – one of the most scenic trails in the world – in picturesque Amalfi.
  • Explore the island of Capri – once a lavish retreat for Roman emperors – and see the mighty cliff faces, secluded coves, grottos and sweeping Mediterranean scenery.
  • Discover the ancient Roman town of Pompeii, frozen in time under the shadow of Mount Vesuvius. Explore the vast ruins, including the House of the Faun and the Temple of Apollo, then ascend the volcano and explore hidden sulphonic vents with a specialist volcanology guide.
  • Make the most of your time in Italy – from Naples to Amalfi, why not indulge in all the traditional pizzas and homemade pastas you can eat and all the classic wines and aperitifs that come before, after and in between your meals.
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-26%$2,813
8 days From$2,084
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Julian Alps to the Adriatic Cycling

Julian Alps to the Adriatic Cycling

By Exodus Travels
premier
4.7/5 Excellent
100+ reviews
Small Group Tour
-26%$3,976
11 days From$2,945

Highlights

  • Gentle, easy-paced cycling through wonderfully scenic countryside - vines, lush forests, sun-soaked hamlets
  • Rich natural beauty: magical lakes and cobalt blue Adriatic Sea
  • Mediaeval villages, Renaissance towns, Venetian squares, historic hilltop castles
  • Rolling river valleys, dramatic limestone peaks, sweeping 360° views
  • UNESCO-listed Aquileia - immense early Roman Empire site
-26%$3,976
11 days From$2,945
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Cycling in Sardinia

Cycling in Sardinia

By Exodus Travels
premier
4.7/5 Excellent
100+ reviews
Small Group Tour
-26%$3,848
8 days From$2,850

Highlights

  • Cycle the unspoiled southwest coast of Sardinia
  • Explore fascinating archaeological sites and picturesque fishing villages
  • Enjoy warm hospitality and delicious local cuisine
  • Relax on Mediterranean beaches
-26%$3,848
8 days From$2,850
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Italy Cycling & Biking Reviews & Ratings

4.7/5  Excellent
753  Reviews
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Excellent
345
Great
66
Average
15
Disappointing
2
Terrible
1
A

Anonymous

Oct 2018

Provided byExodus Travels
Cycling Puglia & Materaby Exodus Travels

Allora, Andiamo!

This was my 2nd cycle trip (both with Exodus). And it did not disappoint. Fabulous and challenging. This is a beautiful region in Italy. We enjoyed great food and ...

A

Anonymous

Oct 2018

Provided byExodus Travels
Cycling Puglia & Materaby Exodus Travels

Total harmony

There is a cast of ancient towns, beautiful countryside, fantastic food, tremendous wine and 16 highly sociable cyclists. Nevertheless, you need a guide like Miche...

A

Anonymous

Oct 2018

Provided byExodus Travels
Cycling Puglia & Materaby Exodus Travels

Puglia

great trip all round new Masseria San martino, great guide book it now !

A

Anonymous

Oct 2018

Provided byExodus Travels
Cycling Puglia & Materaby Exodus Travels

Fantastic holiday experience

From the very start my wife and I were warmly welcomed by our guide Emanuele and our other 12 cycling companions. We had done a couple of other cycling holidays b...

A

Anonymous

Oct 2018

Provided byExodus Travels
Cycling Puglia & Materaby Exodus Travels

Wonderful holiday

Perfect combination of good cycling, great company, excellent accommodation and fine food and drink. The negatives? Be prepared for even more potholes than in the ...

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Exodus Travels Reviews
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Traveling to Italy Cycling & Biking, an FAQ

1. Does Travelstride have all the tour operators?

Travelstride has the widest selection of tours and tour companies. All the largest companies are on the site and most smaller local operators though we are adding new operators daily. Unlike other websites and agencies, we show you all the options, regardless of whether or not we are paid by the company.

2. How does the Member Savings program save me money?

Travelstride membership is absolutely free. You receive special benefits including saving up to $700 on select tours with top tour operators. The main requirement is to write a review after your trip to access the savings.

3. Can I trust the tour operator and trip reviews on Travelstride?

Yes. Travelstride has both expert reviews, written by Travelstride staff and local experts as well as traveler reviews written by people like you who have used the company and traveled to that destination.

4. What does ‘Stride Preferred’ mean?

Stride Preferred and Stride Premier are status categories to help you sort quickly through known and reliable travel companies. Since there are thousands of tour operators around the globe, Preferred or Premier badges are awarded to companies that Travelstride has determined meet the highest standards of professionalism, customer satisfaction, and quality.