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Classic Bike Tours

Experience the timeless allure of Italy with classic cycling tours that showcase the best of its landscapes, culture, and history.
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8 days / 7 nights
Moderate
Pedal through Italy's heart — Traverse historical roads and enchanting lakeside paths, while immersing yourself in the serene beauty of the Italian countryside.
From: 1,650€/person
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9 days / 8 nights
Moderate
Start a Sicilian journey, pedalling through captivating landscapes in the heart of the Mediterranean and Uncover the deep history of this enchanting island.
From: 2,115€/person
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13 days / 12 nights
Leisurely to Moderate
Set off on a journey into the heart of Puglia — cycle through Italy's landscapes and historical marvels, from Trulli of Alberobello to the beaches of the Ionian Sea.
From: 2,140€/person
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8 days / 7 nights
Leisurely to Moderate
Experience the warmth of Southern Italy as you navigate through olive groves, taste the exquisite local cuisine of Puglia, and explore a landscape steeped in history.
From: 1,040€/person
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8 days / 7 nights
Moderate to Challenging
A captivating Sicilian cycling saga — Journey from the charming streets of Castellammare to the pulsating heart of Palermo on a thrilling ride through Sicily.
From: 1,570€/person
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Chianti panorama
Tuscany bike
Buonconvento
Crete senesi
Val d orcia
7 days / 6 nights
Moderate
Experience the breathtaking beauty, rich history, and exquisite flavors of Tuscany on a 7-day cycling tour, and explore the heart of this beautiful region.
From: 1,349€/person
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About Classic Bike Tours in Italy

Classic Bike Tours in Italy are crafted to allow you to experience the timeless beauty and rich cultural heritage of one of the world’s most captivating countries. Our tours are meticulously designed to blend the traditional charm of Italy with the exhilarating experience of cycling, catering to both avid cyclists and those seeking a leisurely ride through history.

With routes that meander through rolling hills, beside vineyard-clad landscapes, and into the heart of ancient cities, our Classic Bike Tours offer an immersive journey into the very soul of Italy. You will pedal along scenic byways that have been travelled for centuries, discovering hidden gems and iconic landmarks at a pace that lets you savour every moment.

Our tours are more than just cycling adventures; they are a deep dive into Italy’s culinary, artistic, and historical treasures. From the sun-kissed fields of Tuscany to the historic streets of Rome and the serene beauty of the Amalfi Coast, each tour is an opportunity to experience Italy’s diverse regions in the most intimate and memorable way.

We believe in creating experiences that are as enriching as they are exciting. Our knowledgeable guides, carefully chosen routes, and attention to detail ensure that each journey is comfortable, safe, and perfectly paced. Whether you’re gliding through the countryside, exploring medieval villages, or enjoying a leisurely meal in a local trattoria, our tours are designed to captivate your senses and leave you with unforgettable memories.

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Angie Osborne
Verified Customer
This tour met and exceeded our expectations. It was certainly challenging cycling for seniors but most of us did it all seven days. Scenery and culture of the islands was glorious. Guide and crew was superb!
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Greg Martin
Verified Customer
Great holiday. Really easy to follow routes, good choice of hotels and the en route places to eat and visit was really helpful. Super responsive to questions during my holiday. Would definitely use them again.
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Diane Flynn
Verified Customer
We had a wonderful cycling trip, starting in Trieste, then onto Slovenia and Croatia. Before the trip, Klemen was extremely patient with our many questions and addressed our concerns very satisfactorily- even changing the original bike route to meet our needs. The bikes we used ( e-bikes) were in great condition, and easy to use. The hotels were very satisfactory- and included big breakfasts to start our days. The towns we visited were charming. All in all- a first class experience!!
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Karen Bergman
Verified Customer
I thoroughly enjoyed this trip! The guides were professional and provided excellent leadership. They clearly know this country and the best cycling routes. I would definitely do another trip with them.
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Jorrit Van der Meulen
Verified Customer
Our experience (5 day ride from Bled to Trieste) was fantastic. Europe Cycling was great on all aspects. The routes were clear and on rural roads with little traffic. The hotels were great. The service was fantastic (including a rain day where 4 of our group were transported by van from one location to another - arranged quickly and easily with the team on the actual day). You wont be disappointed. We'd definitely use them again.
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Amy Berger
Verified Customer
Great trip! Klemen set up our trip perfectly. When we needed him he was there. The hotels were excellent. The biking a blast. We did a 5 day self guided tour. Do it!!

Hassle-Free

We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

Book with confidence

We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.

Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.
Discover Italy on two wheels with our cycling holidays! Choose from a variety of available cycling tours in Italy's most beautiful and picturesque regions.
© Copyright by Cycling Holidays Italy
Portfolio company of World Discovery.