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Multiple Countries

Embark on a grand cycling journey across borders with our multiple-countries tours, connecting the diverse cultures and landscapes of Europe.
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View from the Mangart Saddle
Bright view of old town piran
View on lake bled and julian alps in slovenia stockpack adobe stock scaled
Old istrian town in rovinj croatia stockpack adobe stock scaled
Sonnenuntergang in den slowenischen alpen mount mangart gipfel stockpack adobe stock scaled
Drone views of most na soci in slovenia stockpack adobe stock scaled
Ascending Vršič Pass
15 days / 14 nights
Embark on a thrilling 15-day cycling adventure through Slovenia, Italy, and Croatia, immersing yourself in breathtaking landscapes and historic towns.
From: 2,645€/person
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9 days / 8 nights
Set off on an unforgettable Alpine odyssey — From Turin's historic grandeur to Cervino's majestic peaks, cycle through Italy's heart, conquering iconic mountain passes.
From: 1,885€/person
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Chilling by the soca river
Lake kreda is great for summer refreshment
Arial view of slovenian coast and piran peninsula
Goriska brda at sunset
7 days / 6 nights
Leisurely to Moderate
Embark on a self-guided cycling journey! — Explore Slovenia and Italy's diverse regions from the Alps to the sea, and discover their culture and endless views.
From: 1,345€/person
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14 days / 13 nights
Leisurely to Moderate
Experience the beauty of Italy and Slovenia with our unforgettable cycling tour from Lake Garda to Piran, taking in stunning coastal scenery and historic towns.
From: 2,759€/person
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8 days / 7 nights
Leisurely to Moderate
From Milan's chic streets to Monaco's opulent shores — A luxurious cycling journey through Italy's riviera on the route of the Milano Sanremo classic road race.
From: 2,350€/person
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Piran bike soline
Venice panorama
Venice canal
7 days / 6 nights
Leisurely to Moderate
Cycle through the history and beauty of Italy and Slovenia, from Venice to Piran, on a 7-day tour featuring stunning coastlines, and charming towns.
From: 1,349€/person
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8 days / 7 nights
Discover Corsica's Cycling expansive Paradise — From the Dramatic Cliffs of Porto Vecchio to the Historic Shores of Ajaccio on An Unforgettable Bike Tour.
From: 1,930€/person
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About Bike Tours Across Multiple Countries

Bike tours across multiple countries offer a unique and exhilarating way to experience not just the heart of Italy, but the diverse cultures, landscapes, and histories of neighbouring countries. These multi-country cycling adventures are designed for those who yearn to explore the interconnected beauty of Europe’s most stunning regions, all from the saddle of a bike.

Our cross-border tours are carefully curated to showcase the best of Italy and its neighbouring countries. Imagine pedalling from the rolling hills of Tuscany into the picturesque countryside of France, or cycling along the breathtaking Adriatic coast before crossing into the historic landscapes of Slovenia and Croatia.

Each route is a meticulously planned journey through varied terrains and across borders, offering a seamless blend of adventure, culture, and scenic beauty.

These tours are about more than just cycling; they’re about cultural immersion and discovery. Riders will have the opportunity to taste regional cuisines, from Italian pasta to French cheeses and Croatian seafood, all while engaging with local traditions and languages. The experience is a deep dive into the essence of each country, revealing the unique character and heritage that lie beyond the tourist trails.

An adventure that promises not only the thrill of discovery but also the bonds that form when exploring new horizons together. It’s an invitation to witness the tapestry of Europe’s landscapes, from majestic mountains to serene lakes and vibrant cities, all connected by the ancient and modern roads that cyclists will navigate.


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.