Cycling and Walking Holidays in Italy

Cycle or walk at your own pace, or be guided through olive groves, vineyards, medieval villages, castles and mountains, stopping for local tastings. Our cycling and walking specialists can help you plan the perfect route.

Walking in Italy
cycling in Italy
walking in Italy

CYCLING and WALKING SPECIALISTS

Caspin Journeys
Caspin Journeys

Caspin Journeys offer small-group active guided tours throughout Italy, including walking tours, culinary holidays and more. They plan active outdoor holidays with like-minded people, allowing you to create wonderful memories. [...]

Esplora
Esplora

Esplora specialises in exclusive cultural tours of Sicily and the Aeolian islands. They offer their own finely crafted guided tours with hand-picked itineraries, or they can help you plan your own itinerary. [...]

Footprint Holidays Ltd

Footprint Holidays Ltd is a small privately owned company offering holidays for ‘softies on the move’. You are free to explore and experience local life at your own pace and in comfort, be it on water, two wheels or by foot. [...]

Gusto Cycling
Gusto Cycling

Gusto Cycling offers a wide choice of holiday experiences at all levels, from guided tours to self-guided Tuscany cycling, with the most amazing terrain mixed in with the medieval setting characteristic of Tuscany. [...]

Hedonistic Hiking
Hedonistic Hiking

Hedonistic Hiking, operating since 2007, offers all-inclusive, small group, guided hiking holidays across Italy. They have been living in Italy for over 20 years and have a great passion for good food, fine wine and fantastic walking. [...]

HF Holidays
HF Holidays

HF Holidays has been creating award-winning walking and activity holidays for more than 100 years. Voted number one Which? recommended provider in 2017, they offer exceptional trips to discover La Dolce Vita in Italy. [...]

Hooked on Cycling & Walking
Hooked on Cycling and Walking

Hooked on Cycling and Walking specialise in wonderful invigorating holidays throughout mainland Italy, Sardinia and Sicily. They offer over 250 different itineraries across Europe to explore wine trails, beautiful cities and panoramic scenery. [...]

Inntravel
Inntravel

An Inntravel Slow Holidays provide meticulously planned, self-guided itineraries that are all about relaxed activity and rewarding discovery, allowing you to explore Italy’s most beautiful corners at your own pace, along the lesser trodden path. [...]

Italy Bike Tours

Italy Bike Tours are based permanently in Italy and have built a reputation for providing handcrafted cycling holidays for clients searching for outstanding customer service at exceptional value for money. [...]

Just Sardinia
Just Sardinia

Just Sardinia is an independent company established in 2000, specialising in tailor-made holidays to Sardinia, featuring hotels, beach resorts, spas, villas, apartments, rural retreats, yacht charter, cycling and walking holidays. [...]

Leisure Bella Italia
Leisure Bella Italia

Leisure Bella Italia offer a range of activities in the Lombardy region of Italy. They specialise in family ski holidays at the Madesimo & Chiesa Valmalenco resort in the Italian alps and cultural walking holidays in Lake Como or on the Via Spluga. [...]

Ramblers Walking Holidays

Rambers' dedicated small-group guided walking holidays offer unique walking holiday experiences, rich in scenery, sights and lots more throughout the UK, Europe and Worldwide. [...]

World Walks
World Walks

World Walks has been providing walking holidays around the world since 1998. Their self-guided holidays allow for the exploration of destinations on the best walking routes and allows travelers to choose their own pace. [...]