Riding through the heart of a region is a great way to uncover an area's local culture. One of the major benefits of a cycling holiday is that you can travel further, faster, which gives you more time to stop and grab lunch at that hidden local restaurant or veer off the main path if you come across historical relics or markets that interest you. At Headwater, we understand the desire to discover local cycling paths that lead you firmly off the tourist trail, which is why our trips are designed to lead you towards mouth-watering eateries, fascinating historical sites and areas bursting with unusual wildlife.
Riding through the heart of a region is a great way to uncover an area's local culture. One of the major benefits of a cycling holiday is that you can travel further, faster, which gives you more time to stop and grab lunch at that hidden local restaurant or veer off the main path if you come across historical relics or markets that interest you. At Headwater, we understand the desire to discover local cycling paths that lead you firmly off the tourist trail, which is why our trips are designed to lead you towards mouth-watering eateries, fascinating historical sites and areas bursting with unusual wildlife.
Our diverse range of cycling holidays across the UK and Europe, allows you to delve into your destination's local culture on the move. If you're looking to soak up the spectacular Baroque architecture and delicious regional cuisine in Italy, our Cycling through Baroque Sicily takes you along inland and coastal routes, where you'll spend time discovering local restaurants in Ragusa, Modica and Siracusa on the turquoise coast. Or why not ride past fragrant lavender fields, apple orchards and sleepy hamlets on our Hilltop Villages of Provence Cycling? Inspiring literary geniuses and world-famous artists throughout the centuries, our route takes you from the medieval town of Pernes-les-Fontaines towards the Luberon and the beautiful red village of Roussillon, stopping at key chateaux, local vineyards and breath-taking castles along the way. For those wanting to explore Portugal's wild coastline, our Cycling in the real Algarve trip takes you along sun-drenched tracks towards gold sandy beaches and holm oak forests, passing the historic maritime towns of Sagres and Lagos before ending the adventure in Cabo de Sao Vincente, Europe's most south-westerly point.
Why not take the opportunity to browse through our collection of trips that are designed to immerse you into the destinations local culture, or find inspiration by reading our blog.
Self-guided cycling
7 nights,
single centre
Level: 1
Leisurely
Headwater
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Self-guided cycling
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided cycling
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.