After more than three decades spent searching out the very best hidden gems the world has to offer, we're pleased to say we've uncovered some real winners. These are our most popular cycling holidays - known to please, charm and delight in equal measures. A mix of different destinations, cycling styles and a variety of scenery are all represented amongst these favourites, but what unites them is our passion for these idyllic corners of the world.
Headwater has been helping travellers discover the best of these beautiful regions for years, uncovering local traditions, travelling through the landscapes along the quietest, prettiest routes and meeting the people who call each place home. We'd love to share them with you.
Our 10 night holiday takes you from the turquoise waters of Lake Bled, nestled below Slovenia's jagged Julian Alps, along the Alpe Adria Trail, passing into Italy. Wind down through the mountains to the island of Grado on the Adriatic coast. On route pass through the historic towns of Venzone, Udine and Palmanova.
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Enjoy meandering rides along the Danube river and through 3 iconic cities - from Vienna in Austria, through Bratislava in Slovakia and on to Budapest in Hungary. The cycling is mostly along the river through small villages and nature reserves but the real highlights are the stunning architecture.
DEPARTURE MONTHS
Cycle a quieter mix of inland and coastal routes close to the famous Ring of Kerry. Experience the 'real' Ireland on the Iveragh Peninsula; it's mystical, beautiful and grand, and you'll certainly soak up the charming Irish welcome en route, with live music and delicious seafood too.
DEPARTURE MONTHS
The Istrian peninsula just south of Trieste is a superb backdrop for a cycling holiday. Swim in the clear blue waters of the Adriatic and stay in gorgeous Italianate harbour towns. Great food, interesting routes, masses of history and electrifying sunsets make discovering this coastline particularly memorable.
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Wonderful gastronomic meals, world-famous wines, fabulous historic sites and postcard-pretty villages are just a few of the highlights of this popular cycling tour. You're usually close to the rivers too, so lots of swimming, plus all hotels have pools.
DEPARTURE MONTHS
Packed with contrast and variety, this easy 6-night cycling tour takes in the unspoilt Catalan coast, passing through olive groves, peach orchards and stunningly beautiful, pretty coloured villages. All the hotels have pools, and 2 nights are spent in a luxury 14th century castle.
DEPARTURE MONTHS
Discover one of Spain's most iconic areas by bike. From the capital city of Andalucia, Seville, cycle through small towns to reach your final destination, the ancient city of Cadiz. You'll follow country lanes, ride alongside rivers and through Mediterranean woodland and agricultural land taking in some of the highlights of the region.
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Easy cycling across Mallorca, taking in coastal trails and beautiful inland routes
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Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.
DEPARTURE MONTHS
Looking for a holiday where relaxing cycling effortlessly intertwines with nature, culture, delightful cuisine, refreshing swims, and historic sights? Our Lake Constance Cycling trip guides you through picturesque towns, vineyards, and captivating historic sites in Germany, Switzerland, and Austria.
DEPARTURE MONTHS
Varied beach-front cycling along some of the most spectacular stretches of coast we've ever seen! Starting in wine capital, Porto, your route heads south beach and bay-hopping to Aveiro, Portugal's Venice before finishing beside the beach at Praia de Mira.
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Superb hotels, world-famous wines and exceptional cuisine are just some of the reasons to choose this 8-night cycling holiday! The cycling takes you through softly rolling hills, sun-drenched hamlets and via the pretty wine towns of Barbaresco and Barolo.
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