Headwater Holidays

The self-guided specialists, with an incredible range of relaxed walking and cycling holidays to tempt you to change the way you think about your next escape. Uncover the perfect balance between relaxation and discovery with an unforgettable walking or cycling holiday.

Since 1985 we have been creating relaxed walking and cycling holidays across the UK, Europe, the Mediterranean and Bermuda. Our tailor-made tours combine winning routes, idyllic destinations and hand-picked accommodation (with delicious local cuisine) for all levels of walker or cyclist.


Their Tours

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Undiscovered Southern Catalunya Cycling

9 Day(s)
Easy-Moderate
Self-guided

Every day is different on this eight night holiday which sees you enjoy wonderful, tranquil cycling on a mixture of quiet roads, riverside paths and the historic Via Verde, a traffic-free cycle track along the route of the old Vine Cutter railway lin ...

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Vines and Villages

11 Day(s)
Moderate
Self-guided

If you have 10 days to spare, then this new cycling holiday explores the 'golden triangle' of Franche-Comte and offers a real in-depth voyage of discovery for connoisseurs of hidden France. This is France profonde, unchanged over the years, w ...

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Villas and Vineyards

8 Day(s)
Mod-Advanced
Self-guided

Our undiscovered corner of Venetia, just 60 mins (but a world away) from bustling Venice is, we think, the perfect setting for a relaxed cycling holiday. The countryside is almost entirely untouched by tourism. The cycling is gentle, and takes you th ...

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Vaucluse Vineyards

9 Day(s)
Easy-Moderate
Self-guided

Dramatic Mont Ventoux and the lacy silhouette of the Dentelles de Montmirail dominate the skyline on this Provence cycling holiday. You get the best of both worlds - breathtaking scenery all around combined with easy pedalling on plains and gentle fo ...

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Undiscovered Provence

11 Day(s)
Moderate
Self-guided

We think this is the perfect corner of Provence for a cycling holiday. It's an area of great natural beauty, away from the tourist haunts, midway between the Mediterranean coast and Maritime Alps.There's varied cycling and not too much traffic; plent ...

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Two Rivers

9 Day(s)
Moderate
Self-guided

New for summer 2013, this 8-night cycling holiday explores the gentle upland plateau between the Doubs valley at Besancon and the folded mountains of the high Jura close to the Swiss border. It's a relaxed and leisurely loop, winding through sun-dapp ...

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The Sound of Music

13 Day(s)
Mod-Advanced
Self-guided

Our popular 12 night cycling holiday in the Austrian Lakes is fantastically varied with something to suit travellers of all ages. It's a glorious mix of spectacular scenic views, gentle shoreline routes and swimming opportunities galore! The cycling ...

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Secrets of Sicily

9 Day(s)
Mod-Advanced
Self-guided

This independent 8-night linear cycling holiday explores Sicily's unspoilt western coast. Steeped in ancient history and culture, combined with a quintessential Mediterranean landscape of golden bays lapped by azure waters, vine studded countryside d ...

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Secrets of Sardinia

8 Day(s)
Easy-Moderate
Self-guided

Sardinia's west coast is one of wild azure bays, verdant river valleys and palm-lined towns peppered with golden stone country churches. New for summer 2013, this 7-night linear holiday follows the coast south, taking you back through Sardinian histo ...

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Secrets of San Gimignano

9 Day(s)
Easy-Moderate
Self-guided

This 8-night holiday is, quite simply, outstanding in every way: the rich scenery, the fantastically contrasting hotels, the local cuisine, exceptional wines... the list goes on!You'll start off in Volterra, a beautifully preserved hilltop gem whose ...

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Passau to Vienna

11 Day(s)
Easy-Moderate
Self-guided

The route from Passau, on Germany's eastern border, to Vienna is one of the most popular cycle paths in Europe - and no wonder! This stretch of the Danube carves its way through a thousand years of history - 60 dramatic castles and palaces lie along ...

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Loire Gastronomic

7 Day(s)
Easy
Self-guided

This gentle and unhurried gastronomic cycling holiday follows a triangular route through the heart of the great Loire Valley. En-route highlights include the majestic chateaux of Amboise and Chambord, and the rich Renaissance splendour of Chenonceau. ...

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Highlights of Gozo

7 Day(s)
Moderate
Self-guided

Surrounded by azure Mediterranean waters, diminutive Gozo lies just 5km from its lively sister island of Malta. In contrast, the pace of life on Gozo however is one from an era gone-by, even a short visit will lull you into its relaxed rhythms. This ...

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Heart of Venetia

8 Day(s)
Moderate
Self-guided

An outright winner from the outset, this single centre independent cycling holiday offers a real insight into Italian country living, and is perfect for people not wanting to pack up and move on every couple of days.Base for the week is the AAA charm ...

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Emerald Coast

9 Day(s)
Easy-Moderate
Self-guided

It's almost impossible to resist the appeal of the spectacular Emerald Coast, with its pink granite cliffs and turquoise seas, wonderful white beaches and deserted little coves. Writers and artists, attracted by the stunning landscapes, dramatic view ...

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Emilia Romagna

9 Day(s)
Easy
Self-guided

Best known as the gastronomic capital of Italy - parmesan cheese, balsamic vinegar and Parma ham all come from here - Emilia Romagna also offers some of the most gentle cycling in the country. With pancake-flat country lanes linking huge swathes of v ...

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Contrasts of Puglia

8 Day(s)
Mod-Advanced
Self-guided

An outright winner from the start, this independent 7-night cycling holiday explores a sun-soaked region of empty beaches, unspoilt villages, and low fertile hills rolling down into the clear emerald seas of the Adriatic.Firmly tucked away 'on the he ...

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Contrasts of Brittany

11 Day(s)
Mod-Advanced
Self-guided

New for summer 2013, this 10-night cycling holiday (with options to shorten to 6 or 8 nights if you prefer) is a glorious mix: rural farming villages, pretty coastal towns, traffic-free country trails and panoramic stretches pedalling alongside the m ...

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Coastal Croatia

8 Day(s)
Mod-Advanced
Self-guided

The Istrian Peninsula at the top of the Adriatic, (just below Trieste), was Italian until 1945 when it became part of Croatia. People still speak Italian here, and it is even taught in schools - in fact, Istria is sometimes known as 'Croatia's Tuscan ...

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Classic Wye Valley

6 Day(s)
Moderate
Self-guided

This popular independent cycling holiday (run by our local partners), takes in three counties - Shropshire, Herefordshire and Powys, and explores the pristine natural beauty of the Welsh/English borderlands. These hidden valleys seem to exist in anot ...

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