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We are 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.

Take a look at our late availability and you might find the perfect trip for you

Travelling on foot is one of the best ways to soak up the sights, sounds and scents of some of the world's most wonderful places

These classic holidays encapsulate everything that makes Headwater special. Discover our award-winning, bestselling trips

Walk, cycle and immerse yourself completely on one of our many adventure holidays in Spain

Our brochures contain our great range of relaxed activity holidays. You can choose to have them delivered to your door or sent via email

Why choose Headwater?

100 NEW TRIPS FOR 2023