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Specialists in self-guided holidays since 1985

On foot and by bike

From secret woodland trails and dramatic coastal paths, to authentic culinary experiences and hidden historic gems – we’ve got it covered. Whatever inspires you, awaken your senses with the natural beauty, culture and gastronomy of a Headwater holiday.

Established in 1985, Headwater specialises in relaxed activity holidays throughout Europe, Latin America and the Caribbean. With over 150 holidays in 18 different countries and more than 30 years’ experience, Headwater’s walking, cycling, canoeing and winter holidays are all about enjoying a relaxed yet active, culturally rich experience that will create a lifetime of memories.

Headwater holidays take you off the beaten track so you can really get under the skin of the place you’re visiting. Following our meticulously planned routes and exploring entirely at your own pace, you’ll discover more of your destination than you ever could on an ordinary holiday. Each evening, you’ll stay in superb hand-picked hotels, from historic castles and restored farmhouses, to stylish villas and luxury ***** hotels. All share Headwater’s hallmarks of excellent regional cuisine, quality wines and friendly service.

Headwater holidays can be tailored to suit your exact requirements – add or remove nights, fly from your local airport, upgrade your accommodation or treat yourself to a city break at the start or end of your trip. Our friendly and knowledgeable sales team will put together a tailor-made itinerary that’s perfect for you.

You can contact us:

By phone: 01606 822742

By email:

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