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Read more about our enhanced flexibility

"Headwater are an excellent and efficient organisation with well planned holidays."
Mrs V Merrill, London


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.

Why not order a brochure to browse our fabulous range of walking and cycling holidays?

Book and travel with confidence. Read more about our enhanced flexibility.

We're excited to see signs of the world opening once more. Discover which destinations are open for adventure.

Take a look at our late availability and find your perfect last minute trip.

Independent exploring on a self-guided trip or following the lead of an experienced guide with a small group on a guided walking holiday.

Our relaxed activity holidays in Britain are the perfect way to make the most of the beautiful countryside and the rich cultural past.

Our holidays in Germany are based in Germany's most southerly province, Bavaria. In addition to culture and history, Bavaria is home to some of Europe's most captivating landscapes.

Why choose Headwater?

Our exclusive Headwater Reps (available in 16 regions) are on-hand whilst you’re away for any advice or recommendations.

We seek out the exceptional in the locations that we offer. Every interest-packed route is checked annually by our activity experts.

Our itineraries can be customised to your exact requirements, whether that's flying from a local airport, adding extra nights or upgrading hotels.

We hand-pick small, family-owned hotels, with delicious regional cuisine, and owners who take a genuine interest in their guests.

NEW FOR 2020