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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

From Tuscany and the Bay of Naples to Puglia and Sicily, choose from a wide range of guided and self-guided trips to Italy

We have introduced a selection of exciting new walking holidays for 2023, based around our tried-and-tested formula of carefully researched walking routes

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

If you’re looking for inspiration for your next trip, we’ve highlighted five fascinating cultural experiences in France for you to experience.

Why choose Headwater?

100 NEW TRIPS FOR 2023