Relaxed walking and cycling holidays

Find your holiday

Walking holidays

Walking holidays

This year Headwater has a greater choice of walking holidays than ever before, offering options in Europe, the Mediterranean, North Africa, Latin America and the Caribbean too.

From woodland rambles along leafy lanes to mountain, gorge and ridge hikes, all our walking holidays offer interest-packed insights into some of the most beautiful and unspoilt corners of the world.

All walking holidays

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Cycling holidays

Cycling holidays

A cycling holiday gives the most scope for independent exploring, as you can follow any route you choose using our maps and notes.

Our suggested routes use quiet country lanes, and go by the places we think are most interesting - from cycling in France along rural lanes past pretty chateaux to coastal tracks and delightful hidden coves on the islands of Sicily and Gozo.

All cycling holidays

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Activity Holidays

Activity holidays

Headwater has a great range of activity holidays to choose from, including canoeing and snow holidays such as skiing and winter walking. All year round, you can enjoy a short break in one of our hand-picked hotels.

More activity holidays

Why choose Headwater?

We believe that the best way to discover a country - its cultures, its people and those hidden off-the-beaten-track gems - is to slow right down.

Our trips take in the best that each region has to offer, while allowing plenty of time for independent exploring, long lazy lunches and luxury relaxation each evening.

So get away from the rat race and explore at your own pace, cycling or walking from one carefully chosen hotel to the next.

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We love to chat about our holidays

call us: 1-800-567-6286 or email:

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