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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NEW holidays

New holidays

We have new walking and cycling choices in the UK and Burgundy. Cyclists can also enjoy gentle pedalling in Andalucia, Slovenia and the Italian Alps, whilst for walkers there are routes in Montenegro, Puglia, Portugal and the Canary Islands to explore.

  • ATOL Protected (No. 9957)
  • IATA Registered
  • ABTA Member (No. W1593)

We love to chat about our holidays

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

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