Guided walking holidays

Guided walking

Our guided walking holidays are perfect for people who want an escorted walking tour in a small group - typically 6-10 people - with like-minded people. All our guides are based locally (we don't fly "leaders" out with groups) and are either Headwater employees or local partners. They are all passionate about their homelands, and committed to sharing their experiences with you.

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Guided walking holidays

Single centre guided walking holidays

All of Headwater's single-centre guided walking holidays are for small groups (details on the individual holiday pages) and are run by Headwater local partners. They're all enthusiasts!

You can be sure of a warm welcome, and an expert interpretation of whichever guided walking holiday region you choose. Single centre guided walking holidays are all in places where a varied and interesting week's walking is within easy reach by minibus.

Guided walking holidays

Hotel-to-hotel guided walking holidays

Often, the best guided walking is further afield than a single centre, and you need to get about. On our escorted walking holidays, resident Headwater guides and local partners look after every detail of your holiday.

We provide transport, move bags between centres and act as walking guides. And you enjoy hospitality at hotels chosen to give you an authentic flavour of the region.

View our guided walking holidays »

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  • Coasta Rica

    Costa Rica

    Amazing flora and fauna, cloud forest, volcanoes, mangrove swamps and coffee fields.

  • Croatia


    Sandy beaches, strings of unspoilt islands, terraces of vines, Roman ruins and Venetian palaces.

  • France


    Each region feels different, with its own style of architecture, characteristic food and often its own dialect too!

  • The Galapagos

    The Galapagos

    Strewn like jewels in the Pacific Ocean where you'll see the same sights Darwin did over 300 years ago.

  • Italy


    Charming scenery, cities rich in history and a seductive way of life that will leave you wanting more.

  • Montenegro


    An unspoilt gem where mountains rise dramatically from warm coastal waters and UNESCO treasures abound.

  • Norway


    Western Norway is famed for it's shimmering fjords, thundering waterfalls and towering rock formations.

  • Portugal


    The history of Portugal and her cultural influences is as rich as her natural landscape is diverse.

  • Romania


    Surrounded by the Carpathian mountains, Transylvania has a rich and fascinating history.

  • Spain


    An amazingly diverse country, with many differences between its regions - culture, food, history and language.

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  • ATOL Protected (No. 9957)
  • IATA Registered
  • ABTA Member (No. W1593)
  • Relaxed activity holidays since 1985

We love to chat about our holidays

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

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