Cycling Holidays and Walking Holidays in Europe

Find a holiday

More than 35 years of adventures. Countless memories. One final Headwater story.

When Tony and Shirley decided it was time to hang up their walking boots, they couldn't simply click 'unsubscribe'. So they wrote to us instead.

We went to meet them and discovered a wonderful story.

Watch their story

Why choose Headwater?

Since 1985 we've been creating active holidays across the UK, Europe, and beyond...

Hand-picked
hotels

We've been carefully researching and sourcing the finest, friendliest and most charming hotels and characterful accommodations since 1985.

Travel
your way

We can book your flights as part of a fully protected package as we're ABTA and ATOL bonded. We can also book Eurostar, European trains and ferries.

Headwater
navigation

We offer our unique GPS route navigation app on most of our walking and cycling holidays so you won't get lost with Headwater!

Fine food
and wine

As avid food-lovers ourselves, we know how important local culinary experiences are when discovering the heart of a destination.

Sustainability

We aim to support people and nature to thrive in harmony, in the way we run our business and design our adventures.

Cycling holidays

Cycling is great for independent exploring as you can follow any route you choose using our route directions, GPS route navigation, and detailed maps.

Pilgrimages

Every step on our pilgrimage routes give you time to reflect, uncover the history of these well-trodden trails, and form close bonds with fellow pilgrims.

Cultural Tours

Designed to be a little less active, and a little more focused on cultural sight-seeing at your own pace. Dedicate more time to uncovering the unspoiled corners of a destination.

Cross-country skiing

A ski holiday is active and exhilarating. You'll spend most of the daylight hours cross-country skiing. You may also have the option to go sledging, snowshoeing and ice-skating.

Multi-activity holidays

Our multi activity holidays allow you to enjoy a mix of walking, cycling and watersports. We give you all the advice, equipment, route directions and help with activities to fill your days.

Canoeing

Exploring rivers on a canoeing holiday you really are in a different, secret world, with just the occasional fisherman to wave at cheerily as you glide by.

Walking holidays

You have the choice between independent exploring on a self-guided trip or following the lead of an experienced guide with a small group on a guided walking holiday.

Request our new brochures

Our NEW brochures are out NOW. Order yours today to find your next active holiday.

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