Headwater are the leading specialists in self-guided holidays since 1985. Each itinerary allows you to travel from place to place at your own pace and showcases the best regional highlights, historical sights, gastronomic cuisine and culture.

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In 1985, Richard and Christine Bass turned their passion into a business from their kitchen table. With over 35 years of creating expertly crafted routes, Headwater has expanded its collection to include over 200 exhilarating walking, cycling, mixed-activity and snow trips. Designed to take you to the heart of each destination, our holidays create unforgettable moments with the people you love.

Why Travel with Headwater?

Not only do we guarantee expertly crafted routes, characterful accommodations, fantastic local cuisine experiences and excellent customer service, but we also ensure that our sustainable holidays give back more to nature than they take.

Ask an advisor

Speak to a Silver Travel Advisor for advice on where to go, what to do and how to choose your perfect holiday.

Alternatively you can contact our travel partner directly.

01606 822 745


Key Destinations

Albania, Austria, Belgium, Bermuda, Croatia, Cyprus, Egypt, Estonia, Finland, France, Germany, Gozo, Greece, Holland, Iceland, Ireland, Italy, Malta, Montenegro, Morocco, Nepal, Norway, Peru, Portugal, Romania, Slovenia, South Africa, Spain, Sri Lanka, Switzerland, Thailand, Vietnam, UK


Travel from place to place at your own pace. Take the lead with your comprehensive route directions and decide whether you want to linger longer in places of interest – the choice is yours.


Our guided walking holidays are perfect for people who want an escorted walking tour in a small group of like-minded people. Enjoy learning from our local guides and share a moment with some new friends.

Walking Holidays

From gentle coastal walks in Madeira to more challenging treks among the jagged limestone peaks in the Italian Dolomites, our walking routes are as varied and beautiful as the landscapes you’ll encounter.

Cycling Holidays

With our comprehensive route directions, Headwater Navigation App and detailed maps, our relaxing cycling holidays offer great scope for independent exploring, while covering more distance.


On a selection of our trips, you can enjoy a mix of activities that enhance your holiday experience, from walking, cycling and canoeing on the French Dordogne to skiing and snowshoeing in Norway.

Snow Holidays

Enjoy gentle activities like snowshoeing or try your hand at cross-country skiing, dog sledding, horse-drawn sleigh rides and tobogganing in spectacular winter landscapes.

Family Holidays

With family activity trips in Austria, France and Spain, rest assured our itineraries will keep your kids entertained, from canoeing on the Dordogne to taking refreshing dips in Austrian lakes.

Special Offers

Save £100

Enjoy £100 off your next trip by using our discount code SILVERTRAVEL22 at time of booking.

For more details on this offer, please call 0800 412 5678 or

We regularly receive special offers and discounts from our travel partners.

For the latest offers and a bespoke quotation, speak to our Silver Travel Advisors on 0800 412 5678.

Ask an advisor

Speak to a Silver Travel Advisor for advice on where to go, what to do and how to choose your perfect holiday.

Alternatively you can contact our travel partner directly.

01606 822 745

Most recent Reviews


Hotel Ta’ Cenc & Spa

I won a week’s stay half board with Headwater Travel in the November prize draw. The hotel is on the edge of the village




Awesome Austria with Headwater

I actually won this holiday on Silver Travel Advisor last year but as I wasn’t too well then, they kindly let us take it


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