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Moments that matter
On foot or by bike

"Headwater are an excellent and efficient organisation with well planned holidays."
Mrs V Merrill, London

Handcrafted holidays for moments that matter

Headwater has a huge choice of walking and cycling holidays. Travel across France, Italy and Spain, discover central Europe, explore the Med, and visit Bermuda too.

It's not about getting from A to B; it's about what you discover along the way: spellbinding locations, vibrant local cultures, jaw-dropping scenery and world-class food and wine. We've been handcrafting holidays for over 32 years and we believe the best way to experience a destination is to slow right down to walking or cycling pace so you can find your very own moments that matter.

NEW FOR 2018

We have a selection of tempting new holidays for 2018, all based around our tried-and-tested formula of carefully researched routes linking hand-picked hotels, with plenty of opportunities to create life-long memories - moments that can be treasured for years to come.

On foot

Headwater has a greater choice of walking holidays than ever before, offering options throughout Europe, the Mediterranean, and Bermuda too.

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

Find out more about walking holidays »
Choose a walking holiday »

By bike

By bike - Cycling holidays give the most scope for independent exploring, as you follow any route you choose using our comprehensive route directions and GPS route navigation.

Our suggested routes use quiet country lanes, and go by the places we think are most interesting - from pretty chateaux to delightful hidden coves to quaint village squares - and our e-bikes make exploring even more relaxing!

Find out more about cycling holidays »
Choose a cycling holiday »


Enjoy cross-country skiing in Norway and cross-country skiing and winter walking in Austria.

There’s also the opportunity to try dog-sledding, tobogganing, snowshoeing, ice-skating and to go on a sleigh ride for added fun!

Find out about winter snow holidays »
Choose a winter snow holiday »