Handcrafted walking and cycling holidays...
Handcrafted holidays for moments that matter
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 30 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.
Headwater has a greater choice of walking holidays than ever before, offering options throughout Europe, the Mediterranean, 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.
Cycling holidays give the most scope for independent exploring, as you 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 pretty chateaux to delightful hidden coves to quaint village squares - and our e-bike options make exploring by bike even more relaxing!
Headwater's activity holidays give you the opportunity to discover your chosen destination through a mix of outdoor activities. They're perfect for families or for people looking for a bit of variety.
Choose from walking, cycling, water sports, boat trips and more in Austria; walking and cycling around the tranquil island of Gozo; or maybe canoeing along the Dordogne.
Coming soon: Villas and Cottages by Headwater!
Find out more about our exciting new hand-picked selection of seven-night self-catering villas and cottages in France and Spain. Ideal for multi-generational families and groups of friends of mixed abilities who want the flexibility to do as much or as little as they wish on holiday. Coming early 2017 - look out for a selection of properties in Italy!
Find out more about our Villas & Cottages »