"Headwater are an excellent and efficient organisation with well planned holidays."
Mrs V Merrill, London
We are the self-guided specialists, with an incredible range of relaxed walking and cycling holidays to tempt you to change the way you think about your next escape. Uncover the perfect balance between relaxation and discovery with an unforgettable walking or cycling holiday.
Since 1985 we have been creating relaxed walking and cycling holidays across the UK, Europe, the Mediterranean and Bermuda. Our tailor-made tours combine winning routes, idyllic destinations and hand-picked accommodation (with delicious local cuisine) for all levels of walker or cyclist.
Indulge in Michelin Star dining experiences, intimate wine tastings and local cooking classes on our gastro-led trips
Explore our range of planet friendly trips that lower your impact, whether that's accessible destinations by train or single accommodation holidays
Our overseas team ensure everything runs like clockwork and are on-hand whilst you’re away for any advice or recommendations.
We seek out the exceptional in the locations that we offer. Every interest-packed route is checked annually by our activity experts.
Our itineraries can be customised to your exact requirements, whether that's flying from a local airport, adding extra nights or upgrading hotels.