Adjust filters if required
Holiday type
Guided group walking
Destination
All
Departure month
All
Find a holiday
Our guided walking holidays are perfect for people who want to experience an escorted tour in a small group of like-minded people. On our tours, share cheerful moments with new friends, stroll together through beautiful countryside admiring the landscape, and cap off days enjoying a glass of luscious local wine over dinner.
Whether travelling alone, as a couple or with friends, everyone is welcome on our walking tours. There are plenty of opportunities to socialise with group members, as well as your expert guide. All are based locally and are either Headwater employees or local partners - and all are passionate about their homelands and committed to sharing their experiences with you. That way, you experience a refined, hand-picked and high-quality walking holiday with every detail expertly taken care of.
And importantly, we keep our group sizes small - typically four to 16 people. This gives our guided walking tours a good mix of travellers while giving everyone the opportunity to benefit first-hand from our guides' local knowledge. This also lets us use smaller, hand-picked guest houses, which is not possible with larger groups.
View our guided walking holidays in the UK and beyond below. If you have any questions, don't hesitate to get in touch, and be sure to check out our blog.
Often, the best guided walking is located further afield than your hotel - and, to experience everything that's great about your chosen destination, you need to move between hotels.
On these escorted walking holidays, resident Headwater guides and local partners look after every detail of your tour. They provide comfortable transport and move your bags between hotels for you - each is hand-picked to give you an authentic flavour of the region in which you're staying, from the sweeping mountains of Montenegro or intoxicating Annapurna foothills in Nepal to the ancient Kumano Kodo Trail in Japan.
