Contact Us

Request a Brochure | Newsletter


DISCOVER OUR AWARD-WINNING, BESTSELLING HOLIDAYS IN 2024

At Headwater we specialise in creating unique self-guided walking and cycling holidays. Beautiful landscapes, historic destinations and gastronomic cuisine are typical of our handcrafted itineraries.

Perhaps this is why we won the awards for Best Small Holiday Company to Western Europe, Iberia/Macronesia, and Italy at the British Travel Awards 2023.

We've collected our most popular holidays together in a single collection. These classic holidays encapsulate everything that makes Headwater special. Why not find out for yourself what makes an award-winning, bestselling trip and join us for your holiday in 2024?

  • Bestselling Walking Holidays
  • Bestselling Cycling Holidays

Back to top