Feefo - Independent reviews
  Contact Us

Request a Brochure | Newsletter

As the world slowly re-opens, we're starting to get our wanderlust back. A desire to explore our beautiful world once more. After a year of minimal travel, it's important to take the time to experience the true qualities of a destination, without the rush. On a Headwater Holiday, you're in control. Guided by our expertly curated itineraries, you choose when to set off, and how long to pause in a picturesque village or dine in a local restaurant. We’ll help you find the hidden treasures, the lesser known path, and the regional cuisine. So join us on a journey to wander, pedal, absorb and discover our incredible world as it re-opens.

Choose your own pace and explore on foot, from rustic country villages to picture-perfect mountain passes.

Explore walking holidays »

Immerse yourself in a region as you take time to uncover historic sites, picturesque villages and sample the local cuisine.

Explore culture holidays »

Soak up the scenery as you explore on two wheels, follow expertly crafted routes whilst we take care of everything else.

Explore cycling holidays »

From Michelin Star dining experiences to intimate wine tastings and local cooking classes, you’ll find the best flavours on our gastro-led holidays.

Explore gastronomic holidays »


We are dedicated to creating incredible adventures, that are run responsibly, so as the world reopens, our customers can continue to book and travel with confidence.



Transfer your trip free of charge up to 31 days before departure.
Read more »


We only run trips that comply with our 5 tier Travel Safety Charter.
Read more »