From place to place at your own pace

Self-guided walking and cycling holidays

Headwater: Image of the Algarve.
(Image credit: Headwater)

When is the answer to the question, “shall we go on holiday,” ever no? For those of us eager to make plans for 2023’s next great adventure, Headwater are the self-guided specialists who can make your dreams come true.

Headwater has an incredible range of relaxed walking and cycling holidays -  to tempt you to change the way you think about your next escape. You can uncover the perfect balance between relaxation and discovery with an unforgettable walking or cycling holiday.

Headwater has been offering award-winning self-guided walking and cycling holidays since 1985, with handcrafted interest-filled itineraries, hand-picked local hotels, and restaurants offering gastronomic experiences. 

Headwater: Image of the Camino.

(Image credit: Headwater)

They’ve spent the past three decades curating and fine-tuning their hassle-free holidays, so you can expect 5-star personal service and support from the moment you book your holiday to the day you return - just check out their 5 star Feefo reviews.

Going on your dream self-guided trip doesn’t need to be a hassle, as Headwater takes care of all the details for you, including luggage transfers, in-depth route plans, navigation apps and arranging add-ons like city and coastal breaks or e-bikes to enhance your holiday experience even further.

Headwater: image of the Amalfi Coast.

(Image credit: Headwater)

As experts in independent travel, on a Headwater Holiday, you're in control. Their finely curated itineraries are designed to activate the senses, immersing you deeper into each region's local culture, where you can visit places of historical interest, sample food that epitomises the local cuisine and enjoy enchanting stays in characterful accommodations. 

Holiday like a local because rest assured, they'll help you find the hidden treasures, the lesser-known path, and the best regional cuisine. You'll soon find there's an incredible world to wander, pedal and absorb in 2023.

Pedal the Possibilities

Headwater: Image of Porto.

(Image credit: Headwater)

The possibilities are endless on a Headwater cycling holiday. Exploring places on two wheels allows you to go further, and faster, giving you ample opportunities to extend your time discovering places that interest you.

Their relaxed routes are designed to be stress-free, with meticulous turn-by-turn directions – the audio navigation individually created for every one of their cycling itineraries. 

Wander the Wonderful

Headwater: Image of the Dordogne.

(Image credit: Headwater)

Travelling on foot is one of the best ways to soak up the sights, sounds and scents of some of the world's most wonderful places. Headwater can point you in all the right directions so you can discover the heart of your destination, including  bestselling walking and cycling holidays such as…

  • The Amalfi Coast Walk
  • Walking on Gozo
  • Marvels of Madeira Walk
  • Julian Alps to the Adriatic Cycling
  • Classic Cotswolds Cycling
  • Cycling along the Danube from Vienna to Budapest

Headwater: Image of phone displaying Headwater App.

(Image credit: Headwater)

Right now, they’re offering you the chance to win a Headwater holiday for two, from a choice of Secrets of Sicily Walking Holiday or Contrasts of Catalunya Cycling Holiday

To enter, simply enter your details here – the winner will be selected on April 5, 2023 – good luck! See full terms and conditions at the bottom of this page.

If you can’t wait to book a Headwater holiday, they’re also offering you the chance to save £100pp on any Headwater holiday. Simply use code WH100 when booking. Offer ends March 31, 2023. For more information - click here

Aoife Hanna
Junior News Editor

Aoife is Junior News Editor at woman&home.

She's an Irish journalist and writer with a background in creative writing, comedy, and TV production.

Formerly Aoife was a contributing writer at Bustle and her words can be found in the Metro, Huffpost, Delicious, Imperica, EVOKE and her poetry features in the Queer Life, Queer Love anthology.

Outside of work you might bump into her at a garden center, charity shop, yoga studio, lifting heavy weights, or (most likely) supping/eating some sort of delicious drink/meal.