Luxury Walking Holidays

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All our walking holidays are based around our award winning formula of interest-packed routes, hand-picked hotels, fine food and wine, and exceptional customer service. These are our top picks for walkers who really appreciate the finer things in life and want the best quality accommodation at the end of each days walking..

Are you an adventurer who appreciates the finer things in life? Well, if you're looking to relax in premium accommodation at the end of a day's exploration, then look no further than our luxury walking holidays.

Available in self-guided and guided options, you'll find luxury holiday packages for hiking all around the globe. Discover some of the most magnificent walking routes in Europe, South America and beyond, and then spend relaxing evenings in the best boutique hotels and lodgings.

All our luxury walking tours are based around our award-winning formula of interest-packed routes, hand-picked hotels, the finest food and wine and exceptional customer service. Take your pick from our top package choices below and get one step closer to the luxury trekking holiday you've dreamt of.

Where can I go on Headwater luxury walking holidays?

There are many excellent destinations to explore when you choose a luxury walking holiday with us. From the rugged peaks of the Pyrenees to the paddies and tea plantation trails in Sri Lanka, here are some of the gorgeous locations you can visit on our luxury walking tours:

Japan

Complete with ancient pilgrimage routes, lush green scenery, and the rising peaks of the Gifu mountains, our luxury walking holidays in Japan offer you an authentic adventure. You can visit the energetic cities of Osaka, Kyoto and Tokyo, and lodge in handpicked hotels, historic Juku post towns and traditional Shukubo pilgrim lodgings.

Peru

Home to the Inca citadel of Machu Picchu and awe-inspiring views of the Andes, Peru is a must-visit for explorers who appreciate wildlife and ancient civilisations. Discover the colonial cities of Cuzco and Arequipa and take the opportunity to trek the renowned Inca Trail. Not to mention, a visit to the vibrant, biodiverse Ballestas Islands and the Amazon rainforest.

Italy

Choose between walking across the rolling Tuscan countryside, sipping wine in the vibrant vineyards of the Venetian hills and many other trips on our luxury walking holidays in Italy. Available in both self-guided and guided packages, the peninsula offers some of the most breathtaking walking trails in Europe. From the snowcapped Italian Dolomites and the pristine waters of Puglia to the dramatic beauty of the Amalfi Coast, you'll lodge in luxurious comfort and style.

France

France is home to a magnificent blend of beautiful landscapes, so you're spoilt for choice when it comes to luxury trekking holidays. Explore the limestone cliffs and wooded valleys of the Dordogne region, stroll along the famous Deauville boardwalk in Normandy, or relax on the scenic flat routes along the Loire River. You'll lodge in boutique hotels, traditional Normandy-style architecture and even an 18th-century mansion.