Tailor Made Group Walking Holidays

Whether you’re a group of close friends seeking to conquer new trails together or a family looking for a memorable and active escape, our tailor made group walking holidays are designed to reflect the unique interests, fitness levels and preferences of every traveller in your party. Each of our group walking holidays is carefully handcrafted by our Luxury Travel Specialists, who bring decades of experience and insider knowledge to create seamless, unforgettable adventures. 

We know that group walking holidays mean different things to different people. For some it’s about reaching majestic peaks and panoramic trails, while for others it’s about gentle strolls through vineyards, coastal paths or historic countryside. That’s why every group walking holiday we create is as individual as the people who take it, tailored from start to finish with comfort, flexibility and a touch of elegance in mind.

For those inspired by dramatic landscapes and timeless charm, Europe offers an incredible variety of walking destinations easily accessible from the UK. In Italy, the rolling hills of Tuscany invite you to wander through olive groves, vineyards and medieval hilltop villages, stopping to savour local wines and authentic cuisine along the way. Elegant Resorts features luxury properties such as Rosewood Castiglion del Bosco, a breathtaking estate in the heart of the Val d’Orcia, where private villas, fine dining and serene spa experiences await after a rewarding day’s walk. Further north, the Dolomites provide a world-class walking destination with striking peaks and alpine meadows. The Rosa Alpina, an Aman Partner Hotel, combines mountain authenticity with refined luxury, making it the perfect base for a group walking holiday which blends adventure with indulgence.

In Switzerland, the crisp alpine air and breathtaking vistas of the Bernese Oberland or Zermatt region set the scene for invigorating walks among some of Europe’s most stunning landscapes. Elegant Resorts guests can stay at The Chedi Andermatt, where modern elegance meets Swiss mountain tradition. Here, groups can enjoy scenic trails by day and unwind with spa treatments, fine dining and warm hospitality by night - the perfect formula for a memorable group walking holiday that will leave your mind and body feeling completely rejuvenated.

For those drawn to the sunshine and coastlines of southern Europe, Spain and Portugal offer inspiring hiking routes along rugged cliffs, sandy beaches and picturesque villages. The Algarve, with its golden coves and clifftop paths, is ideal for gentle walks accompanied by ocean breezes. Holiday makers can stay at Vila Vita Parc Resort & Spa, an opulent retreat where groups can relax in style, dine in Michelin-starred restaurants and relax with award-winning spa treatments after a day’s exploration. In Andalusia, walking through the whitewashed villages of the Alpujarras or the trails of Ronda brings together culture, nature and beauty in equal measure, with luxury hotels such as the Finca Cortesin Hotel, Golf & Spa providing an exquisite haven for groups to rest and reconnect.

If your group prefers a more exotic setting, Elegant Resorts can design group walking holidays that span continents and cultures. In Asia, the trails of northern Thailand, the rice terraces of Bali or the cultural pathways of Japan’s Nakasendo Trail combine natural wonder with deep cultural immersion. For an indulgent stay in Japan, the Aman Kyoto offers serene luxury amid moss-covered gardens and forested hills, a tranquil retreat perfectly suited to walkers seeking peace and reflection.

Across the Americas, Elegant Resorts can arrange extraordinary group walking holiday adventures, from the breathtaking trails of Patagonia to the canyon landscapes of the American Southwest. In Chile, the Explora Patagonia lodge provides access to some of the world’s most dramatic walking routes within Torres del Paine National Park, while offering contemporary design, gourmet dining and a focus on sustainable luxury. Groups of friends or families looking to combine a physical challenge with world-class hospitality will find this an unforgettable experience.

For something truly once-in-a-lifetime, New Zealand’s South Island presents endless opportunities for exploration on foot. Elegant Resorts’ guests can stay at Blanket Bay, a lakeside luxury lodge near Queenstown which provides access to stunning walking trails and world renowned hospitality. Surrounded by alpine scenery, it’s an ideal destination for groups seeking both adventure and exclusivity.

At Elegant Resorts, we understand that group walking holidays are about more than the miles covered, they’re about shared experiences and lasting memories. That’s why we ensure every journey is personalised, from the pace and difficulty of the routes to the type of accommodation and the experiences included along the way. Whether your group prefers challenging mountain hikes, leisurely countryside strolls or guided cultural walks through ancient towns, we design itineraries that suit every member of your party, taking into account differing fitness levels, interests and schedules.

Our team of well travelled experts can arrange everything from private transfers and guided walks with local experts to exclusive group dining, wellness activities and post-hike relaxation experiences. Every detail is carefully planned to perfection so that your group can focus on what truly matters — enjoying the journey together.

Choosing Elegant Resorts for your next group walking holiday means embracing a world where luxury and adventure go hand in hand. From Europe’s sunlit vineyards and alpine trails to Asia’s tranquil pathways and South America’s dramatic wilderness, your walking holiday will be a story of discovery, connection and comfort. Let our experts create a tailor-made itinerary that brings your group together, combining world-class accommodation, thoughtful touches and unforgettable landscapes.

Step into your next adventure with Elegant Resorts and discover how our group walking holidays transform the simple act of walking into an extraordinary shared experience.