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Call us on 01707 817260

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  • Saturday9am - 1pm
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Call us on 01707 817260

  • Monday - Friday9am - 5pm
  • Saturday9am - 1pm
  • SundayClosed
  • Bank HolidaysClosed

Guided Walking Holidays

Expert leadership, unforgettable journeys

Search all walking holidays

Let our experts show you the way

There's something wonderfully freeing about setting off on a walk when someone else has done all the planning. Our guided walking holidays let you focus on what really matters: the crunch of gravel underfoot, the scent of wild herbs on the breeze, and those unexpected moments that turn a good holiday into an unforgettable one. 

At Ramble Worldwide, we've been leading walkers to extraordinary places since 1946. Our expert leaders don't just know the paths; they know the stories behind them. They'll point out the hidden waterfall the guidebooks missed, introduce you to the vineyard owner who makes the region's best wine, and ensure you're always exactly where you need to be to catch that perfect sunset.

 Whether you're new to walking holidays or a seasoned rambler looking for fresh inspiration, our guided adventures take the guesswork out of exploration whilst opening doors you'd never find on your own.

Featured guided walking holidays

From the sun-drenched trails of the Mediterranean to the dramatic coastlines of Britain, our guided walking holidays showcase the world's most beautiful landscapes with expert leaders by your side.

Gentle Guided Walking Holidays

Perfect if you'd prefer a relaxed pace with plenty of time to savour your surroundings. You don't need to be a seasoned walker to join these itineraries. Expect gentle terrain on well-maintained paths with minimal ascent, typically 2 to 4 hours of walking daily with your expert leader.

Leisurely Guided Walking Holidays

A little more adventurous, with varied terrain and longer distances. Some uphill walking, but still enjoyable for most fitness levels. You should feel confident managing walks of around 3 miles at a leisurely pace with a few ups and downs, all with our knowledgeable leaders on hand to guide you.

Moderate Guided Walking Holidays

For confident walkers ready for more challenging terrain. Includes hill walking and longer daily distances with rewarding viewpoints. Terrain will often be hilly and paths generally good. Note that on holidays in mountainous areas, expect some rougher paths.

Why choose a guided walking holiday?

Local knowledge that transforms your experience 

Our 250 carefully selected walk leaders bring far more than route expertise. They share the stories, traditions, and hidden gems that transform a pleasant walk into a genuine adventure. They'll lead you to the village square where locals gather for morning coffee, the ancient olive tree with centuries of history, and the viewpoint that most visitors never discover. 

Everything taken care of 

When you join a guided walking holiday, we handle the logistics so you can focus on enjoying every moment. From carefully chosen accommodation to detailed route planning, from luggage transfers to local arrangements, our team ensures everything runs smoothly. All you need to do is walk, wonder, and make memories.

Safety and confidence on every path 

Walking in unfamiliar terrain is always more enjoyable when you're in expert hands. Our leaders are trained in first aid, carry communication equipment, and know their routes intimately. They'll adapt the pace to suit the group, point out any tricky sections ahead, and ensure everyone feels supported throughout the journey.

Connections that enrich the experience

There's something special about sharing a walking adventure with like-minded souls. Our small group sizes create the perfect environment for genuine connections, whether you're comparing notes over a well-earned lunch or sharing the silence of a spectacular summit together.

Guided adventures for every ambition

Guided Walking Holidays

Leisurely exploration with scenic views and expert insight. Perfect for those who love gentle discovery, our guided walking holidays focus on enjoyment and relaxation at a comfortable pace. You'll wander through vineyards, explore charming towns, and soak in cultural treasures without the pressure of covering long distances, all with a knowledgeable leader sharing stories along the way. 

Best for: Cultural immersion, gentle exercise, scenic photography, and peaceful contemplation. 

Guided Hiking Holidays 

Moderate challenge with stunning natural beauty and experienced leadership. A step up from walking, our guided hiking holidays take you into more rugged environments like national parks and mountain ranges. You'll appreciate beautiful landscapes whilst enjoying the satisfaction of reaching specific landmarks or viewpoints, with expert guides ensuring you make the most of every trail.

Best for: Nature lovers seeking moderate challenges and rewarding summits.

Guided Trekking Holidays

Challenging adventures to remote areas with experienced expedition leaders. Our most adventurous offering, guided trekking holidays involve multi-day journeys into remote wilderness areas. Think Himalayan peaks, Andean trails, or Alpine circuits. These are transformative adventures for the well-prepared explorer, made safer and richer by expert leadership. 

Best for: Experienced walkers seeking epic challenges and remote destinations.

Why choose Ramble Worldwide for your walking holiday?

Classic Discover Adagio Self-guided

Expert Leaders

Our 250 carefully selected walk leaders bring local knowledge, cultural insights, and safety expertise to every journey.

Classic Discover Adagio Self-guided

Small Groups

Intimate group sizes ensure personalised attention and authentic connections with your surroundings and fellow walkers

Classic Discover Adagio Self-guided

Curated Walking Routes

Every path is meticulously planned by walking enthusiasts who know the terrain intimately and understand what makes each destination special.

Classic Discover Adagio Self-guided

Responsible Travel

Your walking adventure contributes to conservation projects and local communities – every step makes a positive difference.

Frequently asked questions

  • What's included in a guided walking holiday?

    Our guided walking holidays include expert leadership throughout your trip, carefully chosen accommodation, most meals, and detailed route guidance. We handle all the logistics so you can focus on enjoying your adventure and making memories with fellow walkers.

  • Do I need to be very fit for a guided walking holiday?

    Not at all! Our guided walking holidays cater to various fitness levels. Our gentle and leisurely grades are perfect for regular walkers, whilst our moderate grades suit those who enjoy more of a challenge. Each holiday clearly displays its grade and daily walking requirements, so you can choose the adventure that's right for you.

  • Can I join as a solo traveller?

    Absolutely! Many of our guests join solo and find the shared passion for walking creates instant connections. Our friendly group atmosphere means you'll never feel alone, and our expert leaders ensure everyone feels welcomed and included from the very first step.

  • What should I pack for a guided walking holiday?

    We provide detailed packing lists for each destination, but essentials include comfortable walking boots, weather-appropriate clothing, and a day pack. For most guided walking holidays, you won't need specialist equipment, just enthusiasm for discovery! Your leader will brief the group on any specific requirements before you set off.

  • How do walking holidays differ from hiking and trekking?

    Walking holidays focus on gentle exploration and cultural discovery at a comfortable pace. Hiking holidays involve moderately challenging terrain with stunning natural beauty, whilst trekking holidays are multi-day adventures in remote, demanding environments. All three offer their own unique rewards!

  • What's the difference between guided walking and self-guided holidays?

    With a guided walking holiday, you'll have an expert leader with you throughout your trip, handling navigation, sharing local insights, and ensuring the group's safety and enjoyment. Self-guided holidays give you route notes and support, but you walk independently. Many of our guests love guided holidays because they can relax completely and discover things they'd never find alone.

  • How large are the groups?

    We keep our groups small to ensure a quality experience for everyone. Group sizes vary by destination, but you can expect an intimate atmosphere where your leader has time for everyone and you can truly connect with your fellow walkers and surroundings.

Classic Discover Adagio Self-guided

Ready to let our experts show you the way?

Our guided walking holiday specialists are here to help you find the perfect adventure. With over 75 years of experience and more than 300 meticulously planned itineraries, we're ready to guide you to unforgettable discoveries, one step at a time.


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