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Top 10 self guided walking holidays

From mountainous Italian vineyards to ancient Japanese trading routes – we lay out our top 10 self guided walking holidays. They’re largely tailor made trips, so you can cherry pick which elements suit you, whether that’s choosing between Andalucian fincas and Michelin-starred foodie hotels, or just electing how many miles you’d like to cover in a day.

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Top 10 self guided walking holidays

Self guided walking holidays are for those who like to go their own way. You can travel solo through Romania, meander the Cretan coastline or march through Japan’s sacred mountains. Stop off at whichever local markets or Buddhist shrines you like. Cut your walks short or squeeze in as much as you can into a day.

But you also get the assurance of travelling with an expert tour provider that can fill your rucksack with clear maps, compasses and wildlife spotting tips. And you’ll have contact numbers to ring should you get turned around. Best of all, walking holidays are at the pinnacle of travelling responsibly, putting you in touch with little-visited rural communities and leaving barely a mark on the landscape around you. Read on to discover our top 10 self-guided walks…

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1. Dalmatian Coast, Croatia

The footpaths of the Dalmatian Coast zigzag between medieval walled cities, vineyard-striped hills, craggy national parks and islands lassoed by sandy beaches. Unsurprisingly, Dubrovnik and the surrounding Elaphiti Islands play starring roles on this southern coastline. Soft sand footpaths and Adriatic-view clifftop trails dip down to a monastery-topped harbour on Lopud, while silent pine forests coat Sipan.

When to go: March, early April and autumn
Our top trip: Croatian coast self guided walking tour
See all our trips: Croatia walking holidays
Read more: Croatia walking holidays guide

2. Catalonia, Spain

The landscapes are ever changing in Catalonia. You can meander between Mediterranean forests, shark’s-tooth mountains and glassy bays in just a few days. As well as gawping at the scenery, you could swing by Greco-Roman ruins at Empúries and Dali’s house at seaside Cadaqués. Fancy a change of pace? Top or tail your trip with a few days in Barcelona, courtesy of Catalonia’s high-speed trains.

When to go: March and April, September and October
Our top trip: Catalonia self guided walking holiday
See all our trips: Walking holidays in Spain
Read more: Spain walking holidays guide

3. Crete, Greece

Greece’s largest island has long been a favourite of summer holidaymakers drawn by its reliably warm and sunny weather, and golden sandy beaches. But there are many other sides to Crete which you can experience on a walking holiday, rugged mountain tracks and old mule trails leading you between little fishing villages, Venetian fortresses, fascinating archaeological sites and plenty of rocky coves where you can cool off with a swim.

When to go: All year round, although temperatures are more comfortable in spring and autumn
Our top trip: Crete self-guided walking holiday
See all our trips: Walking holidays in Greece
Read more: Greece walking holidays guide

4. Alentejo & Algarve, Portugal

Walking holidays in Algarve ease you away from the crowds, while still showing off the coppery coastline and national parks that make this Portugal’s most visited spot. Many routes head north into Alentejo, too. Rippling vineyards, sandy beaches and hugely biodiverse cork forests shape this region. Your hiking maps will point out stops along the way, focussing on little fish restaurants and homely B&Bs.

When to go: Any time outside of July and August
Our top trip: Alentejo and Algarve self-guided walking holiday
See all our trips: Portugal walking holidays
Read more: Portugal walking holidays guide

5. Bay of Kotor, Montenegro

Walking trails rise up from the water, following the steep contours of the white, pine-clad mountains: a walking trip in Montenegro might start at the Bay of Kotor, but you’ll soon move into nearby Lovcen National Park, where lofty limestone peaks await, or to the shores of Lake Skadar, where you can intersperse sunny strolls with a boat trip to better take in the scenery.

When to go: Spring or autumn
Our top trip: Montenegro walking holiday, self guided
See all our trips: Montenegro walking holiday
Read more: Montenegro walking guide

6. Umbria, Italy

This tour is a veritable treasure box, exploring the ‘green heart of Italy’ with easygoing, well-planned walking routes taking you through some truly beguiling rustic scenery. Follow little-known Etruscan paths and Roman roads to small hilltop towns and medieval villages, where you can pause for a simple meal of meats, cheeses and wines all produced in the surrounding area. There’s no more immersive way to enjoy the culture, landscapes and gentle rhythm of life in Umbria.

When to go: All year-round
Our top trip: Umbria self guided walking holiday
See all our trips: Italy walking holidays
Read more: Italy walking holidays travel guide

7. West Highland Way, Scotland

The West Highland Way is one of the most iconic long distance walking routes in Scotland, 154km between Milngavie and Fort William during which you’ll pass through some of the most majestic landscapes in the country. Many walkers choose to go south to north, building up gradually to the more challenging northern sections. And with all the arrangements taken care of for you on a self-guided trip you can really immerse yourself in the journey.

When to go: All year-round
Our top trip: Walk the West Highland Way, self-guided
See all our trips: Scotland walking holidays
Read more: Scotland walking holidays guide

8. Picos de Europa, Spain

Discover Spain’s spectacular Picos de Europa in Spain on a bespoke holiday that can be tailored to suit all abilities. Daily walks ranging from 12km to 24km explore the dramatic limestone landscapes of the Central and Eastern massifs, including the 1.5km deep Cares Gorge and the impressive peaks of Naranjo de Bulnes and Picu Urriellu. You’ll enjoy a dose of Picos culture too as you stay in a range of lovely, locally owned hotels along the way.

When to go: All year-round
Our top trip: Picos de Europa tailor made holiday
See all our trips: Picos de Europa holidays
Read more: Picos de Europa travel guide

9. Transylvania, Romania

The kind of place where bears cross the backyards and birds flock in the trees, the Carpathian Mountains in Transylvania, Romania are full of astonishing biodiversity, and lovely landscapes. If your idea of a good time involves wildflowers, walking and perhaps a mineral water spa at the end of the day, then these cosy villages will feel just like home.

When to go: All year round
Our top trip: Transylvania walking and nature holiday
See all our trips: Romania walking holidays
Read more: Romania walking holidays guide

10. Nakasendo Trail, Japan

And now for the wild card. The 8th-century Nakasendo Trail is one of the oldest footpaths in Japan. It cuts through ragged mountains strung with petite post towns, marking the border between central Japan’s foothills and farmed flatlands. The mountain scenery between Kyoto and Tokyo is particularly photogenic – although many hikers say that the ryokan inns, shukubo Buddhist lodgings and bath houses en route are the real highlights.

When to go: All year round, if you’re prepared for the weather. Avoid crowds in April and early May – which is cherry blossom season and Golden Week
Our top trip: Nakasendo Trail walking holiday
See all our trips: Japan walking holidays
Read more: Japan walking travel guide