1-boot walking holidays

These walks are suitable for anyone who is reasonably fit and healthy, enjoys the occasional weekend walk and can walk for 2-5 hours on any given day. Some holidays involve shorter, steeper sections; others will include gentler, but longer ascents/descents. Trails are seldom totally flat so you should be prepared for altitude changes of up to 400m on some days. A head for heights is not necessary.

A Walk Through the Algarve

Odeceixe Beach

From $2322 per person

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Join us on this 10 night journey through the unspoilt Algarve following river trails, flora laden paths, stunning coastal walks, and the highest point in the region all accompanied by a vast array of birdlife.

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  • 10 nights, hotel-to-hotel
  • All buffet breakfasts, 7 evening meals and 8 lunches
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

View holiday

Austrian Lakes Walk

Picture perfect Halstatt

From $1493 per person

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A glorious mix of spectacular scenic views, wooded forest trails and picture-perfect 'chocolate box' villages await as you pass crystal-clear lakes, babbling streams and secluded bays.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfasts and 7 evening meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

View holiday

Birdwatching in Extremadura

Griffon Vulture

From $2188 per person

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Our 6 night guided holiday takes you to one of the last remaining unspoilt regions of Spain, Extremadura is renowned among ornithologists as being one of the top birding destinations in Southern Europe. Whilst the birdlife is spectacular and varied the region will delight in its beauty from mountain backdrops to sublime river gorges.

Departures:
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  • 6 nights, twin centre
  • Buffet breakfasts, 6 lunches and all evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Eco-friendly holidays.
  • Expert-led holidays.
  • Perfect for couples.
  • Beautiful lakes and rivers.

View holiday

Brittany's Emerald Coast Walk

Secluded beach

From $1533 per person

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Brittany's Emerald Coast boasts some of the most stunning scenery in Europe, yet is relatively untouched by tourism. It's a landscape of pink-gold cliffs, deserted poppy-fringed beaches and traditional friendly Breton villages.

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  • 8 nights, hotel-to-hotel
  • Continental breakfast and 4 evening meals
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Catalan Classic Walk

Buildings-on-hills-i

From $1358 per person

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Beautiful circular walk taking in lovely coastal stretches and unspoilt country landscapes. Fabulous bird and plant life; very good hotels and swimming opportunities every day. 2 nights are spent in a luxury castle.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfast and 4 evening meals
  • Holidays with gastronomic meals.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Chablis Vineyards Walk

From $1562 per person

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This relaxed walk follows in part the route St James took en route to Compostela, and covers a gently rolling landscape of forests, farmlands, river valleys and fields full of poppies. Highlights include ancient Auxerre, mediaeval UNESCO-listed Vezelay and Chablis, renowned for its famous wines!

Departures:
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  • 8 nights, hotel-to-hotel
  • Continental breakfast and 6 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Perfect for couples.
  • Beautiful lakes and rivers.

View holiday

Chateaux of the Loire Walk

From $1608 per person

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This 8 night walking holiday takes you along riverside trails, through sleepy hamlets and beside vineyards, stopping on route to visit some of the finest chateaux of the Loire Valley including Chenonceau, Amboise, Cheverny and Chaumont.

Departures:
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  • 8 nights, hotel-to-hotel
  • Continental breakfast and 6 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Beautiful lakes and rivers.

View holiday

Connoisseurs' Tuscany Walk

View over Tuscan harbour.

From $1476 per person

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A perfect choice for foodies looking for gentle exercise by day and high quality, gourmet accommodation by night! This holiday is based in the unspoilt countryside of the Maremma, with walks possible both inland and on the nearby coast.

Departures:
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  • 7 nights, single centre
  • All continental breakfasts and evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Delights of the Dalmatian Coast Walk

Vanja, Delights of the Dalmatian Coast guide

From $2037 per person

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Croatia's rich cultural heritage is matched only by its amazing natural beauty: sandy beaches, unspoilt islands, tourist-free villages and barely-visited historic sites - all perfect for exploring on foot. Lovely walks and super hotels including 5-star luxury in Dubrovnik.

Departures:
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  • 7 nights, hotel-to-hotel
  • All meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Especailly good for solo travellers.
  • Follow stunning coastal routes.
  • Delightful island holidays.
  • Beautiful lakes and rivers.

View holiday

Gastronomic Burgundy Walking

Wine Village

From $1763 per person

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Gastronomic meals and historic hotels, sleepy wine villages and traditional mediaeval towns, ancient woodland and some of the world’s most prestigious vineyards. These are some of the highlights of this 6 night walk around the beautiful Cote D'Or along quiet lanes, vineyard tracks and shady woodland paths.

Departures:
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  • 6 nights, hotel-to-hotel
  • Continental breakfast and 6 gastronomic evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.

View holiday

Islands of Bermuda Walk

From $2596 per person

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Famed for its stunning turquoise waters and pink sand beaches, the stunning archipelago of Bermuda is a tiny historic treasure trove packed with natural beauty - flowers, fish, birds - and fabulous year-round sunshine.

Departures:
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  • 7 nights, single centre
  • All buffet breakfasts and evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Jewels of the Jurassic Coast Walk

Durdle Door near Lulworth on the Jurassic Coast

From $758 per person

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This stunning 5 night walk along some of the UK's most beautiful coastline will introduce you to Dorset and the 185 million years of history that is the Jurassic Coast - Britain's first UNESCO Natural World Heritage Site. Take in elements of the South-West Coast Path and the Purbeck Way along with historic seaside towns and sleepy villages, spectacular natural landmarks (like Durdle Door), rolling green hills and towering white chalk cliffs, National Trust castles and beaches, and (of course) traditional English tea-rooms serving tea and home-made cake!

Departures:
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  • 5 nights, hotel-to-hotel
  • Full English Breakfasts
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Beautiful lakes and rivers.

View holiday

Landscapes of the Luberon Walk

The hilltop town of Roussillon in the Luberon

From $1732 per person

*****

Varied walking in the glorious Luberon National Park - inspiration for generations of poets, painters and writers. Wander through vineyards and olive groves to perched mediaeval villages and stay in delightful hotels, full of character along the way.

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  • 10 nights, hotel-to-hotel
  • Continental breakfasts and 6 evening meals
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Explore the high peaks.

View holiday

Literary Walking in the Lake District

Lake Windermere

From $933 per person

The Lake District National Park is England's most visited national park and this 6 night self-guided walking holiday takes in some of the highlights. Whether you're visiting the home of William Wordsworth while nibbling famous Grasmere gingerbread, surveying Lake Windermere from the top of Latterbarrow Fell, or following the Cumbria Way through beautiful country estates owned by the National Trust, you'll be sure to enjoy an authentic Lakeland experience!

Departures:
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  • 6 nights, hotel-to-hotel
  • First Night's Meal and Full English Breakfasts
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Holidays to enhance your wellbeing.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Good choice for families.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

View holiday

Loch Ness and the Caledonian Canal Walk

Across Loch Ness

From $916 per person

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Known for tales of the seldom seen monster, the area around Loch Ness is also famous for having some of the most spectacular natural scenery in the UK. Here numerous other lochs await discovery along with ruined castles, shady forests, tranquil waterways, high viewpoints, hidden waterfalls, a huge variety of wildlife (including many birds of prey and notably golden eagles) and a history that at times seems indiscernible from the area’s timeless folklore.

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  • 5 nights, hotel-to-hotel
  • Full Scottish Breakfasts
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Perfect for couples.
  • Beautiful lakes and rivers.

View holiday

Rivers and Chateaux of the Loire Walk

Chatea de Chenonceau

From $1307 per person

*****

This gentle hotel-to-hotel walking holiday is a fabulous introduction to the Loire Valley and follows a circular route linking the chateaux of Chenonceau, Amboise and Chaumont-sur-Loire. Warm, friendly hotels and great regional cuisine.

Departures:
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  • 6 nights, hotel-to-hotel
  • Continental breakfast and 4 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Perfect for couples.
  • Beautiful lakes and rivers.

View holiday

The Sahara and High Atlas

Desert town

From $2502 per person

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Morocco is said to be like the desert palm - rooted in Africa, watered by Islam and rustled by the winds of Europe. Its sheer mystery has acted as a lure for centuries. This 10-night trip is a mix of gentle walking and sightseeing and a superb introduction to one of the most fascinating countries in the world.

Departures:
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  • 10 nights, hotel-to-hotel
  • Continental breakfast and 8 evening meals
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Especailly good for solo travellers.

View holiday

Tuscany and The Cinque Terre

Cliff view over Vernazza

From $2275 per person

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Tuscany is packed with cultural and historic interest, hidden art treasures and more antiquarian sites than anywhere else on earth. Explore the great art cities of Florence and Siena, and stroll the stunning Cinque Terre, a UNESCO World Heritage Site favoured by artists and poets.

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  • 10 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Discover stunning historic sites en-route.
  • Expert-led holidays.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Walk the Algarve's Wild West

Cape St Vincent lighthouse, Sagres

From $1287 per person

****#

A warming winter walking discovery allowing you to see the best of the unspoilt Western Algarve region. The lush flora and diverse fauna of the Algarvian hinterland compliment the dramatic seascape scenery of the Atlantic coastline perfectly. The hotels are a brilliant mix of rustic charm and stylish grandeur, complete with swimming pools and serving the best of local Portuguese cuisine.

Departures:
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  • 6 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals included
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Eco-friendly holidays.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Walking in Bavaria

View from hilltop over countryside in Germany.

From $1270 per person

****#

Surrounded by the pinky-gold summits of the Bavarian Alps, walkers in Oberammergau will come across beautiful frescoed houses, rustic farming villages and tiny onion-domed churches. Boasting a wealth of well signed paths, and easy to follow trails, it's a Mecca for walking enthusiasts.

Departures:
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  • 7 nights, single centre
  • Buffet breakfast and all evening meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

View holiday

Walking in Davos

Hilltop and mountain range views from viewpoint.

From $1406 per person

****#

A luxury 4-star walking holiday where you can choose between the gentle riverside paths that wind through flower-filled meadows, or more challenging mountain routes to discover dramatic waterfalls and craggy limestone peaks - snow-capped even in high summer.

Departures:
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  • 7 nights, single centre
  • All buffet breakfasts, picnic lunches and evening meals included
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Especailly good for solo travellers.
  • Perfect for couples.
  • Explore the high peaks.

View holiday

Walking in Mozart’s Lake District

St Gilgen

From $1888 per person

*****

A glorious mix of spectacular scenic views, wooded forest trails and picture-perfect 'chocolate box' villages await as you pass crystal-clear lakes, babbling streams and secluded bays.

Departures:
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  • 10 nights, hotel-to-hotel
  • Continental breakfast and 9 evening meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Explore the high peaks.
  • Beautiful lakes and rivers.

View holiday

Walking in the French Caribbean

jardin malangas gardens

Please call for details

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The islands of Martinique and Guadeloupe both have a distinctly French flavour - from familiar yellow post boxes to freshly baked baguettes every morning! Out walking, you'll enjoy verdant volcanic hills, swaying sugarcane, banana plantations and palm-fringed beaches.

Departures:
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  • 13 nights, twin centre
  • All continental breakfasts and 11 evening meals included
  • Holidays with gastronomic meals.
  • Varied routes for nature lovers and botanists.
  • Lots of swimming opportunities.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Walking in the Leutasch Valley

Hotel Xander exterior in summer with hilltop image.

From $1051 per person

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In the beautifully unspoilt Leutasch Valley, immaculately maintained walking trails lead through traditional Tyrolean villages, past pretty frescoed houses and onion-domed churches, and on to welcoming wayside restaurants with panoramic sun-trap terraces for lunch.

Departures:
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  • 7 nights, single centre
  • All buffet breakfasts, 5 picnic lunches and all evening meals
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Lots of swimming opportunities.
  • Holidays to enhance your wellbeing.
  • Explore the high peaks.

View holiday

Walking in the Venetian Hills

Gondalier, Grand Canal, Venice

From $1287 per person

****#

The wonderfully unspoilt Venetian countryside is only an hour or so from the great city of Venice, but couldn't be more different! Here is a landscape of rolling hills, shady forests, vineyards and fields ablaze with colourful flowers.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfast and evening meals
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Perfect for couples.

View holiday

Walking on Gozo - Calypso's Isle

From $1120 per person

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Based at the exclusive 5-star Ta Cenc Hotel, the tiny island of Gozo offers secluded beaches, Arabic-style honey-coloured houses, lemon groves, palm trees, red GPO phone boxes and 'Dixon of Dock Green' police stations!

Departures:
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  • 7 nights, single centre
  • All buffet breakfasts and evening meals included
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Holidays to enhance your wellbeing.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Walking Portugal's Land's End

Clifftop view of beach

From $1608 per person

Explore Portugal's Lands End on our 8 night walking holiday of the Algarve region with a contrast of inland walks and dramatic coastal paths. Each hotel has a pool and we’ve included 3 evening meals for you so you’re also free to sample the region’s superb local restaurants.

Departures:
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  • 8 nights, hotel-to-hotel
  • All continental breakfast and 3 evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Walking the Algarve's South-West

Algarve beach

From $1863 per person

Discover the South-West corner of the Algarve on our self-guided walk following coastal footpaths and inland trails.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfast and 5 evening meals included
  • Holidays with gastronomic meals.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

Walking the Alsace Wine Trail

From $1442 per person

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Very easy walking through flower-festooned villages taking in feudal castles, churches, forests and vineyards. Panoramic views of the Black Forest, Vosges Mountains and famous Route du Vin. Lots of wine tasting opportunities.

Departures:
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  • 8 nights, hotel-to-hotel
  • Continental breakfast and 2 evening meals
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Perfect for couples.

View holiday

Walking the Coastal Trails of Menorca

Coast in Menorca, Spain

From $1239 per person

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Easy, tranquil walking based in the north western corner of Menorca, but including a hire car so you can easily explore the entire tiny island. It offers a rich cultural history, deserted white beaches and is a UNESCO protected Biosphere Reserve.

Departures:
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  • 7 nights, single centre
  • All continental breakfasts and evening meals
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

Walks in Puglia and Matera

Trullo

From $1495 per person

****#

This guided walking holiday explores the fascinating region of Puglia taking in the UNESCO towns of Matera and Alberobello and the 'white city' of Ostuni. Walk over rolling hills, through ancient olive groves and past vineyards overlooking the coast.

Departures:
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  • 7 nights, hotel-to-hotel
  • All buffet breakfasts and 1 evening meal
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.

View holiday

White Villages of Andalucia Walk

hidden white village, Andalucia

From $1457 per person

****#

You walk through timeless white washed villages, along flower decked paths - poppies, wild iris, and pink oleander - and there's a good chance of spotting golden eagles soaring overhead.

Departures:
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  • 7 nights, single centre
  • All meals (including wine)
  • Holidays with gastronomic meals.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Especailly good for solo travellers.
  • Perfect for couples.

View holiday

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Based on 756 customer reviews, the average satisfaction rating for 1-boot walking holidays is ****#

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Headwater's 1-boot walking holidays 4.672619047619 756
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  • Relaxed activity holidays since 1985

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