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Self Guided Walking Holidays & Cycling Holidays 

Walking Holidays in Scotland

Discover the magic of Scotland on a self-guided walking holiday. If you want to set yourself a challenge on the West Highland Way or wander along deserted beaches in Fife we can arrange your perfect walking holiday in Scotland. 

Self guided walking holidays are the perfect way to discover the majesty, history, culture and people of Scotland as you wander through the Scottish landscape. Based locally in Scotland our friendly and professional team have an unrivalled knowledge of Scotland and are dedicated to ensuring you have an unforgettable walking holiday in Scotland.

We have carefully selected and researched our favourite trails and walking destinations so whatever your interests we can arrange your ideal holiday. Every walking holiday in the UK and Europe that we offer features hand-picked overnight accommodation in high quality B&B’s, country inns, and guesthouses. Each is unique and offers the highest levels of welcome, atmosphere and outstanding local cuisine.

We also include daily door to door baggage transfers, guide book, detailed map and pre-departure information pack as well as emergency support, should you need it. We look forward to welcoming you to Scotland soon.


Displaying 32 holidays:
  • WestHighlandWay 345.00__1

    West Highland Way

    Scotland's finest long distance walk; towering mountains, tranquil lochs and rushing rivers combine to reward you with a unique and ever changing landscape...

    • Duration: 4 - 10 Days
    • Grade: info
    • Comfort: info
    from £345
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  • WestHighlandEscape 295.00__2

    West Highland Escape

    Experience the most dramatic part of the world famous West Highland Way. The West Highland Escape is a 3 day walking holiday from Bridge of Orchy to Fort William through the stunning highland scenery...

    • Duration: 5 Days & 4 Nights
    • Grade: info
    • Comfort: info
    from £295
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    Available:
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  • GreatGlenWayinStyle 995.00__3

    Great Glen Way in Style

    Walk through Scotland’s famous Great Glen staying in award winning country hotels, castles and inns...

    • Duration: 9 Days & 8 Nights
    • Grade: info
    • Comfort: info
    from £995
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  • AcrosstheIsleofSkye 515.00__4

    Across the Isle of Skye

    Spectacular scenery, inspiring geology and turbulent history. Discover the true magic of the most famous of Scotland’s islands on our easier Isle of Skye walk...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £515
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  • FifeCoastalPathShortBreak 285.00__5

    Fife Coastal Path Short Break

    Historic castles and caves, traditional fishing villages and spectacular scenery make this short break in Fife one to remember...

    • Duration: 5 Days & 4 Nights
    • Grade: info
    • Comfort: info
    from £285
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  • SpeysideWhiskyTrail 375.00__6

    Speyside Whisky Trail

    Visit the world famous Speyside whisky distilleries as you walk along the fast flowing salmon filled River Spey passing woodlands and heather rich glens. Sample the famous malts and blends of Glenlive...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £375
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  • SpeysideWhiskyTrail-ShortBreak 225.00__7

    Speyside Whisky Trail - Short Break

    Visit the world famous Speyside whisky distilleries as you walk along the fast flowing salmon filled River Spey passing woodlands and heather rich glens. Sample the famous malts and blends of Glenlive...

    • Duration: 4 Days & 3 Nights
    • Grade: info
    • Comfort: info
    from £225
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  • TheHighlands,IsleofSkye&Edinburgh 495.00__8

    The Highlands, Isle of Skye & Edinburgh

    Discover the romantic highlands of Scotland, mystical Isle of Skye and majesty of Edinburgh on this walking and discovery self drive tour of Scotland. Deep brooding lochs, jagged peaks, imposing castl...

    • Duration: 9 Days & 8 Nights
    • Grade: info
    • Comfort: info
    from £495
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  • EastHighlandWay 485.00__9

    East Highland Way

    The East Highland Way traverses the dramatic landscapes of the Highlands of Scotland from Fort William to Aviemore. In this less travelled area you have a chance to absorb the rich history from Pictis...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £485
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  • HeartofScotland 285.00__10

    Heart of Scotland

    Experience the plethora of walks laid out in Highland Perthshire. The Heart of Scotland is a relaxed walking holiday from Blair Atholl to Pitlochry through the countryside of Highland Perthshire...

    • Duration: 5 Days & 4 Nights
    • Grade: info
    • Comfort: info
    from £285
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  • OrkneyWalkingandWildlife 515.00__11

    Orkney Walking and Wildlife

    Hike to ancient stone age sites and cross the turbulent waters between islands, home to orcas, seals and ship wrecks. Walk to the spectacular rock stack, the Old Man of Hoy where cliffs throng with br...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £515
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    Available:
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  • OuterHebridesIslandHopscotch 585.00__12

    Outer Hebrides Island Hopscotch

    A relaxed walking holiday through spectacular scenery of Barra, the Uists, Harris and Lewis. Enjoy the mixture of the varied landscapes on the Western Isles of Scotland...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £585
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    Available:
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  • Walking&WildlifeonMullandIona 625.00__13

    Walking & Wildlife on Mull and Iona

    Explore the spectacular Inner Hebridean Isles of Mull and Iona on foot on this self drive and walking holiday. Encounter the prolific sea life and watch the soaring eagles that make their home in thes...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £625
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  • Whisky&WalkingintheCairngormsNationalPark 520.00__14

    Whisky & Walking in the Cairngorms National Park

    Walk through the heather covered hills, crystal clear streams and tranquil Caledonian Pine forests of the Cairngorms National Park and taste the world famous Speyside whiskies...

    • Duration: 8 Walking Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £520
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  • ALongWalkontheIsleofSkye 595.00__15

    A Long Walk on the Isle of Skye

    Discover the true history and people of Skye on your journey from end to end of this magnificent island...

    • Duration: 9 Days & 8 Nights
    • Grade: info
    • Comfort: info
    from £595
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    Available:
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  • ArranCoastalWay 375.00__16

    Arran Coastal Way

    Walk around the Isle of Arran, a charming island nestled in the firth of Clyde and known as Scotland in miniature...

    • Duration: 5 - 8 Days
    • Grade: info
    • Comfort: info
    from £375
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    Available:
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  • BordersAbbeysWay 435.00__17

    Borders Abbeys Way

    Discover the four great Abbeys of the Scottish Borders, fabulous walking along wooded riverbanks, forest paths and rich green farmlands...

    • Duration: 7 - 9 Days
    • Grade: info
    • Comfort: info
    from £435
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    Available:
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  • CateranTrail 385.00__18

    Cateran Trail

    Experience the best of Scottish country life, wildlife in abundance, wide open spaces and small highland villages on The Cateran Trail...

    • Duration: 7 - 8 Days
    • Grade: info
    • Comfort: info
    from £385
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    Available:
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  • FifeCoastalPath 285.00__19

    Fife Coastal Path

    Historic castles and caves, an abundance of wildlife and fresh local cuisine make this walk a real Scottish coastal adventure...

    • Duration: 3 - 7 Days
    • Grade: info
    • Comfort: info
    from £285
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    Available:
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  • GreatGlenWay 395.00__20

    Great Glen Way

    A wonderful relaxed walking holiday through beautiful forests, peaceful working canals and magnificent brooding lochs...

    • Duration: 6 - 8 Days
    • Grade: info
    • Comfort: info
    from £395
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    Available:
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  • HighlandPerthshireTrail 525.00__21

    Highland Perthshire Trail

    Discover Scotland’s vibrant culture and explore beautiful landscapes on a gentle walking holiday through the heart of Scotland...

    • Duration: 7 - 9 Days
    • Grade: info
    • Comfort: info
    from £525
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    Available:
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  • HighlandsandIslandsDiscovery 895.00__22

    Highlands and Islands Discovery

    Self guided drive and hike through the heart, highlands and Islands of Scotland. Explore and experience the best of wild Scotland...

    • Duration: 14 Days & 13 Nights
    • Grade: info
    • Comfort: info
    from £895
    wdh
    Available:
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  • KintyreWay 415.00__23

    Kintyre Way

    What better way to discover the ruined castles, rich wildlife, fabulous local seafood, welcoming hotels and magnificent scenery than on foot...

    • Duration: 6 - 8 Days
    • Grade: info
    • Comfort: info
    from £415
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    Available:
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  • MultiActivityScotland 525.00__24

    Multi Activity Scotland

    Get up close and personal with the real Scotland. Sea kayak past ancient castles, climb Ben Nevis, walk on the Scottish Islands, mountain bike in the Cairngorms National Park and raft in Highland Pert...

    • Duration: 6 Days & 5 Nights
    • Grade: info
    • Comfort: info
    from £525
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    Available:
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  • PerthshireinStyle 735.00__25

    Perthshire in Style

    Walk in the Scotland you dream of, turreted castles framed by hills of purple heather, clear streams, dark tree lined lochs, kilted private armies and whisky distilleries...

    • Duration: 7 Days & 6 Nights
    • Grade: info
    • Comfort: info
    from £735
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  • RobRoyWay 465.00__26

    Rob Roy Way

    Follow in the footsteps of Rob Roy McGregor through the central highlands of Scotalnd from Drymen to Pitlochry. The scenery of the Loch Lomond and Trossachs National Park and Highland Perthshire make ...

    • Duration: 8 - 7 Days
    • Grade: info
    • Comfort: info
    from £465
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    Available:
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  • ScottishCoasttoCoastWalk 695.00__27

    Scottish Coast to Coast Walk

    Traverse Scotland from Coast to Coast on foot. Take on a classic journey from Perth to Fort William across the moors, mountains and rivers of the central Scottish Highlands...

    • Duration: 11 Days & 10 Nights
    • Grade: info
    • Comfort: info
    from £695
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    Available:
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  • ShetlandWalkingandWildlife 585.00__28

    Shetland Walking and Wildlife

    The ultimate island adventure awaits the intrepid walker with hikes through a rugged mix of heather clad moorland, imposing headlands, rocky skerries. Drive and hike back through time to discover an h...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £585
    dhw
    Available:
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  • SpeysideWay 405.00__29

    Speyside Way

    A truly wonderful long distance self guided walking holiday ranging from 65 miles and five walking days to 92 miles and seven walking days. As you make your way south-west from Buckie towards Aviemore...

    • Duration: 5 - 7 Days
    • Grade: info
    • Comfort: info
    from £405
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    Available:
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  • StCuthbert'sWay 370.00__30

    St Cuthbert's Way

    A fascinating historical walking holiday following the life of St Cuthbert through the Scottish Borders and Northumberland countryside to the Holy Island of Lindisfarne...

    • Duration: 6 - 9 days
    • Grade: info
    • Comfort: info
    from £370
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    Available:
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  • TheLochNessTrail 455.00__31

    The Loch Ness Trail

    The Loch Ness Trail is a delightful 77 mile walk around Scotland's most famous Loch to and from Inverness. It is a relaxed trip where you walk through forests, peaceful canals and alongside Loch Ness...

    • Duration: 8 Days & 7 Nights
    • Grade: info
    • Comfort: info
    from £455
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  • TrossachsTrail 275.00__32

    Trossachs Trail

    Experience the best of the Scottish Trossachs. The Trossachs Trail is a relaxed short break walking circuit beginning in Callander through the Trossachs...

    • Duration: 3 - 4 days
    • Grade: info
    • Comfort: info
    from £275
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    Available:
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As specialists in pilgrimage tours, including the world famous Camino de Santiago de Compostela, we know the profound impact "walking with a purpose" can make on the mind and body. Whether your reasons are spiritual, personal, abstract, or otherwise, making a pilgrimage of any kind is an uplifting e…

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Great Glen Way Walking Holiday

65 Reviews
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Date: 22/05/2013

We found the Great Glen Way very different from the West Highland Way which we did last year. The thing that remained t...

By: The Quinns
From: Buckinghamshire


Date: 03/05/2013

Well organised, decent accommodation and efficient baggage transfers. A very well waymarked route and fabulous scenery. ...

By: The senile delinquent
From: West Yorkshire

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