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Selected Trips


    Selected Trips

      Travel Scotland Your Way

      Join one of our self guided or self drive trips to enjoy flexibility without any of the stress or planning.

      Browse our collection of self guided walking, cycling, driving, or multi-activity holidays.

      Rated 4.87 out of 5 based on 4,415 reviews

      Travel At Your Own Pace
      Flexible & Stress-free Trips
      Spectacular Locations
      Handpicked Accommodation

      Book Your Self Guided Holiday in Scotland

      Looking for flexibility but want to avoid the stress of planning and reserving? Leave the details to us on a self guided tour of Scotland.

      Our self guided trips are designed to take in the very best of the Scottish Highlands, Islands and rural villages, with expert recommendations, delicious cuisine, spectacular scenery and wildlife, amazing experiences and hand-picked accommodation.

      With a combination of flexibility to travel your own way as well as leaving the planning, research and reservations up to us, let us show you the way to some of Scotland’s most beautiful corners, meeting up with local characters along the way.

      Browse our categories of Self Guided trips below in order to learn more, or use the search function above.

      Watch what we do in 90 seconds

      Watch what makes Scotland so incredibly special – the kind of wild land that will stay with you forever.

      Self Guided Travel Tips

      What to Wear in Scotland Read More

      See below for advice on what you should wear for various activities depending on the self guided trip you choose.


      What to Wear Summer Hiking

      Footwear: Boots vs Shoes


      Sea Kayaking & Canoeing

      What to Wear Sea Kayaking

      What to Wear Canoeing

      Footwear for Sea Kayaking & Canoeing


      Road Cycling

      What to Wear Road Cycling


      Mountain Biking

      What to Wear Mountain Biking

      What is the Weather like in Scotland? Read More

      Scotland is known for its ever-changing weather conditions – yes, you should prepare for rainy conditions with appropriate waterproofs for protection, but really you should prepare for all types of weather changes.

      Especially in summer, expect to experience rather interchangeable conditions – one moment the skies can be clear blue with the sun shining brightly, then later in the day the heavens open up to provide some refreshing rain to help you cool down and then before you know it the sun is back to accompany you for the rest of the day.

      So, our best advice is to pack both your raincoat and some suntan lotion.

      Learn more about Scotland’s climate and weather

      Or, browse by season: 

      Travelling to Scotland Read More

      See below for our guide on various travel links within the United Kingdom, Europe, North America and Australia/New Zeland:

      Travel to Scotland

      Can I Travel Solo on a Self Guided Trip? Read More

      While solo travellers are very welcome on our small group trips, unfortunately for self guided and self drive trips, our minimum number is 2 people. This is for safety reasons.

      Read more FAQs on both guided and self guided trips.

      Fitness Levels Read More

      Our self guided holidays are open to people with various levels of fitness. Our small group trips are graded by difficulty: green trips are the easiest, while blue trips offer an intermediate challenge and red graded activities are the most challenging. Click the link below to view our guides and videos on grading for each activity holiday that we offer.

      Our Trip Grading Explained

      When it comes to most self guided and self drive trips, you are free to travel at your own pace – whether this means challenging yourself by zooming up the hills, taking things at a relaxing pace, or anything in between. Of course, distance and elevation also must be taken into account.

      While our grading system caters for a range of fitness levels it is good to get your body prepared before heading on your adventure:

      How to Get Fit for a Long Distance Hike

      Getting Fit for Sea Kayaking

      What Kind of Accommodation Can I Expect? Read More

      From spending nights in grandiose castles, relaxing by a cosy fireplace in a beautiful 4-star hotel or perhaps even. camping lochside, you can be sure to have a memorable time with whichever self guided holiday you choose.

      In castle and hotel accommodation, look forward to tasting some fine locally sourced food from some of the most magical locations in Scotland. Looking for luxury? Combine spectacular walking with some of the greatest 5-star hotels in Scotland on luxury trips.

      View Scotland’s Top 5 Luxury Hotels

      Most self guided trips offer the opportunity to upgrade your accommodation should you wish to do so.

      Our holidays reviewed
      in your own words

      It was an experience of a lifetime. My husband had never done anything like this before and was lamenting before the trip about how he had let himself be talked into such a thing. He enjoyed it immensely, in spite of the weather conditions and being worried about my injury. We learned things about ourselves and saw a country from a very intimate perspective. We consider ourselves very lucky to have been able to walk the WHW together and would recommend Wilderness Scotland without hesitation.

      Judi Florence
      Self Guided - West Highland Way
      Reviewed on 08/10/2018

      Rated 4.87 out of 5 based on 4,415 reviews

      Read More Reviews

      Award-Winning Journeys

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      High-End Experiential Travel

      World Travel Awards
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      Leading Green Tour Operator

      National Geographic Traveller
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      50 tours of a lifetime

      News & Offers

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