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      Sailing Holidays in Scotland

      Our sailing holidays offer an incredible way to explore Scotland's wild coastline and remote island.

      116 review(s)

      Set Sail

      Discover the joys of sailing holidays in Scotland as you explore the west coast and islands by yacht. We sail and explore by day and stay on the yachts overnight, often moored in remote wilderness anchorages.

      These trips combine sailing and gentle walking as a great way to explore Scotland’s islands and coast. Although we have outline itineraries, these are flexible, allowing you to follow the best weather and winds.

      Our classic sailing yacht is a beautifully restored traditional wooden gaff cutter, so provides a memorable way to island hop. Our expert skipper will have you at the helm in no time, while the first mate/chef will soon be your best friend! On trips which involve walking on the islands, we also have an expert and qualified walking guide on board.

      We also arrange private charters so you can build the perfect sailing journey. We have access to a wide range of yachts for private charter, including a luxury Swan 68 for the ultimate sailing charter in Scotland. Visit our tailor made page for details and to contact us for a private charter.

      Our Scottish Sailing Holidays

      2 Sailing Trips with 110 Reviews

      Our holidays reviewed in your own words...

      Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us. Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

      That’s why we read each of our client’s reviews and although we don’t respond to all of them, if it’s glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

      WS

      Wendy Somerville

      Sailing Journeys - The Inner Hebrides

      Reviewed on 21/08/2018

      The Bottom Line

      The Bottom Line

      It was everything and more than I expected.

      BS

      Beth Spriggs

      Sailing Journeys - The Inner Hebrides

      Reviewed on 20/08/2018

      The Bottom Line

      The Bottom Line

      This was my first time on board a working sailing ship. I thoroughly enjoyed every day, loved being part of the crew and learning about the history of the boat and the Scottish Hebrides. The crew were informative, entertaining, and thoroughly wonderful people. I would do it again in a heartbeat

      JK

      Jürgen Klingelhöfer

      Sailing and Walking - Knoydart, Skye & The Small Isles

      Reviewed on 14/08/2018

      The Bottom Line

      EB

      Eric Brown

      Sailing and Walking - Knoydart, Skye & The Small Isles

      Reviewed on 13/08/2018

      The Bottom Line

      The Bottom Line

      Wilderness Scotland will be the first place I point friends and family who might be looking for a different vacation experience in a beautiful part of the world.

      BN

      Birgit Niebisch

      Sailing and Walking - Knoydart, Skye & The Small Isles

      Reviewed on 13/08/2018

      The Bottom Line

      The Bottom Line

      It's just fun to go wild with Wilderness Scotland! Gladly again!

      Award-Winning Journeys

      National Geographic Adventure
      National Geographic Adventure

      Best Adventure Travel Companies

      Scottish Tourist Board
      Scottish Tourist Board

      Visit Scotland 5 Star Activity Provider

      Pure Life Experiences
      Pure Life Experiences

      High-End Experiential Travel

      World Travel Awards
      World Travel Awards

      Leading Green Tour Operator

      National Geographic Traveller
      National Geographic Traveller

      50 tours of a lifetime

      Popular Sailing Holidays in Scotland

      Trip Next Departure Price Duration  
      Sailing and Walking – Knoydart, Skye & The Small Isles 11/05/2019 £1,495 6 Nights Trip Details
      Sailing Journeys – The Inner Hebrides 04/05/2019 £925 6 Nights Trip Details

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