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    Sailing Holidays in Scotland

    Our sailing holidays offer an incredible way to explore Scotland’s wild coastline and remote islands. We offer a limited selection of skippered sailing trips, and due to the world-class nature of the waters we sail and the boats we use, they are popular and often sell out. In addition to joining the crew on board, we also offer private charters in Scotland which can be tailored to your request.

    145 reviews

    Sailing and Walking Tours
    Yacht Charter Holidays
    Skipper and Chef
    Restored Gaff Cutter

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    Set Sail

    Discover the joy of sailing in Scotland as you explore the rugged coastline and stunning westerly isles by yacht. We sail and explore by day and stay on the boat by night, often moored in remote wilderness anchorages.

    These trips combine sailing and gentle walking as a great way to explore Scotland. Although we have outline itineraries, these are flexible, allowing us to make the most of the weather and the wind. During your adventure, you may choose to become fully involved with life on board or simply take the opportunity to relax as the captivating coastline unfurls beyond the bow. On trips that include walking on the islands, you will be joined by a professional hiking guide.

    We also arrange private charters, allowing you to craft the perfect voyage. Due to demand, these trips must be arranged 12 – 18 months in advance. Visit our tailor-made page for more details here.

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    Our Scottish Sailing Holidays

    2 Sailing Trips with 139 Reviews

    Trip Flag
    • Enjoy the perfect blend of sailing and walking as you explore the Inner Hebrides
    • Discover Scotland's wonderful wildlife in the most pristine and remote locations
    • Explore Scotland from the bow of a boat on the beautiful gaff-cutter Eda Frandsen
    • Journey ashore to explore pristine beaches, ancient ruins and lofty mountain peaks
    • Hike the beautiful shores of remote islands, spotting coastal plants, birds and wildlife
    • Enjoy time spent on the stunning traditional gaff-cutter, gliding up the captivating coastline

    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.


    Renee Lynch

    Sailing Journeys - The Inner Hebrides

    Age: 50 - 60
    Country: Netherlands
    Trip Date: 30/07/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    The trip exceeded our expectations. We had some very nice sailing journeys and the Eda Frandsen crew did an outstanding job. Thank you Mungo, Stella and Mo, you are the best.


    Claire Mackenzie

    Sailing Journeys - The Inner Hebrides

    Age: 50 - 60
    Country: Scotland
    Trip Date: 30/07/2022
    Trips Taken: 1

    The Bottom Line

    The Bottom Line

    Very happy to recommend


    Maggie Bartlett

    Sailing Journeys - The Inner Hebrides

    Age: 60 - 70
    Country: United Kingdom
    Trip Date: 30/07/2022
    Trips Taken: 7

    The Bottom Line

    The Bottom Line

    I have been on several trips with Wilderness Scotland and have always been impressed with the attention to detail and the commitment of everyone involved to ensure that things go well. I will have no hesitation in booking more trips in the future.

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    Popular Sailing Holidays in Scotland

    TripNext DeparturePriceDuration 
    Sailing and Walking – Knoydart, Skye and The Small Isles 03/06/2023 £2,195 6 Nights Trip Details
    Sailing Journeys – The Inner Hebrides 10/06/2023 £1,320 6 Nights Trip Details

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