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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.

    152 reviews

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

    Travel Planning & Advice

    Book With Confidence

    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.

    View All Sailing Holidays

    Our Scottish Sailing Holidays

    3 Sailing Trips with 146 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
    Next Available Trip:
    24th August | 30th August
    Region:
    Inner Hebrides including Skye
    Duration:
    7 Days / 6 Nights
    Grading:
    Blue Grade 5 (Moderate to Challenging) ? What does this mean?
    Click here to learn more about our trip difficulty grading system.
    Carbon Footprint:
    120kg ? What does this mean?
    Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
    • Enjoy spending time on a stunning traditional gaff-cutter, gliding up the captivating coastline
    • In the company of a small, extremely knowledgeable crew look out for dolphins, eagles, seals and coastal birds
    • Journey ashore to stretch your legs, exploring pristine beaches and ancient ruins
    • Experience sailing under the stars in the twinkling darkness of the Irish Sea.
    • Hike the beautiful shores of uninhabited and remote islands, spotting coastal plants, birds and wildlife.
    • Wild swim from the deck of Eda, exploring turquoise depths and hidden coves.
    • Immerse yourself with life on board, actively participating in the sailing adventure.
    Next Available Trip:
    15th September
    Region:
    Multi-Location
    Duration:
    10 Days / 9 Nights
    Grading:
    Blue Grade 4 (Moderate to Challenging) ? What does this mean?
    Click here to learn more about our trip difficulty grading system.
    Carbon Footprint:
    144kg ? What does this mean?
    Click here to find out about our carbon labelling project and what we're doing to be more sustainable.
    X
    Sailing
    Sailing – West Coast of the UK

    This trip is operated by our England team. Clicking on the links below will redirect you to the Wilderness England website.

    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.

    MH

    Michael Hanke

    Sailing and Walking - Knoydart, Skye and The Small Isles

    Age: 50 - 60
    Country: Germany
    Trip Date: 02/09/2023
    Trips Taken: 1

    The Bottom Line

    JG

    Jane Garner

    Sailing and Walking - Knoydart, Skye and The Small Isles

    Age: 60 - 70
    Country: England
    Trip Date: 02/09/2023
    Trips Taken: 2

    The Bottom Line

    The Bottom Line

    Excellent- turn up for the experience and enjoy every moment - I did and had the time of my life with everyone involved in organising the experience and my fellow travellers

    HP

    Hugh Pringle

    Sailing and Walking - Knoydart, Skye and The Small Isles

    Age: 70 - 80
    Country: United Kingdom
    Trip Date: 29/07/2023
    Trips Taken: 3

    The Bottom Line

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    Popular Sailing Holidays in Scotland

    TripNext DeparturePriceDuration 
    Sailing and Walking – Knoydart, Skye and The Small Isles 24/08/2024 £2,495 6 Nights Trip Details
    Sailing Journeys – The Inner Hebrides 20/07/2024 £1,350 6 Nights Trip Details

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